Find Historic Hotels in Annapolis, MD from CA $141

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Annapolis Historic Hotels

Top Annapolis Historic Hotels

Our top choices for Annapolis historic hotels

Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1816)
"Great stay"
The price is CA $142
CA $209 total
includes taxes & fees
Sep 8 - Sep 9
Historic Inns of Annapolis
Graduate by Hilton Annapolis
View from property

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Great area and it was a perfect hotel for our trip. "
The price is CA $223
CA $255 total
includes taxes & fees
Sep 2 - Sep 3
Graduate by Hilton Annapolis
Hilton Garden Inn Annapolis Downtown
Suite, 1 Bedroom, Terrace | Living area

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (1000)
"Really nice place to stay and enjoy Annapolis "
The price is CA $142
CA $162 total
includes taxes & fees
Aug 25 - Aug 26
Hilton Garden Inn Annapolis Downtown
The Westin Annapolis
View from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"Great place! "
The price is CA $270
CA $308 total
includes taxes & fees
Aug 31 - Sep 1
The Westin Annapolis
Holiday Inn Express & Suites Annapolis by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1000)
"Great staff….property a bit “tired” but a very friendly staff working hard to make it comfortable. A decent value for location and price!"
The price is CA $150
CA $171 total
includes taxes & fees
Aug 25 - Aug 26
Holiday Inn Express & Suites Annapolis by IHG
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Non Smoking, Balcony

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (856)
"Great location and staff! The hotel is nice - wish that they had a bar and restaurant on site but plenty of options within walking distance though. Nice view of the water and updated rooms."
The price is CA $330
CA $376 total
includes taxes & fees
Sep 1 - Sep 2
Annapolis Waterfront Hotel, Autograph Collection
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
On the beach, sun loungers, beach towels

Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.

10.0 out of 10, Exceptional, (75)
"Property and Host were exceptional."
The price is CA $1,182
CA $1,924 total
includes taxes & fees
Aug 25 - Aug 26
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Crowne Plaza Annapolis by IHG
Indoor pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1000)
"Good location"
The price is CA $145
CA $165 total
includes taxes & fees
Aug 28 - Aug 29
Crowne Plaza Annapolis by IHG
Country Inn & Suites by Radisson, Annapolis, MD
1 bedroom, hypo-allergenic bedding, desk, blackout drapes

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1009)
"Great visit "
The price is CA $141
CA $160 total
includes taxes & fees
Sep 1 - Sep 2
Country Inn & Suites by Radisson, Annapolis, MD
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (111)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is CA $229
CA $305 total
includes taxes & fees
Aug 24 - Aug 25
Kent Island Resort
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.

Top Annapolis Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"All the staff was very friendly and accommodating, and even treated us to a bottle of wine and some pastries for our anniversary"
Donna 1-night trip
Posted 2 days ago
Historic Inns of Annapolis