A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

Find Hotels with Early Check-in in Annapolis, MD from CA $140

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Check availability on Annapolis Hotels with Early Check-in

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Our top choices for Annapolis hotels with express check-in

1. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
Annapolis
9.8 out of 10, Exceptional, (51 reviews)
"Great property and super friendly staff!!"
United States
Chris
The price is CA $301
CA $343 total
includes taxes & fees
Nov 11 - Nov 12
134 Prince - Luxury Boutique Hotel

2. 86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel
2.0 star property
Historic District
9.8 out of 10, Exceptional, (12 reviews)
"Lovely boutique hotel."
United States
Angela
The price is CA $325
CA $371 total
includes taxes & fees
Nov 11 - Nov 12
86 State Circle - Luxury Boutique Hotel

3. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,010 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
The price is CA $184
CA $210 total
includes taxes & fees
Nov 29 - Nov 30
Graduate by Hilton Annapolis

4. Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (100 reviews)
"Charming and picturesque house steps from all of the best things about Annapolis."
United States
Thomas
The price is CA $321
CA $366 total
includes taxes & fees
Nov 11 - Nov 12
Flag House Inn

5. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,062 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is CA $101
CA $163 total
includes taxes & fees
Nov 17 - Nov 18
Historic Inns of Annapolis

6. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (95 reviews)
"Amazing stay!"
United States
Caitlin
The price is CA $191
CA $217 total
includes taxes & fees
Nov 23 - Nov 24
Residence Inn By Marriott Annapolis

7. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,002 reviews)
"This is a fabulous resort! Very clean, great location and the staff is great!"
United States
Bobbi
The price is CA $239
CA $272 total
includes taxes & fees
Nov 15 - Nov 16
The Westin Annapolis

8. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (250 reviews)
"Nice hotel"
United States
Imola
The price is CA $179
CA $205 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites By Marriott Annapolis

9. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was Great, Great Location. Nice Restaurant Bartender was great!"
United States
Donna
The price is CA $304
CA $347 total
includes taxes & fees
Nov 23 - Nov 24
Annapolis Waterfront Hotel, Autograph Collection

10. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,007 reviews)
"Great location, friendly staff."
United States
Joel
The price is CA $138
CA $157 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Annapolis Downtown

11. 1313 West Luxury Boutique Hotel

1313 West Luxury Boutique Hotel
2.0 star property
Homewood
9.0 out of 10, Wonderful, (2 reviews)
"It is a lovely romantic boutique hotel."
United States
Sheila
The price is CA $366
CA $417 total
includes taxes & fees
Nov 9 - Nov 10
1313 West Luxury Boutique Hotel

12. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,060 reviews)
"I have stayed here before. Very nice hotel cause it is in a great location."
United States
Michael
The price is CA $123
CA $140 total
includes taxes & fees
Nov 29 - Nov 30
Country Inn & Suites by Radisson, Annapolis, MD

13. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
"The hotel is close to lots of shopping and dining options."
United States
FRANK
The price is CA $143
CA $163 total
includes taxes & fees
Nov 29 - Nov 30
SpringHill Suites by Marriott Annapolis

14. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (144 reviews)
"It was AMAZING to stay there !!!"
United States
Nkusu Lauren
The price is CA $143
CA $163 total
includes taxes & fees
Nov 22 - Nov 23
TownePlace Suites by Marriott Annapolis

15. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,010 reviews)
"Great location"
United States
Jose
The price is CA $146
CA $166 total
includes taxes & fees
Dec 6 - Dec 7
Crowne Plaza Annapolis by IHG

16. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,273 reviews)
"Excellent staff & service!"
United States
Michele
The price is CA $126
CA $144 total
includes taxes & fees
Nov 10 - Nov 11
DoubleTree by Hilton Hotel Annapolis

17. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (329 reviews)
"Good choice for a quick trip"
United States
Jose
The price is CA $119
CA $142 total
includes taxes & fees
Nov 15 - Nov 16
Candlewood Suites Annapolis by IHG

18. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,007 reviews)
"Very quiet great location."
United States
Panagiotis
The price is CA $116
CA $132 total
includes taxes & fees
Nov 29 - Nov 30
Sonesta ES Suites Annapolis

19. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.4 out of 10, Very good, (1,003 reviews)
"Great breakfast and hot tub"
United States
Marc
The price is CA $134
CA $153 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Annapolis by IHG

20. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,003 reviews)
"We good stay"
United States
Mike
The price is CA $137
CA $156 total
includes taxes & fees
Nov 29 - Nov 30
Courtyard by Marriott Annapolis
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.

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

  • 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

  • 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

  • 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

  • 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

  • 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

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