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

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Check availability on Annapolis Historic Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Annapolis historic hotels

A historic brick building with a corner turret and multiple windows, located on a city street with flags and street lamps.

1. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,060 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is ￥13,441
￥20,687 total
includes taxes & fees
Nov 9 - Nov 10
Historic Inns of Annapolis
A waterfront walkway with a brick path, a lamp post, and a bench.

2. Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (86 reviews)
"Location, amenities, cleanliness, parking all great!"
United States
Nancy N.
The price is ￥45,492
￥83,872 total
includes taxes & fees
Nov 2 - Nov 3
Cozy 2br home w/ parking in downtown Annapolis
Exterior detail

3. Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA

Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
Historic District
10.0 out of 10, Exceptional, (6 reviews)
"Very nice, comfortable, convenient property. Host was very communicative. "
United States
Brian L.
The price is ￥39,349
￥90,997 total
includes taxes & fees
Oct 28 - Oct 29
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
A house with a red door, a small porch, and a view of a river with a bridge in the background.

4. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

Your Annapolis Waterfront retreat for a weekend or any-day getaway!
West Annapolis
10.0 out of 10, Exceptional, (94 reviews)
"Lovely location and Jim was very helpful all the way around!"
United States
Jill R.
The price is ￥66,776
￥96,208 total
includes taxes & fees
Nov 5 - Nov 6
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
Three birds perched on a wooden structure by the water.

5. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Stevensville
10.0 out of 10, Exceptional, (75 reviews)
"Just what was needed for our weekend stay."
United States
barbara s.
The price is ￥117,653
￥207,775 total
includes taxes & fees
Oct 28 - Oct 29
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
A wooden deck with wicker furniture, a round table, and a fire pit.

6. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (24 reviews)
"Excellent Property"
United States
Buu T.
The price is ￥56,473
￥104,259 total
includes taxes & fees
Oct 28 - Oct 29
Chesapeake Cottages- 2 Quaint Waterfront Retreats
A kitchen with wooden cabinets, a microwave, a coffee maker, and a dishwasher.

7. Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
9.8 out of 10, Exceptional, (217 reviews)
"It’s a cozy, clean, and cute apartment. We enjoyed our stay very much and the location is wonderful…within walking distance of all the restaurants and attractions you could want."
United States
Carol
The price is ￥8,977
￥35,289 total
includes taxes & fees
Oct 28 - Oct 29
Cozy Fells Point Gem / In The Heart of Fells Point
A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.

8. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
Stevensville
10.0 out of 10, Exceptional, (44 reviews)
"Fantastic, property, location and positive interaction with owner."
United States
David R.
The price is ￥109,809
￥197,738 total
includes taxes & fees
Oct 28 - Oct 29
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
A narrow hallway with wooden flooring, a white door, and a mirror on the wall.

9. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
9.8 out of 10, Exceptional, (101 reviews)
"Awesome place, great location"
United States
Mark M.
The price is ￥9,255
￥35,694 total
includes taxes & fees
Nov 9 - Nov 10
Hidden Fells Point Gem / Private Courtyard Patio
A spacious lobby with a grand chandelier, multiple seating areas, and a piano in the background.

10. Lord Baltimore Hotel

Lord Baltimore Hotel
3.5 star property
Downtown Baltimore
8.4 out of 10, Very good, (3,380 reviews)
"Love this hotel"
United States
Erin
The price is ￥16,284
￥19,134 total
includes taxes & fees
Nov 23 - Nov 24
Lord Baltimore Hotel
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.
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Top Annapolis Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Breakfast was great"
ran 2-night trip
Posted 14 hours ago
Country Inn & Suites by Radisson, Annapolis, MD

Frequently asked questions

What should a history buff expect from a stay in Annapolis?
Those in search of a tour of historical sites should plan a trip to Annapolis. While you're here, you might want to visit the college campus and array of shops. 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 WiFi. William Paca House is a short walk away.
How many historically relevant hotels are located in Annapolis?
In Annapolis, there are 554 hotels and other 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 Annapolis Maritime Museum, Banneker Douglass Museum, and Maryland Federation of Art. A couple of additional sights to add to your agenda are Maryland State House and Annapolis City Dock.
What is a historic hotel like in Annapolis?
Historic hotels give guests the chance to stay in a building officially recognized with a national historic designation. Historic hotels throughout the world can be stately homes, palaces or even lodges, old police stations or skyscrapers. These types of hotels in Annapolis often retain authentic characteristics like traditional architecture and period features within the guestrooms or public spaces.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. The term "historic hotel" is more common in the U.S., whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to put more importance on the building and architecture itself. A heritage hotel draws meaning mainly from the cultural value that the place has and how it shaped the community.
Do historic hotels in Annapolis have modern facilities?
Yes, efforts are made to preserve the historic aspects and traditions, but hotel interiors are fitted with modern conveniences and safety features. Tourists who book a stay can expect the amenities you'd get from a hotel such as private rooms with updated bathroom facilities, heating and air conditioning, and free and fast Internet. Booking a historic hotel in Annapolis doesn't mean you're choosing a place that's uncomfortable for guests or rundown.