Annapolis Hotel Guide - Historic Hotels in Annapolis, Maryland

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Check availability on Annapolis Historic Hotels

Tonight
30 Jul - 31 Jul
Tomorrow
31 Jul - 1 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Annapolis Historic Hotels

Wylder Tilghman Island
Relax by the serene pool surrounded by comfortable sun loungers and umbrellas, set in an and secure area.

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (56)
"Good service and good options to enjoy the stays. "
The price is €201
includes taxes & fees
18 Aug - 19 Aug
Wylder Tilghman Island
86 State Circle - Luxury Boutique Hotel
Stroll through the charming streets, lined with historic architecture and vibrant autumn foliage.

86 State Circle - Luxury Boutique Hotel

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is €291
includes taxes & fees
3 Aug - 4 Aug
86 State Circle - Luxury Boutique Hotel
Flag House Inn
Stunning two-story home with a charming porch and symmetrical facade, featuring a central entrance and evenly spaced windows.

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (73)
"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"
The price is €172
includes taxes & fees
31 Jul - 1 Aug
Flag House Inn
Historic Inns of Annapolis
Relax in the serene outdoor patio, surrounded by trees and equipped with comfortable seating and tables.

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1832)
"Loved the hotel-great location "
Historic Inns of Annapolis
★ Midcentury Modern Getaway ★ Prime Location ★
Relax in this stylish bedroom with a sloped ceiling, a comfortable bed, and a large window offering a view of the outdoors.

★ Midcentury Modern Getaway ★ Prime Location ★

10.0 out of 10, Exceptional, (33)
"This is our second time staying in the property and it’s adorable and so convenient to everything. Ryan was very responsive and easy to work with. "
The price is €548
includes taxes & fees
25 Aug - 26 Aug
★ Midcentury Modern Getaway ★ Prime Location ★
Hampton Inn & Suites Baltimore Inner Harbor
Standing proudly in a prime corner location, this historic hotel showcases a classic architectural style with large windows and ornate details.

Hampton Inn & Suites Baltimore Inner Harbor

2.5 star property
8.6 out of 10, Excellent, (1002)
"Great location"
The price is €122
includes taxes & fees
18 Aug - 19 Aug
Hampton Inn & Suites Baltimore Inner Harbor
Cozy 2br home w/ parking in downtown Annapolis
Enjoy waterfront views from the dock with a metal ladder and brick wall, surrounded by a serene grassy area with a bench and lamp post.

Cozy 2br home w/ parking in downtown Annapolis

10.0 out of 10, Exceptional, (69)
"Comfortable, clean home. Convenient walking distance to historic downtown Annapolis. "
Cozy 2br home w/ parking in downtown Annapolis
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Ospreys perch on a scenic waterfront structure overlooking a serene body of water.

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 €1,149
includes taxes & fees
11 Aug - 12 Aug
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Relax on the dock with Adirondack chairs and enjoy the serene view.

Chesapeake Cottages- 2 Quaint Waterfront Retreats

9.6 out of 10, Exceptional, (22)
"Excellent Property"
The price is €590
includes taxes & fees
4 Aug - 5 Aug
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
Experience the charm of this historic home, where a central island and ceiling fan create a welcoming space.

Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.

10.0 out of 10, Exceptional, (38)
"Easy check-in and access to the property. Clean and stocked with everything we needed. Great rental for families!"
The price is €1,233
includes taxes & fees
4 Aug - 5 Aug
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
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

The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Came to Annapolis for a concert at Rams Head on Stage, which was an easy 5-minute walk through a beautiful arts district. The Westin was one of the nicest places I've stayed, with an exceptionally helpful staff."
Bruce 1-night trip
Posted 1 day ago
The Westin Annapolis

Frequently asked questions

What should a history enthusiast expect from a trip to Annapolis?
Those who want a tour of the local history will want to plan a trip to Annapolis. While you're here, you might want to visit the university campus and major shopping area. You can also relish a trip to the top-notch restaurants.
What's the best accommodation in Annapolis to be near historical sites?
Based on our travel expertise, Historic Inns of Annapolis is a top historic hotel bookable on Expedia and it features free Wi-Fi. William Paca House is a short walk away.
How many historically relevant hotels will I find in Annapolis?
Annapolis is home to 571 lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical places and other sights to visit in Annapolis?
Annapolis is notable for landmarks like William Paca House, 97, 99 and 101 East Street and Hammond-Harwood House. Cultural venues include Maryland Hall for Creative Arts, Annapolis Maritime Museum and Banneker Douglass Museum. Additionally, you'll find Arundel Mills Mall in the area.
What is a historic hotel like in Annapolis?
Guests who choose historic hotels have the chance to stay in a building that has been recognised with an official historic designation. Historic hotels throughout the world can be castles, palaces or even pubs or old police stations — any building that's been identified as being of special interest. These types of hotels in Annapolis often preserve original qualities like traditional architecture and period features in their public spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. "Historic hotel" is a term often used in the US, whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to focus on the physical building and architecture. A heritage hotel draws meaning mainly from the cultural value and how it inspired the surrounding community.
Do historic hotels in Annapolis have modern facilities?
Yes, efforts are made to preserve historic facades and treasured traditions, while interiors have safety features and modern conveniences. Tourists who book a stay can expect the usual amenities from a contemporary hotel such as Smart TVs, WiFi and updated bathroom facilities. Booking a historic hotel in Annapolis doesn't mean you're picking a place that's rundown or uncomfortable for guests.