Title: Book the Best Annapolis Hotels with Early Check-in in 2026 from CA $104 | Expedia.ca [Annapolis Travel Guide](https://expedia.ca/Annapolis.dx6034082)[Hotels in Annapolis](https://expedia.ca/Annapolis-Hotels.d6034082.Travel-Guide-Hotels)[Vacation Rentals in Annapolis](https://expedia.ca/Annapolis-Vacation-Rentals.d6034082.Travel-Guide-VacationRentals)[Flights to Annapolis](https://expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)[Things to do in Annapolis](https://expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)[Annapolis Car Rentals](https://expedia.ca/Car-Rentals-In-Annapolis.d6034082.Car-Rental-Guide)[Annapolis Vacation Packages](https://expedia.ca/Annapolis.d6034082.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6034082/a3002046-1aee-4bd3-be34-8475c830687e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Early Check-in in Annapolis, MD from CA $104 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Annapolis Hotels with Early Check-in Tonight [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-12-03&endDate=2025-12-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Annapolis Hotels with Early Check-in ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/be7252cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/c1b842f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Inns of Annapolis Historic District 9.0/10 Wonderful (1915) "Excellent hotel Really nice staff Love the valet guys " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ben [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Hypo-allergenic bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/f7bcd5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/6281ec00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/9ddea0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/57bd9cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Annapolis Annapolis 8.2/10 Very good (1000) "I had a lovely stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kalynn CA $91 CA $104 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.Hotel-Information) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/e92b8c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/cea7f239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/08fc01db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Annapolis Annapolis 9.0/10 Wonderful (1000) "Friendly staff and comfortable rooms. We love staying here when we visit the area as a family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $141 CA $161 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) ![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/e600218e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/a336329e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/ff58e28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Annapolis Annapolis 8.2/10 Very good (1010) "I had a great experience at my stay at Hampton " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Idris O CA $121 CA $138 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/122348e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/7f9539e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/abc30633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f531cd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Annapolis Annapolis 8.6/10 Excellent (1001) "Wonderful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $136 CA $155 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/1976e6ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/42213387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/03fed2cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/2624f48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 134 Prince - Luxury Boutique Hotel Annapolis 9.8/10 Exceptional (30) "Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian [](https://www.expedia.ca/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/04365757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/0684bd50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/a77fa217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Annapolis Annapolis 8.6/10 Excellent (1000) "Great environment" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Salvador E CA $213 CA $242 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/fc34c762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/5acb80c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/4de85be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/081c863e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2br home w/ parking in downtown Annapolis Historic District 10/10 Exceptional (72) "Great little house easy to walk to West St, Main St & the Yard (USNA). Has parking included which is nice. Great communication we owner. Will stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheldon E. CA $193 CA $470 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Annapolis-Hotels-Cozy-2br-Home-W-Parking-In-Downtown-Annapolis.h42019059.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/107000000/106880000/106879200/106879159/a6df3961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cooked-to-order breakfast on weekends (USD 21 per person)](https://images.trvl-media.com/lodging/107000000/106880000/106879200/106879159/c7d2ec4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106880000/106879200/106879159/325ca76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, pay movies, heated floors, streaming services](https://images.trvl-media.com/lodging/107000000/106880000/106879200/106879159/635c9078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1313 West Luxury Boutique Hotel Homewood CA $377 CA $430 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Annapolis-Hotels-1313-West-Luxury-Boutique-Hotel.h106879159.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/5b1966a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Single Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a98cfc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/29901fa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a0732bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kent Island Resort Stevensville 9.2/10 Wonderful (127) "The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $151 CA $215 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-17&endDate=2025-12-18®ionId=6034082&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_6034082) ## Find out more about Annapolis ### Discover top Annapolis attractions Annapolis, Maryland, offers a delightful blend of history and coastal charm that appeals to discerning travellers. Begin your adventure at the United States Naval Academy, where you can take a guided tour of the stunning campus, including the iconic Chapel and the beautiful grounds set along the Severn River. For a taste of local culture, stroll through the historic district, where cobblestone streets lead you past beautifully preserved 18th-century buildings and vibrant shops. Don’t miss the Maryland State House, the oldest state capitol still in continuous use, where you can admire its remarkable architecture and learn about the state's legislative history. Nature lovers will enjoy a scenic sailing tour of the Chesapeake Bay, offering breathtaking views and a chance to spot local wildlife. Finally, indulge your taste buds at one of Annapolis's renowned seafood restaurants, where fresh crab cakes are a must-try. When it comes to accommodation, the downtown area provides an array of quality hotels that prioritise comfort and service, making it easy to explore the city's many attractions. After a day of adventure, return to your hotel for a restful night's sleep, knowing that attentive staff are eager to make your stay memorable. ### Find the best hotels with early check-in in Annapolis For travellers looking for flexibility during their stay in Annapolis, these hotels offer early check-in options along with a host of other amenities to enhance your experience. [Historic Inns of Annapolis](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) - **Why it's great for flexible check-in:** The Historic Inns of Annapolis stands out for its welcoming amenities, making it ideal for guests who appreciate early check-in. With an excellent review rating of 9.0, the hotel offers express check-in and the convenience of late check-out, ensuring a smooth arrival. Guests can enjoy contactless service, enhancing comfort and safety during their stay. - **Other amenities:** The hotel features a 24-hour fitness centre for those keen on maintaining their workout routine. Guests can unwind in the charming terrace or explore the historic district, which is right on their doorstep. Additional perks include valet parking, daily housekeeping, and complimentary toiletries. Located near shopping areas and golf facilities, it caters to the needs of both leisure and adventure seekers. - **Neighborhood:** Historic District - **Nearby attractions:** Thurgood Marshall Memorial - 0.2 km, Maryland State House - 0.2 km [Country Inn & Suites by Radisson, Annapolis, MD](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) - **Why it's great for flexible check-in:** Offering early check-in, the Country Inn & Suites by Radisson is perfect for guests prioritising flexibility. With an excellent review rating of 9.0, this hotel ensures a straightforward arrival experience, allowing guests to settle in and start exploring Annapolis sooner. - **Other amenities:** The hotel features an indoor pool and hot tub, providing a great way to unwind after a day of activities. Guests can enjoy a complimentary buffet breakfast and free self-parking, making it a convenient choice. Additional amenities include a kitchenette in the rooms, a fitness centre, and a dog exercise area, catering to a variety of guest needs. The hotel also offers accessibility features for guests needing them. - **Nearby attractions:** Westfield Annapolis Mall - 1.2 km, Annapolis Mall Shopping Center - 1.2 km [SpringHill Suites by Marriott Annapolis](https://www.expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) - **Why it's great for flexible check-in:** The SpringHill Suites by Marriott Annapolis is a fantastic choice for travellers seeking early check-in options, a solid review rating of 9.0. This hotel provides guests with the convenience of contactless check-in and late check-out, allowing for a relaxed arrival in Annapolis, paired with spacious suites that make for a comfortable stay. - **Other amenities:** Guests can enjoy a complimentary hot breakfast each morning, as well as access to an indoor pool and hot tub for relaxation. The hotel features a rooftop garden, perfect for leisurely evenings, and a fitness centre that is open 24 hours. Other conveniences include free self-parking, a kitchenette in each suite, and a snack bar for on-the-go refreshments. - **Nearby attractions:** Westfield Annapolis Mall - 2.6 km, Annapolis Harbour Center - 1.3 km, Annapolis Harbor Center Shopping Center - 1.8 km [Annapolis Waterfront Hotel, Autograph Collection](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information) - **Why it's great for flexible check-in:** The Annapolis Waterfront Hotel, part of the Autograph Collection, offers a luxurious stay with the added benefit of early check-in. With a review rating of 8.8, guests are welcomed into a sophisticated atmosphere that prioritises their comfort and convenience from the moment they arrive. - **Other amenities:** The hotel features a stunning rooftop terrace and a fitness centre open 24 hours, perfect for maintaining fitness routines. Guests can enjoy valet parking, designer toiletries, and the option of suites with separate living areas for added space. The location near the waterfront provides beautiful views, and there are nearby golf lessons and boat tours, catering to both relaxation and adventure. - **Neighborhood:** Historic District - **Nearby attractions:** Annapolis City Dock - 0.3 km, U.S. Naval Academy - 0.5 km, William Paca House - 0.5 km [Crowne Plaza Annapolis by IHG](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) - **Why it's great for flexible check-in:** The Crowne Plaza Annapolis by IHG is an excellent option for travellers seeking early check-in options. With a review rating of 8.8, this hotel prioritises guest convenience, offering express check-in alongside late check-out to ensure a smooth arrival and departure experience. - **Other amenities:** Guests can take advantage of a 24-hour fitness centre and a terrace for relaxation. The hotel also provides free self-parking and daily housekeeping services. For families, the hotel offers cribs and kid-friendly breakfast options, while the nearby local attractions makes it a great base for exploration. - **Nearby attractions:** Westfield Annapolis Mall - 0.3 km, Annapolis Mall Shopping Center - 0.3 km ## Top Annapolis Hotel Reviews ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg) ### Graduate by Hilton Annapolis 10/10 Excellent "Friendly front desk and bar staff. Clean rooms. Great location." [](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg) ### Hilton Garden Inn Annapolis Downtown 10/10 Excellent "Evening bar staff was exceptional, as was the crew at the check-in desk. Excellent recommendations for places to eat. This hotel is within walking distance of everything we wanted to see and do. So much history here, cool stores, venues, and not far from the bay." [](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![Best Western Annapolis](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/ff227afc_y.jpg) ### Best Western Annapolis 10/10 Excellent "Nice clean room. Good breakfast. Ample free parking." [](https://expedia.ca/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [B&B in Anne Arundel County](https://www.expedia.ca/Anne-Arundel-County-Bed-And-Breakfast.d553248635083910990-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Anne Arundel County](https://www.expedia.ca/Anne-Arundel-County-Motels.d553248635083910990-aaMotels.Travel-Guide-Accommodation) - [Honeymoon Resorts and in Baltimore](https://www.expedia.ca/Baltimore-Hotels-Honeymoon-Hotels.0-0-d178235-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Baltimore](https://www.expedia.ca/Baltimore-Hotels-Hotels-With-A-Lazy-River.0-0-d178235-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Anne Arundel County Hotels](https://www.expedia.ca/Destinations-In-Anne-Arundel-County.d553248635083910990.Hotel-Destinations) - [Adults Only Resorts & in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Adults-Only-Resorts.0-0-d222-tAdultsOnlyResorts.Hotel-Filter-Destinations) - 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