The best deals on hotels near Key School in Annapolis, MD.

Access unmatched hotel rates and frequent flash deals on rooms.

Save up to 70% when booking as a group. Select 9+ rooms to get started.

Top 24 Hotels Near Key School
534 Hillsmere Dr Annapolis, MD 21403



Annapolis Waterfront Hotel Autograph Collection

80 Compromise St Annapolis, Maryland

In Annapolis, Annapolis Waterfront Hotel Autograph Collection is situated a short drive from Key School, a position that makes travel easy.

Autograph Collection greets travelers with turndown touches or welcome snacks, rituals that provide care and reinforce comfort. Suites supply rainfall showers, stocked toiletries, and plush towels, refreshing guests with spa-inspired routines each stay. The restaurant serving seasonal dishes, curated cocktails, and elegant seating ensures dining is distinctive and culturally enriched.

Amenities such as spa therapies, breakfast buffets, business hubs, and parking combine to deliver daily wellness and productivity.

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

Starting at

$243.99

per night

Read Reviews View Amenities View All Rooms

Hilton Garden Inn Annapolis Downtown

174 West Street Annapolis, Maryland

This quick drive to Key School from Hilton Garden Inn Annapolis Downtown helps guests to feel oriented and comfortable in the Annapolis area.

Hilton Garden Inn receptions with modern finishes and open layouts create dependable first impressions and orientation clarity. Every guest room comes with microwaves, refrigerators, and counter space, enabling guests to manage snacks or small meals conveniently. Breakfast areas with hot buffets, fresh fruit, and self-serve stations give guests dependable morning structure that supports daily clarity.

Complimentary internet, hot breakfast, fitness areas, outdoor pools, and self-parking ensure dependable amenities across every stay.

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

Starting at

$90.99

per night

Read Reviews View Amenities View All Rooms

The Westin Annapolis

100 Westgate Cir Annapolis, Maryland

In Annapolis, The Westin Annapolis is situated a short drive from Key School, a spot that gives value to the guest experience.

In Westin arrivals, lobby beverage stations reflect rituals of comfort, reliable gestures that ease transitions consistently. Suites highlight hardwood floors, bright lighting, and curated minibars, delivering consistency and convenience in elegant spaces. The business center with ergonomic desks, Wi-Fi, and printers provides practical tools that keep professionals productive away from home.

Guests enjoy complimentary Wi-Fi, SuperFoodsRx menus, meeting spaces, and outdoor pools, finding daily routines consistently supported.

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

Starting at

$145.99

per night

Read Reviews View Amenities View All Rooms

Graduate by Hilton Annapolis

126 West St Annapolis, Maryland

The hotel's location is ideal for motorists, with Key School a simple drive away, allowing for easy coordination of travel and parking.

Guests visiting Hilton notice polished reception desks, clear signage, and concierge support, details that simplify arrival processes. Every suite presents walk-in showers, spa-like toiletries, and plush towels, refreshing travelers with consistent comfort and care. In the lobby, bright lighting, sofas, and tables make arrivals comfortable and create central hubs for orientation and regrouping.

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

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

Starting at

$155.99

per night

Read Reviews View Amenities View All Rooms

134 Prince - Luxury Boutique Hotel

134 Prince George St Annapolis, Maryland

The hotel's location is ideal for motorists, with Key School a quick drive away, allowing for easy coordination of travel and parking.

Arrivals at 134 Prince - Luxury Boutique Hotel may highlight a no-frills reception, available parking, and vending services that reflect budget practicality. Guest rooms often provide curated décor, compact seating, and Wi-Fi, creating a consistent and balanced environment for daily routines. Shared spaces often highlight vending areas, guest laundries, and compact seating zones that reflect straightforward guest routines.

A stay may present Wi-Fi, vending access, guest laundry, and modest breakfast, helping maintain practical consistency during visits.

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

Starting at

$325.99

per night

Read Reviews View Amenities View All Rooms

Historic Inns of Annapolis

58 State Circle Annapolis, Maryland

For a visit where a low-stress drive is a priority, Historic Inns of Annapolis is a quick drive from Key School, turning the trip into a simple task.

Guests at Historic Inns of Annapolis may find cozy seating, boutique décor, and complimentary coffee or tea that enhance the boutique arrival experience. Accommodations often provide eclectic décor, curated minibars, and unique design details that emphasize boutique hospitality. Amenities may present curated cafés, farm-to-table restaurants, and stylish lounges that emphasize boutique-style character.

A visit may feature complimentary Wi-Fi, self-serve markets, bike storage, and laundry service, supporting boutique practicality.

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

Starting at

$91.99

per night

Read Reviews View Amenities View All Rooms

86 State Circle - Luxury Boutique Hotel

86 State Cir Annapolis, Maryland

This useful drive to Key School is a key feature of 86 State Circle - Luxury Boutique Hotel, as it makes for a smooth and simple commute.

86 State Circle - Luxury Boutique Hotel often presents straightforward check-in, accessible parking, and a modest lobby with self-serve coffee for quick arrivals. Accommodations may include plush bedding, hardwood floors, and rainfall showers, helping ensure comfort in a modern guest setting. Facilities typically provide breakfast areas, laundry access, and vending corners that support clear and simple travel experiences.

Accommodations often highlight Wi-Fi, laundry facilities, vending corners, and parking, sustaining functional routines across stays.

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

Starting at

$341.99

per night

Read Reviews View Amenities View All Rooms

Candlewood Suites Annapolis by IHG

1 Womack Dr Annapolis, Maryland

For a stay that depends on reliable car travel, Candlewood Suites Annapolis by IHG offers a simple drive to Key School, making it a solid foundation for your trip.

With 24/7 service standard, Candlewood Suites maintains round-the-clock assistance or self-service paths so late arrivals stay simple. Suites often add a bedroom door and a second TV, improving privacy and keeping wind-down flexible when schedules differ in the evening. Outdoor tables sit near trash and recycling, helping cleanup stay simple so shared spaces read tidy after meals and casual gatherings.

Complimentary laundry, ice, and vending align with Wi-Fi and a lobby nook, fitting errands and short pauses into one efficient pass.

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

Starting at

$95.99

per night

Read Reviews View Amenities View All Rooms

SpringHill Suites by Marriott Annapolis

189 Admiral Cochrane Drive Annapolis, Maryland

Reaching Key School from SpringHill Suites by Marriott Annapolis is an easy drive, a quality that weaves convenience into the start of any day.

SpringHill Suites highlights breakfast convenience with hot options and fresh fruit, ensuring mornings begin with clarity and reliable care. Guest rooms feature microwaves, compact fridges, and coffee machines, giving guests control of snacks and drinks to simplify extended travel needs. The 24/7 Market carries packaged meals, bottled drinks, and snacks, ensuring guests have access to essentials whenever their schedules demand it.

Free breakfast service, fitness facilities, on-site parking, and complimentary Wi-Fi together create a dependable mix that eases each stay.

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

Starting at

$127.99

per night

Read Reviews View Amenities View All Rooms

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis, Maryland

For a trip to Annapolis, Hampton Inn & Suites Annapolis's location a simple cross-town drive from Key School delivers a convenient and time-saving travel option.

Weekday breakfast bags at Hampton Inn highlight consistent courtesy, ensuring morning options remain quick and dependable for guests. Every guest room includes blackout curtains, premium mattresses, and quiet HVAC, ensuring restful nights that restore guest energy. Lobby seating areas with sofa clusters, lounge chairs, and side tables create regrouping points, giving families comfort on arrival.

Complimentary Wi-Fi, breakfast buffets, business centers, outdoor pools, and laundry service create balance for both work and leisure stays.

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

Starting at

$83.99

per night

Read Reviews View Amenities View All Rooms

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis, Maryland

This easy commute to Key School permits Holiday Inn Express & Suites Annapolis by IHG to offer a blend of convenience and calm before the stay unfolds.

Markets inside Holiday Inn Express hotels offer grab-and-go snacks, drinks, and travel basics, keeping essentials within easy reach. Suites come with sofa seating, multiple televisions, and work areas, giving families flexible options for relaxation and productivity. Business centers with computer terminals, printers, and Wi-Fi access support productivity for travelers needing quick task completion.

Complimentary breakfast, Wi-Fi, and pools join with fitness and laundry, supporting guests with clarity across all property stays.

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

Starting at

$79.99

per night

Read Reviews View Amenities View All Rooms

Sonesta ES Suites Annapolis

170 Admiral Cochrane Dr Edgewater, Maryland

In Annapolis, Sonesta ES Suites Annapolis is situated a simple cross-town drive from Key School, a feature that helps for a simple daily commute.

Sonesta highlights its free hot breakfast stations, creating reassuring rituals that anchor stays in consistency, care, and approachable comfort. Each guest room includes coffee machines, mini-fridges, and high-speed internet so guests can refresh, connect, and ease into routines. 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) 234-7135 to book with an agent.
  6.0 miles from Key School

Starting at

$91.99

per night

Read Reviews View Amenities View All Rooms

TownePlace Suites by Marriott Annapolis

120 Admiral Cochrane Dr Annapolis, Maryland

From the moment you arrive at TownePlace Suites by Marriott Annapolis, Key School is a simple drive, making for an easy start.

Something Borrowed® shelving in TownePlace Suites lobbies delivers practical comforts, ensuring arrivals feel supported and stress-free. Suites feature Elfa® closets and workspace zones, helping guests stay unpacked and focused during extended visit days. Fitness center features adaptive lighting and fan outlets, helping energized guests start or end days on their preferred tone.

Wi-Fi, outdoor pool, and breakfast buffet foster connectivity, leisure, and nourishment that help guests unwind and recharge effortlessly upon arrival.

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

Starting at

$119.99

per night

Read Reviews View Amenities View All Rooms

Best Western Annapolis

2520 Riva Rd Annapolis, Maryland

When a trip to Annapolis involves multiple stops, Best Western Annapolis's location a simple drive from Key School is a functional asset.

Inside the lobby, Best Western balances sofas, standing ledges, and café tables near outlets, creating quick huddle points while plans and messages settle. All guest rooms can provide ADA-aligned layouts where booked—grab bars or roll-in configurations—supporting accessible, confident stays. Indoor pools may include accessible lifts and handrails, helping wellness time remain inclusive for guests who need added support.

From dining lounges where present, Wi-Fi, fitness access, and parking, evenings combine unwind and logistics without losing next-day focus.

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

Starting at

$66.99

per night

Read Reviews View Amenities View All Rooms

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis, Maryland

This convenient commute to Key School allows DoubleTree by Hilton Hotel Annapolis to offer a blend of convenience and calm before the stay unfolds.

DoubleTree provides complimentary lobby coffee taps, giving weary travelers an instant refreshment option that eases the transition from travel. Guest rooms feature the Sweet Dreams® bedding program with plush linens and blackout curtains, ensuring restful sleep after a demanding travel day. Business centers offer high-speed internet and printers, letting guests manage work tasks and maintain balance during travel.

Wi-Fi, coffee service, spa treatments, meeting rooms, and valet parking keep routines consistent, reinforcing balance and convenience.

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

Starting at

$90.99

per night

Read Reviews View Amenities View All Rooms

Red Roof Inn Annapolis

2520C Riva Road Annapolis, Maryland

This useful location means Key School is a direct run from Red Roof Inn Annapolis, allowing for a smooth start to the day.

Offering a constant supply of free coffee in the lobby is how Red Roof Inn provides a small touch of hospitality that makes a big difference. A full-length mirror in each guest room is a convenient feature for travelers needing to get ready for business meetings or social events. On-site guest laundry rooms with modern machines provide a huge convenience, saving travelers a trip to an off-site laundromat.

With a policy where pets stay free, kids stay free, and Wi-Fi is free, the hotel delivers an exceptionally budget-friendly experience.

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

Starting at

$64.99

per night

Read Reviews View Amenities View All Rooms

Courtyard by Marriott Annapolis

2559 Riva Rd Annapolis, Maryland

The hotel offers a well-connected position, with Key School an easy drive away, allowing for a flexible itinerary.

In Courtyard arrivals, polished desks, concierge support, and clear signage combine to simplify orientation and reinforce brand clarity. Guest rooms provide blackout curtains, plush bedding, and climate control, consistent details that ensure restful routines nightly. Guests at the outdoor pool encounter loungers, shaded seating, and towel service, reliable amenities that encourage relaxation daily.

Guests benefit from free Wi-Fi, valet parking, breakfast buffets, and fitness centers, ensuring travel feels seamless and reliable.

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

Starting at

$111.99

per night

Read Reviews View Amenities View All Rooms

Hilton Garden Inn Annapolis

305 Harry South Truman Pkwy Annapolis, Maryland

Key School is a simple drive of Hilton Garden Inn Annapolis, a feature that allows for confident and easy journeys.

Sofa clusters within Hilton Garden Inn lobbies form intuitive pause points, giving families practical regrouping areas after travel. Suites provide premium toiletries, spacious vanities, and rainfall showers, offering comfort that refreshes guests after long journeys. Lobby lounges with bar service, casual seating, and natural lighting create social hubs that encourage relaxed interaction among guests.

Pet-friendly services, complimentary Wi-Fi, breakfast buffets, laundry access, and indoor pools provide ease that suits diverse needs.

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

Starting at

$82.99

per night

Read Reviews View Amenities View All Rooms

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis, Maryland

The benefit of having Key School within easy reach renders Crowne Plaza Annapolis by IHG into a great starting point for any visit.

Lobby seating areas with natural light at Crowne Plaza create decompression points for guests transitioning from transit to stay. All guest rooms contain ergonomic desks, supportive chairs, and charging hubs, allowing professionals to remain effective on the move. Meeting facilities with projection systems, movable tables, and whiteboards make it easy for groups to organize effective sessions.

Free Wi-Fi, breakfast buffets, and fitness centers combine with indoor pools and meeting rooms, keeping travel routines balanced daily.

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

Starting at

$116.99

per night

Read Reviews View Amenities View All Rooms

Country Inn & Suites by Radisson Annapolis, MD

2600 Housley Road Annapolis, Maryland

Guests at Country Inn & Suites by Radisson Annapolis, MD can appreciate Key School being an easy drive as a defining perk of their stay.

Radisson locates water refill and recycling points and bottle-filling stations near the entry so guests hydrate and tidy without detours. Guest rooms include plush bedding, blackout drapes, a movable work desk, and bedside outlets to support focused work and restful sleep. Grab-and-go markets stock refrigerated cases, snacks, and beverage stations, enabling quick refuels and simple meals without leaving the property.

With on-site dining, breakfasts, free internet, meetings, fitness, and EV charging, the mix suits varied guest needs.

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

Starting at

$90.99

per night

Read Reviews View Amenities View All Rooms

Village Inn Annapolis MD

69 Old Mill Bottom Rd Annapolis, Maryland

This convenient location relative to Key School helps Village Inn Annapolis MD guests get oriented and comfortable in the Annapolis area.

At Village Inn Annapolis MD, arrivals may feature a practical front desk, on-site parking, and basic seating that supports simple, no-frills check-in. Rooms may feature compact desks, ergonomic chairs, and Wi-Fi, supporting work routines while maintaining comfort during travel. Shared spaces may include modest lobbies, vending machines, and compact business corners that help reinforce functional routines.

A visit may provide Wi-Fi, continental breakfast, vending areas, and guest laundry, reinforcing simple travel support for all visitors.

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

Starting at

$96.99

per night

Read Reviews View Amenities View All Rooms

The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville, Maryland

When travel in the Annapolis area is a factor, The Inn at Chesapeake Bay Beach Club's position as a practical base is a major benefit.

Guests at The Inn at Chesapeake Bay Beach Club may find a reception with refined finishes, professional concierge presence, and courteous staff shaping an upscale start. Rooms typically present refined interiors, premium linens, and bathrooms finished with upscale materials for a polished impression. Facilities may include wellness centers, elegant lounges, and full-service dining that contribute to a polished and upscale environment.

A stay may provide refined interiors, cocktail bars, wellness areas, and Wi-Fi, combining polished sophistication with reliable connectivity.

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

Starting at

$175.99

per night

Read Reviews View Amenities View All Rooms

Kent Island Resort

500 Kent Manor Dr Stevensville, Maryland

The hotel's spot as a sensible base gives Kent Island Resort guests a direct way to manage their regional schedule.

Kent Island Resort often presents arrivals with curated interiors, boutique reception, and artisanal refreshments for visiting guests. Rooms may showcase artisanal interiors, plush bedding, and bathrooms with boutique finishes for a personalized guest retreat. Shared spaces typically feature artisanal details, curated cocktail bars, and intimate lounges for a refined boutique impression.

Guests may encounter Wi-Fi, artisanal breakfast, laundry facilities, and yoga mats, ensuring consistency in boutique guest routines.

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

Starting at

$109.99

per night

Read Reviews View Amenities View All Rooms

Anchored Inn at Hidden Harbour Marina

604 Cabana Blvd Deale, Maryland

The hotel's spot as a sensible base gives Anchored Inn at Hidden Harbour Marina guests a easy method for managing their time.

Guests at Anchored Inn at Hidden Harbour Marina may encounter efficient reception, vending access, and available parking to keep arrival routines uncomplicated. Each guest room typically highlights tasteful décor, climate control, and in-room coffee, creating a practical yet polished stay. Public areas often feature guest laundries, vending access, and breakfast spaces that give guests clarity and ease during visits.

Guests may encounter Wi-Fi, modest breakfast, vending access, and laundry support, helping create reliable balance during overnight stays.

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

Starting at

$152.99

per night

Read Reviews View Amenities View All Rooms