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Top 24 Hotels Near The Key School
534 Hillsmere Dr Annapolis, MD 21401



Residence Inn by Marriott Annapolis

200 Taylor Ave Annapolis, Maryland

The Key School is a quick drive from Residence Inn by Marriott Annapolis, a setup that ensures the pre-event journey is always a speedy one.

Outdoor lounge areas with grills or fireplaces at Residence Inn provide shared spaces that extend hospitality beyond the lobby. Every guest room comes with dining tables, sofa beds, and lounge chairs, giving groups flexible setups for meals and conversation. Breakfast spaces with self-serve counters, omelet stations, and communal seating offer dependable hospitality that starts each day clearly.

Complimentary breakfast, free Wi-Fi, indoor pools, meeting rooms, and valet parking deliver ease that keeps routines consistent and balanced.

  Call (855) 235-6136 to book with an agent.
  3.4 miles from The Key School

Starting at

$144.99

per night

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Fairfield Inn & Suites by Marriott Annapolis

200 Taylor Avenue Annapolis, Maryland

This easy drive to The Key School from Fairfield Inn & Suites by Marriott Annapolis lets guests to feel more in control of their schedule in Annapolis.

Fairfield Inn positions a small business counter and printer near reception, letting guests print boarding passes or documents without hunting around. All guest rooms include desks with ergonomic chairs, complimentary Wi-Fi, and bedside outlets, supporting continuity of routines without friction. Breakfast halls present hot items, fruit, and oatmeal with coffee service, supporting dependable mornings that feel routine across visits.

Guests enjoy fitness rooms, complimentary breakfast, meeting space, and Wi-Fi, ensuring consistent services that support varied travel routines.

  Call (855) 233-7850 to book with an agent.
  3.4 miles from The Key School

Starting at

$148.99

per night

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Annapolis Waterfront Hotel Autograph Collection

80 Compromise St Annapolis, Maryland

Because Annapolis Waterfront Hotel Autograph Collection keeps The Key School within easy reach, guests can choose to get there quickly and without hassle.

Autograph Collection features seating clusters, floral accents, and curated displays, reinforcing comfort and local inspiration. Each guest room includes ergonomic desks, strong Wi-Fi, and bedside outlets, supporting productivity for professionals traveling daily. In the fitness center, ellipticals, mats, and free weights support consistent health-focused routines for travelers daily.

Guests enjoy outdoor pools, rooftop terraces, dining venues, and business spaces, highlighting both social connection and productivity.

  Call (855) 234-2997 to book with an agent.
  5.1 miles from The Key School

Starting at

$251.99

per night

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The Westin Annapolis

100 Westgate Cir Annapolis, Maryland

Because The Westin Annapolis keeps The Key School a simple drive, guests can readily transition to the next part of their day.

Guests at Westin encounter concierge desks and polished signage, orientation cues that keep arrivals smooth and dependable daily. Suites present Heavenly Bath experiences with rainfall showers, soaking tubs, and plush robes, refreshing guests with spa-like rituals. At the restaurant, curated menus, healthy dishes, and seasonal drinks highlight brand wellness while delivering daily consistency.

With EV parking, complimentary Wi-Fi, meeting facilities, and pet-friendly policies, Westin simplifies routines for every traveler.

  Call (855) 234-5074 to book with an agent.
  5.1 miles from The Key School

Starting at

$126.99

per night

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Hilton Garden Inn Annapolis Downtown

174 West Street Annapolis, Maryland

Within Annapolis, Hilton Garden Inn Annapolis Downtown keeps The Key School a simple drive, which helps the hotel to feel both convenient and accessible.

Sofa clusters in Hilton Garden Inn lobbies create regrouping areas, helping families pause comfortably before heading upstairs. Each suite provides microwaves, refrigerators, and dining counters, letting guests prepare meals or snacks with ease during longer visits. Fitness studios with free weights, cardio machines, and stretching zones keep guests consistent with wellness practices while traveling.

Pet-friendly policies, complimentary Wi-Fi, laundry facilities, indoor pools, and breakfast buffets keep travel flexible and dependable.

  Call (855) 235-0725 to book with an agent.
  5.2 miles from The Key School

Starting at

$107.99

per night

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Graduate by Hilton Annapolis

126 West St Annapolis, Maryland

For visitors to Annapolis, Graduate by Hilton Annapolis keeps The Key School within easy reach, a choice that supports a stress-free travel plan.

In Hilton spaces, fresh floral arrangements and polished desks highlight consistency, giving arrivals confidence and reliable comfort. Every suite offers lounge seating, dining tables, and entertainment systems, creating flexible spaces that balance leisure and work. Guests in the lobby seating find sofas, armchairs, and communal tables, creating casual hubs where families or teams can regroup.

Amenities include indoor pools, meeting facilities, breakfast spreads, and Wi-Fi, keeping routines balanced across every location.

  Call (855) 233-0132 to book with an agent.
  5.3 miles from The Key School

Starting at

$157.99

per night

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134 Prince - Luxury Boutique Hotel

134 Prince George St Annapolis, Maryland

This direct car trip to The Key School from 134 Prince - Luxury Boutique Hotel lets guests enjoy a bit of Annapolis before their event.

At 134 Prince - Luxury Boutique Hotel, arrivals may feature a basic reception, accessible parking, and vending areas designed for guest convenience. Accommodations may highlight hardwood finishes, compact layouts, and rainfall showers, reinforcing comfort and style during each stay. Shared spaces may feature vending machines, breakfast counters, and modest lobbies that reinforce straightforward travel convenience daily.

A stay may feature Wi-Fi, laundry rooms, continental breakfast, and parking, reinforcing consistent travel support for visiting guests.

  Call (855) 234-7135 to book with an agent.
  5.3 miles from The Key School

Starting at

$325.99

per night

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Historic Inns of Annapolis

58 State Circle Annapolis, Maryland

Reaching The Key School from Historic Inns of Annapolis is an easy drive, a feature that weaves convenience into the fabric of the stay.

Historic Inns of Annapolis often welcomes arrivals with stylish furnishings, boutique décor, and staff focused on creating a tailored experience. Guest rooms may include stylish interiors, premium bedding, and curated minibars that contribute to a boutique-focused orientation. Facilities often showcase locally inspired dining, cozy lounges, and co-working corners that emphasize boutique-style character.

A visit may present complimentary Wi-Fi, laundry support, EV charging, and self-serve markets, sustaining boutique practicality daily.

  Call (855) 239-4019 to book with an agent.
  5.4 miles from The Key School

Starting at

$114.99

per night

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Candlewood Suites Annapolis by IHG

1 Womack Dr Annapolis, Maryland

The hotel's location is a strategic choice, keeping The Key School within easy reach and framing the stay around automotive access.

Borrow lists for the Lending Locker® at Candlewood Suites appear near reception, clarifying what can be checked out and where to return it. Every suite supplies coffee and tea packets beside the brewer, supporting early departures without a lobby trip when timing is tight. Coffee stations, when available, group cups, lids, and condiments near seating, enabling quick refreshes while keys and directions finalize.

With a 24/7 market, lending items, and coffee service plus Wi-Fi and fitness, daily needs and momentum stay covered in-house.

  Call (855) 234-2997 to book with an agent.
  6.5 miles from The Key School

Starting at

$95.99

per night

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SpringHill Suites by Marriott Annapolis

189 Admiral Cochrane Drive Annapolis, Maryland

From SpringHill Suites by Marriott Annapolis, The Key School is a simple drive, a detail that gives guests more command over their travel.

SpringHill Suites uses its new breakfast service and stylish reception zones to send signals of care, ensuring arrivals feel valued immediately. Each suite integrates ergonomic desks, comfortable chairs, and Wi-Fi, providing an environment where professionals can work effectively on trips. The fitness center highlights cardio machines, resistance weights, and televisions, ensuring travelers maintain balance and energy during trips.

Amenities like a 24/7 Market, flexible meeting rooms, hot breakfast, and indoor pool access provide convenience that eases guest travel plans.

  Call (855) 235-0725 to book with an agent.
  6.6 miles from The Key School

Starting at

$151.99

per night

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Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis, Maryland

Reaching The Key School from Hampton Inn & Suites Annapolis is an easy drive, a trait that allows guests to ease into their day's schedule.

Bright lighting and open layouts at Hampton Inn receptions support orientation clarity, giving travelers smooth navigation cues at check-in. Each suite offers spacious closets, luggage benches, and drawer storage, giving travelers reliable organization during extended stays. Business centers with printers, computers, and Wi-Fi access create practical workspaces that keep productivity steady while on the road.

Complimentary internet, laundry service, breakfast buffets, business lounges, and outdoor pools create amenities that suit longer visits.

  Call (855) 234-7135 to book with an agent.
  6.8 miles from The Key School

Starting at

$91.99

per night

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Sonesta ES Suites Annapolis

170 Admiral Cochrane Dr Edgewater, Maryland

From the moment you check in at Sonesta ES Suites Annapolis, The Key School is a direct run, simplifying your itinerary.

Sonesta frames arrival care with free coffee, organized reception, and approachable décor, giving guests both orientation and thoughtful refreshment. Every guest room features modern kitchen setups, work desks, and high-speed Wi-Fi, allowing guests to maintain daily routines with ease. Business centers offer printers, dedicated desks, and power access, ensuring guests can handle work tasks smoothly without leaving property grounds.

From breakfast service, guest laundry, indoor pools, Wi-Fi, business centers, and shuttle transfers, visitors discover ease across each routine.

  Call (855) 235-6136 to book with an agent.
  6.8 miles from The Key School

Starting at

$104.99

per night

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TownePlace Suites by Marriott Annapolis

120 Admiral Cochrane Dr Annapolis, Maryland

This direct drive to The Key School helps TownePlace Suites by Marriott Annapolis guests feel more connected to the Annapolis area.

Free hot breakfast in the lobby at TownePlace Suites provides dependable nourishment, helping mornings begin with familiar comfort. Guest rooms integrate efficient desk setups with microwave access, letting travelers maintain work routines and snack routines together. Lobby seating offers charging ports and soft lighting, allowing guests to recharge devices and settle into rhythm quietly.

Meeting space, outdoor patio, and valet dry cleaning fuse collaboration, leisure, and garment care in elegant support of stay delight.

  Call (855) 235-6136 to book with an agent.
  6.9 miles from The Key School

Starting at

$143.99

per night

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Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis, Maryland

From Holiday Inn Express & Suites Annapolis by IHG, The Key School is a direct run, a detail that makes for an uncomplicated and well-placed stay.

Holiday Inn Express lobbies use bright finishes and functional layouts, setting consistent first impressions across the entire brand. Guest rooms offer flat-screen HDTVs, sofa seating, and USB ports, combining entertainment ease with comfortable relaxation areas. Meeting facilities featuring projection equipment, breakout tables, and seating flexibility make professional events run smoothly.

Self-parking, hot breakfast, and fitness centers pair with reliable Wi-Fi and pools, ensuring comfort and clarity across all visits.

  Call (855) 235-0725 to book with an agent.
  7.0 miles from The Key School

Starting at

$95.99

per night

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Courtyard by Marriott Annapolis

2559 Riva Rd Annapolis, Maryland

The hotel's location is designed for uncomplicated travel, with The Key School an easy drive away, ensuring a confident journey.

Courtyard situates its Market beside reception, ensuring travelers find essentials immediately upon entering the property. Every suite supplies rainfall showers, curated bath amenities, and plush towels, refreshing guests with spa-quality comfort daily. The fitness center stocked with treadmills, mats, and weights lets travelers sustain exercise routines consistently while away.

Amenities include indoor pools, valet parking, meeting rooms, and Wi-Fi, ensuring balanced routines for both business and leisure.

  Call (855) 234-5074 to book with an agent.
  7.1 miles from The Key School

Starting at

$138.99

per night

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Best Western Annapolis

2520 Riva Rd Annapolis, Maryland

The journey from Best Western Annapolis to The Key School is an easy drive, a perk that adds flexibility to any driving itinerary.

Best Western summarizes essentials—Wi-Fi access, breakfast timing, and local tips—so guests leave reception ready to navigate the first hour. Standard guest rooms keep closets, drawers, and hooks within reach, preventing clutter and making repacks faster on back-to-back days. Business centers supply computers, printers, and desks, allowing itineraries, forms, and tickets to update without leaving the property.

From breakfast areas, Wi-Fi, printers, and ride guidance, mornings convert plans into action while routes and confirmations finalize quickly.

  Call (855) 239-5277 to book with an agent.
  7.1 miles from The Key School

Starting at

$73.99

per night

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Hilton Garden Inn Annapolis

305 Harry South Truman Pkwy Annapolis, Maryland

From Hilton Garden Inn Annapolis, the direct drive to The Key School is a core principle of accessibility uncomplicated that defines the beginning of the stay.

Community tables at Hilton Garden Inn receptions serve as central hubs, offering travelers relaxed zones to coordinate plans together. Every guest room features ergonomic chairs, desks, and USB ports, ensuring practical setups that keep guests connected and productive. Breakfast spaces with fresh fruit, omelets, and community tables provide dependable hospitality that anchors guest routines each morning.

Complimentary internet, on-site dining, hot breakfast, business centers, and fitness rooms create balanced support for guest routines.

  Call (855) 235-0725 to book with an agent.
  7.1 miles from The Key School

Starting at

$84.99

per night

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DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis, Maryland

The benefit of having The Key School an easy drive makes DoubleTree by Hilton Hotel Annapolis into a great starting point for any visit.

With digital key available via the Hilton Honors app, DoubleTree streamlines check-in, letting guests head directly to their room on arrival. Guest rooms offer premium pillows and supportive mattresses, ensuring dependable comfort and reinforcing the brand’s sleep standards. Pools include sundecks with family seating, giving groups recharge opportunities and supporting relaxation in outdoor comfort.

Transport desks, Wi-Fi, breakfast buffets, pools, and laundry services reinforce balance, sustaining orientation clarity throughout.

  Call (855) 234-7135 to book with an agent.
  7.2 miles from The Key School

Starting at

$98.99

per night

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Red Roof Inn Annapolis

2520C Riva Road Annapolis, Maryland

When the day's drive in Annapolis needs to be simple, Red Roof Inn Annapolis's location a simple drive from The Key School is a true benefit.

The simplicity of the Red Roof Inn arrival reduces travel friction, allowing guests to transition smoothly from driving to relaxing. The simplicity and functionality of the guest rooms provide a no-nonsense, comfortable space for travelers who prioritize value and rest. Outdoor pools provide a welcome break from the road, offering a fun, free amenity for guests to enjoy some leisure time and fresh air.

For a budget-friendly stay, free parking, complimentary Wi-Fi, a pet-friendly policy, and an outdoor pool deliver significant benefits.

  Call (855) 239-4019 to book with an agent.
  7.2 miles from The Key School

Starting at

$68.99

per night

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Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis, Maryland

The hotel's spot an uncomplicated drive from The Key School gives Crowne Plaza Annapolis by IHG guests a easy option for their daily commute.

Communal tables and lounge chairs within Crowne Plaza lobbies encourage social connection and casual meetings before moving upstairs. All guest rooms contain ergonomic desks, supportive chairs, and charging hubs, allowing professionals to remain effective on the move. Breakfast dining spaces offering buffets, fruit, and coffee provide guests with simple, consistent options for starting the day well.

Pet-friendly policies, hot breakfast, and Wi-Fi align with self-parking and business centers, simplifying family and professional travel.

  Call (855) 233-7850 to book with an agent.
  7.5 miles from The Key School

Starting at

$133.99

per night

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Country Inn & Suites by Radisson Annapolis, MD

2600 Housley Road Annapolis, Maryland

The direct drive from Country Inn & Suites by Radisson Annapolis, MD to The Key School in Annapolis renders the connection between the two easy and fast.

Radisson situates digital menu boards and market displays beside the desk, helping guests scan food and drink options quickly. All guest rooms provide a coffee maker, microwave, and practical storage space, so morning routines and snacks stay organized and simple. Club lounges include sofas, coffee stations, and power outlets, forming a quiet space for focused work or low-key conversation during stays.

Offering meetings, business services, Wi-Fi, a gym, on-site dining, and laundry, properties support both events and everyday downtime.

  Call (855) 236-8982 to book with an agent.
  8.1 miles from The Key School

Starting at

$103.99

per night

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Village Inn Annapolis MD

69 Old Mill Bottom Rd Annapolis, Maryland

The hotel's location is ideal for regional travelers, serving as a convenient base with The Key School within driving reach.

Guests at Village Inn Annapolis MD may encounter efficient check-in, complimentary parking, and simple lobby seating during arrival routines. Rooms often feature plush bedding, modest seating, and climate control, providing consistent comfort and ease for traveling guests. Facilities often include guest laundries, vending corners, and compact business areas that create balance for both rest and productivity.

Accommodations often include Wi-Fi, vending machines, compact breakfast areas, and guest laundry, helping sustain daily convenience.

  Call (855) 234-7135 to book with an agent.
  10.4 miles from The Key School

Starting at

$109.99

per night

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The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville, Maryland

The benefit of being a practical base makes The Inn at Chesapeake Bay Beach Club into a great starting point for the drive to The Key School.

At The Inn at Chesapeake Bay Beach Club, guests often encounter elegant interiors, courteous staff, and luggage assistance that highlight a sophisticated welcome. Rooms often feature spacious layouts, refined design details, and bathrooms that may include stone or marble finishes for added style. Facilities may feature stylish cocktail bars, full-service dining, and wellness centers that provide a polished and upscale impression.

Accommodations often feature wellness areas, upscale dining, valet parking, and Wi-Fi, supporting balance between leisure and routine.

  Call (855) 234-2997 to book with an agent.
  15.6 miles from The Key School

Starting at

$195.99

per night

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Kent Island Resort

500 Kent Manor Dr Stevensville, Maryland

From Kent Island Resort, The Key School is within driving reach, a feature that makes for a well-planned trip.

Arrivals at Kent Island Resort may feature artisanal details, relaxed lobby seating, and complimentary refreshments upon entry. Accommodations often provide eclectic décor, artisanal touches, and boutique bathrooms that underscore a personalized guest retreat. Amenities may feature curated cocktail bars, artisanal cafés, and eclectic lounges that contribute to a creative boutique retreat.

Guests may encounter Wi-Fi, artisanal breakfast, laundry facilities, and bike rentals, supporting balanced boutique guest experiences.

  Call (855) 233-7850 to book with an agent.
  15.7 miles from The Key School

Starting at

$152.99

per night

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