Title: Book the Best Annapolis Hotels with Early Check-in in 2025 from CA $167 | 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) ![Annapolis](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253221-Annapolis.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Early Check-in in Annapolis, MD from CA $167 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-10-06&endDate=2025-10-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-10-07&endDate=2025-10-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Annapolis Hotels with Early Check-in ![Porch](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/8e209338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room #2, King with Balcony](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/23402709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 2 Bedrooms, Balcony | Room amenity](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/23007304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/e07c03ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parsonage Inn St. Michaels 9.2/10 Wonderful (130) "Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!" CA $320 CA $351 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/St-Michaels-Hotels-Parsonage-Inn.h1591926.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) ![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a0732bf1.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) ![Superior Single Room, Balcony | Terrace/patio](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/2f6490c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kent Island Resort Stevensville 9.2/10 Wonderful (114) "Great INN super nice staff" CA $254 CA $334 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/40000000/39530000/39529200/39529191/96bfef96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/40000000/39530000/39529200/39529191/256bb61d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/40000000/39530000/39529200/39529191/21c5ef91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/40000000/39530000/39529200/39529191/389e51ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Horn Point Eastport 9.6/10 Exceptional (21) "Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. " CA $480 CA $547 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Annapolis-Hotels-Inn-At-Horn-Point.h39529191.Hotel-Information) ![Free buffet breakfast](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463441/fe70a2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Jetted Tub](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463441/c37a09c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463441/579a40e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463441/49fced43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Columbia East - Elkridge by IHG Elkridge 8.6/10 Excellent (1003) "Great place to stay" CA $151 CA $170 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Baltimore-Hotels-Holiday-Inn-Express-Hotel-Suites-Columbia-East-Elkridge.h2463441.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) ![Smart TV, pay movies, heated floors, streaming services](https://images.trvl-media.com/lodging/107000000/106880000/106879200/106879159/d236d1d6.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) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106880000/106879200/106879159/325ca76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1313 West Luxury Boutique Hotel Homewood CA $388 CA $443 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Annapolis-Hotels-1313-West-Luxury-Boutique-Hotel.h106879159.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) ![Presidential Single Room, 1 King Bed, Bathtub, Harbour View](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/15680a18.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) ### 134 Prince - Luxury Boutique Hotel Annapolis 9.8/10 Exceptional (26) "Very friendly staff!" CA $364 CA $416 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.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) ![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) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/ac9f5b9b.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) ### SpringHill Suites by Marriott Annapolis Annapolis 9.0/10 Wonderful (1001) "Clean room, Good breakfast and friendly staff." CA $147 CA $168 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) ![Hypo-allergenic bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/f7bcd5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/6281ec00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/7f54b5f9.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) ### Hilton Garden Inn Annapolis Annapolis 8.2/10 Very good (1003) "Our stay at the hotel was easy check in and check out. Quiet and great location for our stay." CA $158 CA $180 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.Hotel-Information) ![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/c1b842f8.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) ### Historic Inns of Annapolis Historic District 9.0/10 Wonderful (1837) "Perfect location…terrific staff…spacious room with a king sized bed! " CA $145 CA $213 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.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) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/7e58a966.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) "The room was great, and the staff was great. " CA $147 CA $167 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.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=2025-10-20&endDate=2025-10-21®ionId=6034082&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## 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 ![Hilton Garden Inn Annapolis Downtown](//images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg) ### Hilton Garden Inn Annapolis Downtown 10/10 Excellent "Quick overnight stay in a safe, clean, comfortable, quiet room. Put in an order at the hotel restaurant before I even headed to my room with my bags still in hand. I told them I would be down as soon as I took my bags up and washed my hands. They called to tell me it would be ready to serve in 5 mins, then unexpectedly asked if I wanted them to just bring it up to me. The offer felt like a gift after 3 hours of navigating traffic in the Baltimore, DC, Alexandria area. Missed taking advantage of the amazing restaurants and peaceful nearby harbor this trip. I love historic Annapolis. And Hilton Garden Inn is my go-to place for about 5 years now." [](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![Best Western Annapolis](//images.trvl-media.com/lodging/1000000/10000/2900/2882/ff227afc_y.jpg) ### Best Western Annapolis 10/10 Excellent "Great place." [](https://expedia.ca/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information) ![Graduate by Hilton Annapolis](//images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg) ### Graduate by Hilton Annapolis 10/10 Excellent "This hotel was fantastic. I’m not sure what I was expecting, but it exceeded any expectations I may have had. I would definitely stay here again!" 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