An aerial view of a coastal town with a prominent church, dense residential area, and a marina with boats.

Historic District Hotels, Annapolis

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Historic District hotels

1. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,958 reviews)
"Second time staying here and we love it!!"
United States
Stephanie
The price is NZ$236
includes taxes & fees
26 Aug - 27 Aug
Historic Inns of Annapolis

2. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (975 reviews)
"Best place to stay on the harbor close to downtown. Great dock area with drinks and dining. Wonderful experience ⭐"
United States
Kevin
The price is NZ$402
includes taxes & fees
30 Aug - 31 Aug
Annapolis Waterfront Hotel, Autograph Collection

3. Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (97 reviews)
"Great location. Beautiful room and exemplary service. "
United States
Nathan
The price is NZ$436
includes taxes & fees
24 Aug - 25 Aug
Flag House Inn

4. 86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel
2.0 star property
Historic District
10.0 out of 10, Exceptional, (9 reviews)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
Norway
Jo
The price is NZ$819
includes taxes & fees
31 Aug - 1 Sept
86 State Circle - Luxury Boutique Hotel

5. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
0.4 km from Historic District
9.4 out of 10, Exceptional, (1,021 reviews)
"Location, staff and cleanliness were above and beyond!"
United States
Patricia
The price is NZ$271
includes taxes & fees
30 Aug - 31 Aug
Graduate by Hilton Annapolis

6. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
0.6 km from Historic District
8.6 out of 10, Excellent, (1,028 reviews)
"Good location, clean and quiet."
United States
Nelson
The price is NZ$200
includes taxes & fees
30 Aug - 31 Aug
Hilton Garden Inn Annapolis Downtown

7. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
1.1 km from Historic District
8.8 out of 10, Excellent, (227 reviews)
"The hotel was clean and relatively quiet. I would be happier if the price for parking was included in the overall cost instead of separate."
United States
Tola
The price is NZ$227
includes taxes & fees
24 Aug - 25 Aug
Fairfield Inn & Suites By Marriott Annapolis

8. The Westin Annapolis

The Westin Annapolis
4.0 star property
1 km from Historic District
8.8 out of 10, Excellent, (1,003 reviews)
"Overall it was a great stay. Thank you"
United States
Charles Eric
The price is NZ$325
includes taxes & fees
6 Sept - 7 Sept
The Westin Annapolis

9. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
1.1 km from Historic District
9.0 out of 10, Wonderful, (85 reviews)
"Amazing stay!"
United States
Caitlin
The price is NZ$277
includes taxes & fees
25 Aug - 26 Aug
Residence Inn By Marriott Annapolis

10. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
0.6 km from Historic District
9.8 out of 10, Exceptional, (46 reviews)
"Great property and super friendly staff!!"
United States
Chris
The price is NZ$431
includes taxes & fees
23 Aug - 24 Aug
134 Prince - Luxury Boutique Hotel

11. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
4.6 km from Historic District
8.8 out of 10, Excellent, (1,113 reviews)
"Great hotel for the price"
United States
eliana
The price is NZ$189
includes taxes & fees
30 Aug - 31 Aug
DoubleTree by Hilton Hotel Annapolis

12. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
4.2 km from Historic District
8.4 out of 10, Very good, (1,009 reviews)
"Location was very clean, front desk staff on the check-in were great, they do have comp breakfast and coffee lots of parking. this is my second visit there in that area and do recommend it to any one !!!!"
United States
Jaime
The price is NZ$194
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn Express & Suites Annapolis by IHG

13. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
4.9 km from Historic District
9.0 out of 10, Wonderful, (1,002 reviews)
"Loved my stay!"
United States
Joshua
The price is NZ$229
includes taxes & fees
13 Sept - 14 Sept
SpringHill Suites by Marriott Annapolis

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

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
5.6 km from Historic District
9.0 out of 10, Wonderful, (1,072 reviews)
"Great stay"
United States
Leslie
The price is NZ$183
includes taxes & fees
13 Sept - 14 Sept
Country Inn & Suites by Radisson, Annapolis, MD

15. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
4.5 km from Historic District
8.8 out of 10, Excellent, (1,008 reviews)
"We had an excellent stay. It was very clean and very conveniently located near everything we needed"
United States
Heather
The price is NZ$211
includes taxes & fees
1 Sept - 2 Sept
Crowne Plaza Annapolis by IHG

16. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
5.2 km from Historic District
8.6 out of 10, Excellent, (1,002 reviews)
"Perfectly decent hotel for overnight stay during roadtrip."
United States
Phyllis
The price is NZ$178
includes taxes & fees
30 Aug - 31 Aug
Courtyard by Marriott Annapolis

17. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
5 km from Historic District
8.8 out of 10, Excellent, (1,014 reviews)
"Room was great and the breakfast was good."
United States
John
The price is NZ$188
includes taxes & fees
30 Aug - 31 Aug
Sonesta ES Suites Annapolis

18. Best Western Annapolis

Best Western Annapolis
2.5 star property
4.7 km from Historic District
7.8 out of 10, Good, (1,008 reviews)
"It had a wonderful breakfast and friendly staff"
United States
George
The price is NZ$154
includes taxes & fees
23 Aug - 24 Aug
Best Western Annapolis

19. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
5.3 km from Historic District
8.2 out of 10, Very good, (1,003 reviews)
"Nice place to stay friendly service"
United States
Glenn
The price is NZ$187
includes taxes & fees
13 Sept - 14 Sept
Hilton Garden Inn Annapolis

20. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
4.8 km from Historic District
8.2 out of 10, Very good, (1,009 reviews)
"Great location, breakfast, room."
United States
Meghalee
The price is NZ$191
includes taxes & fees
16 Sept - 17 Sept
Hampton Inn & Suites 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.

Our guide on where to stay in Historic District

Find the best Historic District areas for the activities you enjoy most.

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

Murray Hill

If you're spending some time in Murray Hill, Ballet Theater of Maryland and Spa Creek are top sights worth seeing.

Hillsmere

While visiting Hillsmere, you might make a stop by sights like Maryland Quiet Waters Park and Great Frogs Winery.

Cape Saint Claire

While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

Admiral Heights

If you're looking for some top things to see and do in Admiral Heights and surrounding area, you can visit Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.

Top Historic District Hotel Reviews

Recent Reviews in Historic District

Frequently asked questions

What other neighbourhoods are similar to Historic District?
While the Historic District is unique, the closest neighbourhoods in terms of character and convenience are Eastport and Murray Hill.

Eastport, just across Spa Creek from the Historic District, offers a nautical charm and a more residential feel. It's known for its marinas, seafood restaurants, and local pubs. The main thoroughfare, Second Street, has a good selection of eateries and shops. It's a great option for couples looking for a relaxed pace with easy access to the water and a short walk or water taxi ride to the Historic District.

Murray Hill, situated just west of the Historic District, is primarily residential with tree-lined streets and historic homes. It provides a quieter setting while still being within walking distance of the main attractions. Maryland Avenue, which borders the Historic District, offers antique shops and art galleries.
What are the best hotels in Historic District that travellers recommend?
Two of the best hotels in Historic District that receive consistently high recommendations from travellers are the Annapolis Waterfront Hotel, Autograph Collection, and the Flag House Inn.

The 4-star Annapolis Waterfront Hotel, Autograph Collection, with an 8.8 rating, is an excellent choice. This hotel offers designer toiletries, premium bedding, and suites for a luxurious stay. Guests appreciate the on-site sailing opportunities and its convenient location within a shopping district. Valet parking is also available. It is located very close to Ego Alley, just 0.1 km away, and a short 0.4 km from The Colonial Players.

Another highly regarded option is the 3.5-star Flag House Inn, which has a 9.4 rating. This inn provides premium bedding with Frette Italian sheets and a minibar stocked with complimentary items. Valet parking is offered for convenience. Guests frequently highlight its great location, being just 0.2 km from Ego Alley and 0.3 km from The Colonial Players.
What are the best family hotels in Historic District?
For an excellent family stay in the Historic District, consider the Annapolis Waterfront Hotel, Autograph Collection, or the Historic Inns of Annapolis.

The 4-star Annapolis Waterfront Hotel, Autograph Collection, with a strong 8.8 rating, is a superb choice for families. It offers connecting rooms and sofa beds, ensuring ample space for everyone. The hotel also provides child-friendly window designs and free cribs upon request. Guests frequently highlight the excellent and friendly staff, the great location near Ego Alley and Ellen O. Moyer Nature Park, and delicious breakfast options.

Another highly-rated option is the Historic Inns of Annapolis, boasting a 9.0 rating. This property is particularly well-suited for families interested in the area's heritage, as it is a Historic Hotels of America member and located within the Historical District. Free cribs are available, and guests consistently praise the comfortable and clean rooms, the superb location, and the friendly and excellent staff. It is conveniently close to The Colonial Players and Ego Alley.
What hotels in Historic District offer free breakfast?
For hotels in Historic District that offer complimentary breakfast, the Flag House Inn is an excellent choice.

This 3.5-star inn, boasting an impressive 9.4 rating, provides free breakfast daily, including local specialities. Guests frequently praise its excellent location, with attractions such as the Kunta Kinte Plaque & Alex Haley Memorial just 0.2 km away, and the U.S. Naval Academy a short 0.7 km stroll. The inn also offers a free stocked minibar and free toiletries, enhancing the overall comfort for guests.
What are the top pet-friendly hotels in Historic District?
For top pet-friendly hotels in the Historic District, consider the Annapolis Waterfront Hotel, Autograph Collection and the Historic Inns of Annapolis.

The 4-star Annapolis Waterfront Hotel, Autograph Collection, rated 8.8, warmly welcomes both dogs and cats, even providing food and water bowls for your companions. Guests frequently praise the excellent and friendly staff, as well as its great location near Ego Alley, just 0.1 km away, and Ellen O. Moyer Nature Park at Back Creek, 0.5 km away.

Another excellent option is the 3.5-star Historic Inns of Annapolis, with a 9.0 rating. This hotel permits pets and is particularly noted for its comfortable and clean rooms, along with its superb location. It's very close to The Colonial Players, just 0.0 km away, and Ego Alley, 0.5 km away.
What are the most romantic hotels in Historic District for couples?
For couples seeking a romantic stay in the Historic District, the Historic Inns of Annapolis and the Annapolis Waterfront Hotel, Autograph Collection are both excellent choices.

The 3.5-star Historic Inns of Annapolis, rated 9.0, offers a comfortable and clean stay within the historical district. Guests frequently praise its superb location and the friendly, excellent service from the staff. It is conveniently located near the Chase-Lloyd House and the Hammond-Harwood House, both just 0.2 km away, and is also close to the U.S. Naval Academy and Annapolis Harbor.

Another wonderful option is the 4-star Annapolis Waterfront Hotel, Autograph Collection, which has an 8.8 rating. This hotel provides rooms with water views and balconies, some of which are furnished, allowing for a delightful experience. Guests consistently praise the excellent and friendly staff, the superb location, and the delicious breakfast. It is situated just 0.4 km from Annapolis Harbor, making it ideal for enjoying the waterfront.
What are the best hotels in Historic District near Annapolis Harbor?
For hotels in Historic District near Annapolis Harbor, the Maryland Inn King, Historic Inns, Elegant Dining, Waterfront Proximity is an excellent choice.

Rated 8.8, this hotel is very close to Ego Alley, which is 0.5 kilometres away, and Ellen O. Moyer Nature Park at Back Creek, 0.2 kilometres away, both offering easy access to the waterfront. The hotel provides onsite parking, and guests have easy access to nearby shopping and museums.

Overall, it is a highly-rated option for those wishing to stay near Annapolis Harbor.
When is the best time to go to Historic District?
The best time to visit Historic District is during the spring (April-May) and autumn (September-October) months, when the weather is most pleasant for exploring and the crowds are generally smaller.

During spring, the city's gardens and parks are in full bloom, offering beautiful scenery and comfortable temperatures for walking tours and outdoor dining. You'll find many local festivals and events beginning to take place, providing a lively option without the peak season crowds.

Autumn brings crisp air and stunning fall foliage, particularly along the waterfront and in the residential areas. The temperatures are ideal for sightseeing, and the city often hosts various harvest festivals and cultural events. This period offers a relaxed yet engaging experience for visitors.

While summer (June-August) is popular, it can be quite warm and humid, and the district sees its highest number of visitors.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our 'Fully refundable property' filter during your search to find the right Historic District hotel for you.
How can I save on a hotel booking in Historic District with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Historic District hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Historic District?
Hotel prices in Historic District often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by 'Price: low to high' for our cheapest rates.

Explore a world of travel with Expedia