Hotels near Key School
534 Hillsmere Dr, Annapolis, MD 21403
Hotels near Key School
Swipe to find hotels on the map.
- 1
Annapolis Waterfront Hotel Autograph Collection
- 2
Hilton Garden Inn Annapolis Downtown
- 3
Graduate by Hilton Annapolis
- 4
The Westin Annapolis
- 5
Fairfield Inn & Suites by Marriott Annapolis
- 6
Candlewood Suites Annapolis by IHG
- 7
SpringHill Suites by Marriott Annapolis
- 8
Hampton Inn & Suites Annapolis
- 9
Holiday Inn Express & Suites Annapolis by IHG
- 10
Sonesta ES Suites Annapolis
- 11
TownePlace Suites by Marriott Annapolis
- 12
Best Western Annapolis
- 13
DoubleTree by Hilton Hotel Annapolis
- 14
Red Roof Inn Annapolis
- 15
Courtyard by Marriott Annapolis
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15 Hotels near Key School
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Annapolis Waterfront Hotel Autograph Collection
Crafted for travelers who expect elevated taste in their overnight stays.
- Appreciate locally curated artwork displayed throughout your private suite space
- Experience independent restaurant concepts led by talented culinary teams
- Receive locally inspired touchpoints that celebrate the destination's distinctive culture
Hilton Garden Inn Annapolis Downtown
Modern full-service stays tailored for parents navigating the boarding-school calendar year-round.
- Provide complimentary cribs for young children during parent weekend stays
- Enjoy quiet Executive Lounge workspace perfect for reviewing admission materials
- Connect over coffee in refined common areas with timeless design
Graduate by Hilton Annapolis
Modern hospitality built for travelers celebrating continuity across every generation.
- Grab barista-crafted specialty coffees before morning school tours begin
- Recharge on allergen-free down-alternative pillows between school visits and interviews
- Store luggage and belongings with extra closet and floor space
The Westin Annapolis
Sophisticated comfort tailored for travelers who need a steady environment during milestone weekends.
- Plan local trips with concierge help for nearby attractions
- Begin reunion brunches with SuperFoodsRx™ antioxidant breakfast bowl selections
- Ease into deep sleep with the bedside relaxation amenity kit
Fairfield Inn & Suites by Marriott Annapolis
Consistent quality designed for families who expect the hotel to remember them.
- Fuel prospective student tours with hot buffet options and artisan pastries
- Rest on plush down duvets designed for deep, restorative sleep
- Take in panoramic resort views from Executive Suite living areas
Candlewood Suites Annapolis by IHG
Kitchens and workspace built for guests coordinating calendars rather than sightseeing.
- Gather comfortably in dedicated living spaces away from bedroom areas
- Power through event weekends with twenty-four-hour lobby coffee service
- Choose your pillow firmness to match individual sleeping styles
Booking 9+ rooms? Get group rates.
SpringHill Suites by Marriott Annapolis
Designed for travelers who move between appointments expecting no-surprise consistency.
- Host overnight alumni guests comfortably on the pull-out sofa bed
- Relax with curated wine offerings before the evening welcome reception
- Appreciate locally inspired art pieces featured in common areas daily
Hampton Inn & Suites Annapolis
Personal hospitality greets alumni who remember when these visits felt like home.
- Enjoy hassle-free resolution with the 100% Hampton Guarantee anytime
- Arrive via complimentary shuttle service connecting nearby airport to hotel
- Start reunion days with signature waffles and rotating hot items
Holiday Inn Express & Suites Annapolis by IHG
Designed for efficiency-minded guests managing rigid timelines without wasting a minute.
- Spread out comfortably in thoughtfully designed space-efficient room configurations
- Arrive on time using scheduled shuttle service from airport
- Find fresh brewed one hundred percent Arabica coffee available around the clock
Sonesta ES Suites Annapolis
Designed for travelers who want continuity when the campus weekend unfolds.
- Relax in walk-in showers with premium spa-quality bath products
- Retreat to club level for complimentary refreshments between campus events
- Reserve connecting rooms for siblings and grandparents visiting together
TownePlace Suites by Marriott Annapolis
Residential layouts built for guests who need normalcy around polished school events.
- Convert the living room into extra sleeping space nightly
- Prepare snacks in suite kitchens between admissions events and meetings
- Drive right up to your suite for easy unloading access
Best Western Annapolis
Reliable comfort tailored for parents whose own memories began on this campus.
- Pour freshly brewed coffee before exploring school grounds all day
- Select your ideal pillow firmness for personalized nighttime comfort
- Relax between tours in a separate sitting area upgrade
DoubleTree by Hilton Hotel Annapolis
Classic service refined for guests who expect elevated comfort every visit.
- Savor curated wine selections sourced from top regional and international vineyards
- Enjoy evening meals at onsite restaurants with upscale dining options
- Arrange rental car through hotel desk for visiting local attractions
Red Roof Inn Annapolis
Dependable value designed for guests making decisions that outlast any single weekend stay.
- Wake up with complimentary lobby coffee before admission interviews begin
- Recharge on premium Serta beds built for quality deep sleep
- Store luggage easily on clean wood-style floors in spacious rooms
Courtyard by Marriott Annapolis
Globally consistent stays designed for travelers evaluating what comes next.
- Sip premium bar selections without leaving the hotel lobby
- Access refined hospitality standards delivered with genuine personalized attention throughout
- Coordinate arrivals seamlessly using reliable airport shuttle options when available
Key School Travel Guide
We built this guide so your team doesn't have to figure it all out from a Google search. Neighborhoods, restaurants, game day logistics, local tips — it's all here.
Key School in Annapolis, Maryland, offers a unique blend of academic rigor and waterfront campus charm, drawing students and visitors to its scenic location. This guide is designed for prospective families, visiting teams, and anyone looking to explore the area surrounding the school, providing essential information on navigating the campus, finding accommodations, dining, and local attractions. Understand the rhythm of Annapolis and the Key School environment to make your visit smooth and enjoyable, from arrival to departure.
Neighborhood Overview
Key School is situated on the eastern edge of Annapolis, Maryland, providing a serene campus atmosphere directly on the South River, a tributary of the Chesapeake Bay. Its location offers convenient access to the historic heart of Annapolis while maintaining a distinct, peaceful setting. Major access routes include Hillsmere Drive, which connects to Route 70 and eventually to Interstate 97, facilitating travel to and from Baltimore and Washington D.C. The nearest major airport is Baltimore/Washington International Thurgood Marshall Airport (BWI), approximately a 30-45 minute drive north, depending on traffic. Washington Dulles International Airport (IAD) and Ronald Reagan Washington National Airport (DCA) are further afield, typically requiring 60-90 minutes of travel. Navigating to Key School involves understanding local traffic patterns, especially during peak commuting hours and around major Annapolis events. Arriving via Hillsmere Drive puts you directly at the school's entrance; while on-site parking is available, it can be limited during busy periods. Considering public transit is less practical for direct campus access, most visitors opt for personal vehicles or rideshares. Smart arrival tactics involve checking local traffic reports, particularly if arriving during weekday rush hours or for major school functions, aiming for slightly earlier arrival times to account for potential delays.
Where to Stay
Annapolis, and its surrounding areas, offer a range of lodging options to suit various needs and budgets. The primary cluster of hotels is found in and around downtown Annapolis, offering easy access to the historic district, the U.S. Naval Academy, and a vibrant dining scene. These downtown hotels are typically a 10-15 minute drive from Key School. A slightly more budget-friendly selection can often be found along the US-50 corridor as you approach Annapolis from the west, or in the general vicinity of the Parole shopping district. While not directly adjacent to Key School, these areas provide relatively quick access via car. For those seeking a more integrated experience, vacation rentals and boutique inns can offer a charming stay, though availability may be more limited, especially during peak tourist seasons or major Annapolis events like boat shows. It is highly recommended to book accommodations well in advance, particularly for visits coinciding with significant school events, academic competitions, or Annapolis festivals. Utilizing map filters to search for hotels within a 3-5 mile radius of Key School can help identify suitable options, balancing proximity with amenities and price points.
Quick-Plan Overview
Getting There
BWI Airport is typically a 30-45 minute drive away, offering convenient access for most travelers.
Arrival & Parking
Plan to arrive 15-20 minutes early to navigate campus and find designated parking areas.
Explore Nearby
Explore the charming shops and historic streets of downtown Annapolis for a walkable outing.
Culture & History
Visit the Annapolis Maritime Museum for an indoor cultural experience on a rainy day.
Food & Dining
Downtown Annapolis provides numerous restaurants and cafes for easy regrouping and meals.
- BWI Airport is typically a 30-45 minute drive away, offering convenient access for most travelers.
- Plan to arrive 15-20 minutes early to navigate campus and find designated parking areas.
- Explore the charming shops and historic streets of downtown Annapolis for a walkable outing.
- Visit the Annapolis Maritime Museum for an indoor cultural experience on a rainy day.
- Downtown Annapolis provides numerous restaurants and cafes for easy regrouping and meals.
Event Day Flow
Arrival & Pre-Event
Begin your journey to Key School by accounting for Annapolis traffic, especially if traveling during typical morning or afternoon rush hours. Aim to arrive at the campus at least 15-20 minutes prior to your scheduled event or appointment. Once on campus, follow signage for visitor parking, which is usually available in designated lots. Familiarize yourself with the campus layout as you proceed to your destination, whether it's an academic building, athletic facility, or performance space. Allow ample time to locate your specific meeting point or seating area, ensuring a relaxed start to your visit. Consider the weather, especially during cooler or wetter months, and dress accordingly for the transition from vehicle to indoor venues.
During the Event
Once your event or visit is underway, immerse yourself in the Key School experience. If attending a performance or athletic contest, familiarize yourself with available seating and restroom locations. For academic visits, adhere to any posted schedules or specific room assignments. Keep track of time for any scheduled breaks or transitions between activities. If you have downtime between sessions, consider a brief walk around a scenic part of campus or utilize any available common areas. Remember to be mindful of the ongoing activities of students and faculty, maintaining a respectful presence throughout the campus. This is your opportunity to engage fully with the reason for your visit.
Post-Event & Departure
As your event concludes, allow for a smooth departure from campus. If there's a high volume of attendees leaving simultaneously, particularly after a major school event, some patience may be required when exiting parking areas. Follow traffic direction from any staff or volunteers if provided. If you plan to extend your visit to explore Annapolis, be aware that downtown parking can be challenging, especially on weekends or during popular events; consider parking garages or rideshare options for easier access. Alternatively, a leisurely drive through the scenic residential areas surrounding the school can offer a pleasant conclusion to your day before heading home.
Arrival & Pre-Event
Begin your journey to Key School by accounting for Annapolis traffic, especially if traveling during typical morning or afternoon rush hours. Aim to arrive at the campus at least 15-20 minutes prior to your scheduled event or appointment. Once on campus, follow signage for visitor parking, which is usually available in designated lots. Familiarize yourself with the campus layout as you proceed to your destination, whether it's an academic building, athletic facility, or performance space. Allow ample time to locate your specific meeting point or seating area, ensuring a relaxed start to your visit. Consider the weather, especially during cooler or wetter months, and dress accordingly for the transition from vehicle to indoor venues.
During the Event
Once your event or visit is underway, immerse yourself in the Key School experience. If attending a performance or athletic contest, familiarize yourself with available seating and restroom locations. For academic visits, adhere to any posted schedules or specific room assignments. Keep track of time for any scheduled breaks or transitions between activities. If you have downtime between sessions, consider a brief walk around a scenic part of campus or utilize any available common areas. Remember to be mindful of the ongoing activities of students and faculty, maintaining a respectful presence throughout the campus. This is your opportunity to engage fully with the reason for your visit.
Post-Event & Departure
As your event concludes, allow for a smooth departure from campus. If there's a high volume of attendees leaving simultaneously, particularly after a major school event, some patience may be required when exiting parking areas. Follow traffic direction from any staff or volunteers if provided. If you plan to extend your visit to explore Annapolis, be aware that downtown parking can be challenging, especially on weekends or during popular events; consider parking garages or rideshare options for easier access. Alternatively, a leisurely drive through the scenic residential areas surrounding the school can offer a pleasant conclusion to your day before heading home.
Things to Do
Walkable
Key School Waterfront Campus
On siteThe Key School campus itself is a significant attraction, boasting stunning views of the South River. Visitors can enjoy the serene waterfront environment, perfect for a quiet moment of reflection or a leisurely stroll. The grounds offer beautiful landscaping and a peaceful atmosphere, providing a delightful extension to any academic or event visit. Take a moment to appreciate the natural beauty and the unique setting that defines this educational institution, enjoying the sights and sounds of the Chesapeake Bay watershed.
Quiet Waters Park
0.7 miJust a short walk from Key School, Quiet Waters Park is a sprawling 340-acre waterfront oasis offering a peaceful retreat into nature. The park features extensive paved trails perfect for walking, jogging, and cycling, winding through woodlands and along the South River shoreline. Visitors can enjoy picnicking in scenic spots, observing wildlife, or simply relaxing by the water. The park also includes a popular dog park and hosts various community events throughout the year, making it a versatile destination for outdoor recreation and relaxation for individuals and families alike.
5–15 Minutes Away
Annapolis Maritime Museum & Park
1.8 miLocated on the shores of the Severn River, the Annapolis Maritime Museum offers a captivating look into the maritime heritage of the Chesapeake Bay region. The museum features engaging exhibits on topics ranging from oyster dredging and the history of sailing to the area's role in naval traditions. Its scenic waterfront location also provides opportunities for leisurely walks and enjoying bay breezes. The museum is an excellent destination for understanding the deep connection between Annapolis and the water, offering both educational content and a beautiful setting for exploration, often hosting special events and talks.
Historic Downtown Annapolis
2.5 miStep back in time by exploring the charming, cobblestone streets of Historic Downtown Annapolis. This vibrant area is packed with beautifully preserved 18th-century architecture, housing an array of boutique shops, art galleries, and historic landmarks like the Maryland State House. Stroll along the waterfront at City Dock, enjoy the bustling atmosphere, and soak in the rich history that permeates the city. The downtown area is highly walkable and offers endless opportunities for discovery, from unique shopping experiences to exploring significant historical sites that tell the story of Maryland and early America.
Walkable
- Key School Waterfront Campus — The Key School campus itself is a significant attraction, boasting stunning views of the South River. Visitors can enjoy the serene waterfront environment, perfect for a quiet moment of reflection or a leisurely stroll. The grounds offer beautiful landscaping and a peaceful atmosphere, providing a delightful extension to any academic or event visit. Take a moment to appreciate the natural beauty and the unique setting that defines this educational institution, enjoying the sights and sounds of the Chesapeake Bay watershed. On site
- Quiet Waters Park — Just a short walk from Key School, Quiet Waters Park is a sprawling 340-acre waterfront oasis offering a peaceful retreat into nature. The park features extensive paved trails perfect for walking, jogging, and cycling, winding through woodlands and along the South River shoreline. Visitors can enjoy picnicking in scenic spots, observing wildlife, or simply relaxing by the water. The park also includes a popular dog park and hosts various community events throughout the year, making it a versatile destination for outdoor recreation and relaxation for individuals and families alike. 0.7 mi
5–15 Minutes Away
- Annapolis Maritime Museum & Park — Located on the shores of the Severn River, the Annapolis Maritime Museum offers a captivating look into the maritime heritage of the Chesapeake Bay region. The museum features engaging exhibits on topics ranging from oyster dredging and the history of sailing to the area's role in naval traditions. Its scenic waterfront location also provides opportunities for leisurely walks and enjoying bay breezes. The museum is an excellent destination for understanding the deep connection between Annapolis and the water, offering both educational content and a beautiful setting for exploration, often hosting special events and talks. 1.8 mi
- Historic Downtown Annapolis — Step back in time by exploring the charming, cobblestone streets of Historic Downtown Annapolis. This vibrant area is packed with beautifully preserved 18th-century architecture, housing an array of boutique shops, art galleries, and historic landmarks like the Maryland State House. Stroll along the waterfront at City Dock, enjoy the bustling atmosphere, and soak in the rich history that permeates the city. The downtown area is highly walkable and offers endless opportunities for discovery, from unique shopping experiences to exploring significant historical sites that tell the story of Maryland and early America. 2.5 mi
Food & Drink
Inside & Adjacent
The Point Restaurant & Bar
0.5 miLocated within the marina adjacent to Key School, The Point Restaurant & Bar offers a casual waterfront dining experience with scenic views of the South River. It's a convenient spot for a relaxed meal, featuring a menu of American fare, seafood options, and a selection of drinks. Ideal for a quick bite before or after a campus event, or for enjoying a sunset drink. The atmosphere is laid-back, making it a popular choice for locals and visitors looking for a no-frills, pleasant dining experience with a view of the water and boats.
Deli & Bagels R Us
1.0 miA straightforward and convenient option for quick bites, Deli & Bagels R Us provides a range of classic deli sandwiches, breakfast items, and, as the name suggests, a variety of bagels. It's a go-to spot for a casual breakfast or lunch, offering familiar favorites in a no-fuss environment. This establishment is perfect for grabbing a quick coffee and pastry on the way to campus or picking up sandwiches for a picnic, catering to those who need efficient and reliable food service.
Nearby Gathering Spots
Davis' Pub
2.1 miSituated in Eastport, a neighborhood just across the bridge from downtown Annapolis, Davis' Pub is a beloved local institution known for its fantastic crab cakes and lively atmosphere. This cozy pub offers a genuine taste of Maryland seafood in a relaxed, friendly setting. It's a perfect spot for groups looking for authentic local flavors and a place to unwind after a busy day, often praised for its quality ingredients and generous portions. The pub embodies the quintessential Annapolis casual dining experience.
Iron Rooster
2.6 miThe Iron Rooster in downtown Annapolis offers a unique dining experience centered around elevated breakfast and brunch dishes, served all day. Known for its creative twists on comfort food classics, including a variety of pancake and waffle creations, as well as hearty Southern-inspired entrees. It’s an ideal spot for families or groups looking for a satisfying and memorable meal, providing a cheerful ambiance and generous portions that appeal to a wide range of tastes. The restaurant is a popular destination for those seeking a delicious and comforting meal.
Local & Elevated Picks
Annapolis Oyster Company
2.3 miLocated in Eastport, Annapolis Oyster Company is a destination for oyster enthusiasts, offering a curated selection of fresh, local oysters from the Chesapeake Bay. Their focus is on showcasing the diverse flavors and quality of Maryland's oyster farming. Beyond oysters, they provide a sophisticated yet approachable menu featuring other seafood specialties and complementary dishes. It’s a prime choice for those looking to experience the best of the region's aquatic bounty in a refined setting that celebrates local seafood traditions.
Boatyard Bar & Grill
2.2 miA celebrated fixture in Eastport, the Boatyard Bar & Grill is renowned for its exceptional seafood, particularly its award-winning crab cakes, and its vibrant, nautical-themed atmosphere. This popular spot captures the essence of waterfront dining in Annapolis, offering fresh catches and classic Maryland dishes with a commitment to quality and flavor. It’s an ideal location for experiencing the local culinary scene, enjoying robust flavors, and soaking in the lively spirit of this maritime community, often bustling with locals and visitors alike.
Inside & Adjacent
- The Point Restaurant & Bar — Located within the marina adjacent to Key School, The Point Restaurant & Bar offers a casual waterfront dining experience with scenic views of the South River. It's a convenient spot for a relaxed meal, featuring a menu of American fare, seafood options, and a selection of drinks. Ideal for a quick bite before or after a campus event, or for enjoying a sunset drink. The atmosphere is laid-back, making it a popular choice for locals and visitors looking for a no-frills, pleasant dining experience with a view of the water and boats. 0.5 mi
- Deli & Bagels R Us — A straightforward and convenient option for quick bites, Deli & Bagels R Us provides a range of classic deli sandwiches, breakfast items, and, as the name suggests, a variety of bagels. It's a go-to spot for a casual breakfast or lunch, offering familiar favorites in a no-fuss environment. This establishment is perfect for grabbing a quick coffee and pastry on the way to campus or picking up sandwiches for a picnic, catering to those who need efficient and reliable food service. 1.0 mi
Nearby Gathering Spots
- Davis' Pub — Situated in Eastport, a neighborhood just across the bridge from downtown Annapolis, Davis' Pub is a beloved local institution known for its fantastic crab cakes and lively atmosphere. This cozy pub offers a genuine taste of Maryland seafood in a relaxed, friendly setting. It's a perfect spot for groups looking for authentic local flavors and a place to unwind after a busy day, often praised for its quality ingredients and generous portions. The pub embodies the quintessential Annapolis casual dining experience. 2.1 mi
- Iron Rooster — The Iron Rooster in downtown Annapolis offers a unique dining experience centered around elevated breakfast and brunch dishes, served all day. Known for its creative twists on comfort food classics, including a variety of pancake and waffle creations, as well as hearty Southern-inspired entrees. It’s an ideal spot for families or groups looking for a satisfying and memorable meal, providing a cheerful ambiance and generous portions that appeal to a wide range of tastes. The restaurant is a popular destination for those seeking a delicious and comforting meal. 2.6 mi
Local & Elevated Picks
- Annapolis Oyster Company — Located in Eastport, Annapolis Oyster Company is a destination for oyster enthusiasts, offering a curated selection of fresh, local oysters from the Chesapeake Bay. Their focus is on showcasing the diverse flavors and quality of Maryland's oyster farming. Beyond oysters, they provide a sophisticated yet approachable menu featuring other seafood specialties and complementary dishes. It’s a prime choice for those looking to experience the best of the region's aquatic bounty in a refined setting that celebrates local seafood traditions. 2.3 mi
- Boatyard Bar & Grill — A celebrated fixture in Eastport, the Boatyard Bar & Grill is renowned for its exceptional seafood, particularly its award-winning crab cakes, and its vibrant, nautical-themed atmosphere. This popular spot captures the essence of waterfront dining in Annapolis, offering fresh catches and classic Maryland dishes with a commitment to quality and flavor. It’s an ideal location for experiencing the local culinary scene, enjoying robust flavors, and soaking in the lively spirit of this maritime community, often bustling with locals and visitors alike. 2.2 mi
Local Tips
Annapolis hosts numerous events, like the boat shows, which significantly impact local traffic and hotel availability: book early.
Weekend evenings in downtown Annapolis can be very busy: consider reservations or patience for popular restaurants.
Parking in the historic district is limited and often metered: utilize garages or be prepared for a walk.
Eastport offers a more local feel than downtown: , with great seafood and a relaxed, nautical vibe.
Seasonal note: Annapolis experiences distinct seasons that influence visitor experiences. Spring and early summer bring mild weather, perfect for exploring outdoor attractions and enjoying the waterfront before the peak heat arrives. Mid-summer can be warm and humid, making indoor attractions and air-conditioned dining a welcome respite, while late summer often sees pleasant evenings ideal for waterfront dining. Autumn is particularly vibrant, with crisp air, colorful foliage, and major events like the boat shows, which draw large crowds and increase demand for accommodations. Winter offers a quieter, more introspective time to visit, with fewer crowds and a chance to appreciate the historic architecture and cozy dining spots, though outdoor activities are limited by cooler temperatures and shorter daylight hours.
- Expect slower traffic on Hillsmere Drive during school drop-off and pick-up times, especially on weekdays.
- Annapolis hosts numerous events, like the boat shows, which significantly impact local traffic and hotel availability book early.
- Weekend evenings in downtown Annapolis can be very busy consider reservations or patience for popular restaurants.
- Parking in the historic district is limited and often metered utilize garages or be prepared for a walk.
- Eastport offers a more local feel than downtown , with great seafood and a relaxed, nautical vibe.
- Seasonal note: Annapolis experiences distinct seasons that influence visitor experiences. Spring and early summer bring mild weather, perfect for exploring outdoor attractions and enjoying the waterfront before the peak heat arrives. Mid-summer can be warm and humid, making indoor attractions and air-conditioned dining a welcome respite, while late summer often sees pleasant evenings ideal for waterfront dining. Autumn is particularly vibrant, with crisp air, colorful foliage, and major events like the boat shows, which draw large crowds and increase demand for accommodations. Winter offers a quieter, more introspective time to visit, with fewer crowds and a chance to appreciate the historic architecture and cozy dining spots, though outdoor activities are limited by cooler temperatures and shorter daylight hours.
Weather & Seasons
Winter
Expect chilly temperatures, often dipping into the 30s Fahrenheit, with occasional freezing conditions. Pack warm layers, including a heavy coat, hat, gloves, and scarf. Outdoor activities are best enjoyed during the milder daylight hours, and shorter days mean planning arrival and departure times carefully to avoid navigating in darkness. Rain is common, and sleet or snow is possible, so waterproof footwear is advisable.
Spring & early summer
Temperatures gradually warm from cool to pleasantly mild, ranging from the 50s to the 70s Fahrenheit. This is an ideal time for outdoor exploration. Pack light layers, a waterproof jacket for unpredictable showers, and comfortable walking shoes. Evenings can still be cool, so a light sweater or jacket is recommended. The increasing daylight hours make it easier to enjoy campus and local attractions.
Mid-summer
Summers in Annapolis are typically hot and humid, with temperatures frequently in the 80s and 90s Fahrenheit. Light, breathable clothing is essential – think cotton t-shirts, shorts, and sundresses. Stay hydrated, and plan outdoor activities for the cooler mornings and late afternoons. Sunscreen, sunglasses, and hats are highly recommended. Indoor venues and air-conditioned spaces become very appealing during the peak heat of the day.
Fall season
Fall offers crisp, comfortable weather, with temperatures ranging from the 50s to 70s Fahrenheit, making it perfect for outdoor activities. Layers are key, including sweaters, light jackets, and comfortable pants. The foliage can be beautiful, especially inland from the immediate coast. While generally pleasant, occasional rain showers can occur, so a packable rain jacket is a good idea. The shorter days mean you might need lights if staying out late.
Rain & snow
Rain is a frequent visitor year-round, especially during spring and fall. A waterproof umbrella and a water-resistant jacket are essential packing items. Snow is less common but can occur in winter, potentially causing travel disruptions; check weather and road conditions if traveling during these months. During heavy rain or snow, indoor activities like museums, dining, and browsing shops become the primary focus for visitors.
Winter
Expect chilly temperatures, often dipping into the 30s Fahrenheit, with occasional freezing conditions. Pack warm layers, including a heavy coat, hat, gloves, and scarf. Outdoor activities are best enjoyed during the milder daylight hours, and shorter days mean planning arrival and departure times carefully to avoid navigating in darkness. Rain is common, and sleet or snow is possible, so waterproof footwear is advisable.
Spring & early summer
Temperatures gradually warm from cool to pleasantly mild, ranging from the 50s to the 70s Fahrenheit. This is an ideal time for outdoor exploration. Pack light layers, a waterproof jacket for unpredictable showers, and comfortable walking shoes. Evenings can still be cool, so a light sweater or jacket is recommended. The increasing daylight hours make it easier to enjoy campus and local attractions.
Mid-summer
Summers in Annapolis are typically hot and humid, with temperatures frequently in the 80s and 90s Fahrenheit. Light, breathable clothing is essential – think cotton t-shirts, shorts, and sundresses. Stay hydrated, and plan outdoor activities for the cooler mornings and late afternoons. Sunscreen, sunglasses, and hats are highly recommended. Indoor venues and air-conditioned spaces become very appealing during the peak heat of the day.
Fall season
Fall offers crisp, comfortable weather, with temperatures ranging from the 50s to 70s Fahrenheit, making it perfect for outdoor activities. Layers are key, including sweaters, light jackets, and comfortable pants. The foliage can be beautiful, especially inland from the immediate coast. While generally pleasant, occasional rain showers can occur, so a packable rain jacket is a good idea. The shorter days mean you might need lights if staying out late.
Rain & snow
Rain is a frequent visitor year-round, especially during spring and fall. A waterproof umbrella and a water-resistant jacket are essential packing items. Snow is less common but can occur in winter, potentially causing travel disruptions; check weather and road conditions if traveling during these months. During heavy rain or snow, indoor activities like museums, dining, and browsing shops become the primary focus for visitors.
Venue Facts
Primary team
Key School Lions
Neighborhood
Hillsmere Shores
Nearest airport
BWI Marshall (BWI)
Parking
On-campus lots, can be limited
Walkable district
Quiet Waters Park, campus grounds
Groceries & supplies
Giant Food (nearby)
Pharmacy
CVS (nearby)
Urgent care
Anne Arundel Medical Center Urgent Care
Downtime
Quiet Waters Park trails, downtown Annapolis exploring
Pro tip
Check Annapolis event calendars to avoid or plan for major crowd surges.
| Primary team | Key School Lions |
| Neighborhood | Hillsmere Shores |
| Nearest airport | BWI Marshall (BWI) |
| Parking | On-campus lots, can be limited |
| Walkable district | Quiet Waters Park, campus grounds |
| Groceries & supplies | Giant Food (nearby) |
| Pharmacy | CVS (nearby) |
| Urgent care | Anne Arundel Medical Center Urgent Care |
| Downtime | Quiet Waters Park trails, downtown Annapolis exploring |
| Pro tip | Check Annapolis event calendars to avoid or plan for major crowd surges. |
Frequently Asked Questions
Real questions travelers ask before booking near Key School — answered with the specifics you actually need.
Questions Travelers Ask What people want to know before booking near Key School
What are the closest hotels to Key School?
The closest hotel to Key School is Annapolis Waterfront Hotel Autograph Collection (3.33 mi, from $669/night) — a 7-minute drive. Other nearby options include Hilton Garden Inn Annapolis Downtown (3.57 mi, from $251/night) and Graduate by Hilton Annapolis (3.59 mi, from $258/night). Annapolis Waterfront Hotel Autograph Collection offers free breakfast, a pool, and a fitness center. Hilton Garden Inn Annapolis Downtown offers free breakfast, a pool, and a fitness center. Graduate by Hilton Annapolis offers free breakfast, a pool, and a fitness center.
Which hotels near Key School are good for families?
Several hotels near Key School are well-suited for families. Annapolis Waterfront Hotel Autograph Collection (3.33 mi, from $669/night), Hilton Garden Inn Annapolis Downtown (3.57 mi, from $251/night), and Graduate by Hilton Annapolis (3.59 mi, from $258/night) all offer suites, connecting rooms, a pool, complimentary breakfast, and on-site laundry.
Which hotels near Key School are good for team or group travel?
Several hotels near Key School accommodate team and group travel. Annapolis Waterfront Hotel Autograph Collection (3.33 mi, from $669/night), Hilton Garden Inn Annapolis Downtown (3.57 mi, from $251/night), and Graduate by Hilton Annapolis (3.59 mi, from $258/night) all offer meeting space, complimentary breakfast, and on-site laundry.
Are there budget-friendly hotels near Key School?
Yes — Red Roof Inn Annapolis (6.3 mi, from $104/night) is a budget-friendly option near Key School, with free Wi-Fi and free parking.
Are there extended-stay hotels near Key School?
Yes — Candlewood Suites Annapolis by IHG (5.69 mi, from $127/night) and TownePlace Suites by Marriott Annapolis (6.16 mi, from $207/night) are all extended-stay properties near Key School, with full kitchens and on-site laundry.
Hotel Amenities & Features Pools, breakfast, pet policies, and more
Which hotels near Key School offer free breakfast?
SpringHill Suites by Marriott Annapolis (5.86 mi, from $153/night), Hampton Inn & Suites Annapolis (5.96 mi, from $116/night), and Holiday Inn Express & Suites Annapolis by IHG (5.97 mi, from $120/night) include complimentary breakfast.
Which hotels near Key School have an outdoor pool?
Annapolis Waterfront Hotel Autograph Collection (3.33 mi, from $669/night) and Sonesta ES Suites Annapolis (6.04 mi, from $132/night) have an outdoor pool.
Which hotels near Key School have an indoor pool?
Hilton Garden Inn Annapolis Downtown (3.57 mi, from $251/night), Graduate by Hilton Annapolis (3.59 mi, from $258/night), and The Westin Annapolis (3.59 mi, from $302/night) have an indoor pool available year-round.
Which hotels near Key School have a fitness center?
Annapolis Waterfront Hotel Autograph Collection (3.33 mi, from $669/night), Hilton Garden Inn Annapolis Downtown (3.57 mi, from $251/night), and Graduate by Hilton Annapolis (3.59 mi, from $258/night) have an on-site fitness center.
Which hotels near Key School are pet-friendly?
Annapolis Waterfront Hotel Autograph Collection (3.33 mi, from $669/night), Hilton Garden Inn Annapolis Downtown (3.57 mi, from $251/night), and Graduate by Hilton Annapolis (3.59 mi, from $258/night) accept pets. Fee policies vary by property.
Other private schools nearby
Also planning a multi-venue trip? Check these within 50 miles.
Aleph-Bet Jewish Day School
Annapolis, MD · 0 mi
PATHWAYS SCHOOL--ANNE ARUNDEL
ANNAPOLIS, MD · 1 mi
ST MARYS HIGH SCHOOL
ANNAPOLIS, MD · 2 mi
St Andrew’s United Methodist Day School
Edwater, MD · 3 mi
WEEMS CREEK NURSERY SCHOOL & KINDERGARTEN
ANNAPOLIS, MD · 3 mi
Annapolis Area Christian School
Annapolis, MD · 4 mi
Ready to book near Key School?
15 hotels to choose from. Lowest rate guarantee, flexible cancellation on most rooms, and a support team that gets sports travel.