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

Historic Hotels & Resorts in Annapolis from AU$167

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Check availability on Annapolis Historic Hotels

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

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, (2,059 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is AU$206
includes taxes & fees
29 Nov - 30 Nov
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 AU$735
includes taxes & fees
15 Nov - 16 Nov
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 AU$753
includes taxes & fees
2 Nov - 3 Nov
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 AU$723
includes taxes & fees
5 Nov - 6 Nov
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 AU$1,853
includes taxes & fees
1 Nov - 2 Nov
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 AU$946
includes taxes & fees
2 Nov - 3 Nov
Chesapeake Cottages- 2 Quaint Waterfront Retreats
A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.

7. 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 AU$1,895
includes taxes & fees
16 Nov - 17 Nov
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
A kitchen with wooden cabinets, a microwave, a coffee maker, and a dishwasher.

8. 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 AU$331
includes taxes & fees
2 Nov - 3 Nov
Cozy Fells Point Gem / In The Heart of Fells Point
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, (102 reviews)
"Awesome place, great location"
United States
Mark M.
The price is AU$330
includes taxes & fees
8 Nov - 9 Nov
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, (3,378 reviews)
"Love this hotel"
United States
Erin
The price is AU$167
includes taxes & fees
1 Nov - 2 Nov
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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"The staff friendliness was the best part of this trip! My bed was just as terrific. The building has certainly been around for years, so some wear and tear visible, but the team made every effort to make sure I was taken care of. I can't recommend the staff enough."
allison 2-night trip
Posted 21 hours ago
DoubleTree by Hilton Hotel 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 554 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 itinerary are Maryland State House and Annapolis City Dock.
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.

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