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

Annapolis Hotel Guide - Historic Hotels in Annapolis, Maryland

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Check availability on Annapolis Historic Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Annapolis historic hotels

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.
An aerial view of a coastal town with a marina, houses, and a bridge in the background.
A marina with multiple boats docked during sunset.
A spacious indoor area with brick walls, multiple tables and chairs, and string lights.

1. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
United States
Ashley
€138
includes taxes & fees
12 Oct - 13 Oct
Historic Inns of Annapolis
A wooden dock extending into a calm body of water with boats docked at the end.
A modern living room with a white sofa, a coffee table, and a dining area with a wooden table and chairs.
A modern living room with a white sofa, a coffee table, and a potted plant.
A kitchen with wooden flooring, stainless steel appliances, a white door, and a white dining table with chairs.

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

Cozy 2br home w/ parking in downtown Annapolis
Historic District
United States
Nancy N.
€388
includes taxes & fees
5 Oct - 6 Oct
Cozy 2br home w/ parking in downtown Annapolis
A bedroom with a bed, a chair, a bedside table with a lamp, a picture on the wall, and a window with curtains.
A two-story building with a covered outdoor area, a staircase, and trees with autumn leaves.
A modern kitchen with a central island, stainless steel appliances, and wooden cabinetry.
A living room with a TV, a dining area, and a kitchen in the background.

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

Your Annapolis Waterfront retreat for a weekend or any-day getaway!
West Annapolis
United States
Jill R.
€406
includes taxes & fees
5 Oct - 6 Oct
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
Exterior detail
Living area
Dining
Room

4. 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
United States
Brian L.
€572
includes taxes & fees
5 Oct - 6 Oct
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
A wooden dock with Adirondack chairs and a ladder, overlooking a calm body of water with a distant shoreline.
A dock with a boat and a house in the background.
A house with a large lawn, a dock, and a tree.
A modern kitchen with white cabinets, a wooden dining table, stainless steel appliances, and a window providing natural light.

5. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
United States
Buu T.
€589
includes taxes & fees
5 Oct - 6 Oct
Chesapeake Cottages- 2 Quaint Waterfront Retreats
A waterfront with docked boats, a water taxi, and historic buildings.
A house with a red door, two windows, and a wreath on the door.
A living room with a brick wall, leather sofa, a small table with a lamp, and a TV mounted on the wall.
A kitchen with wooden cabinets, a microwave, a coffee maker, and a dishwasher.

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

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
United States
Tammy
€213
includes taxes & fees
4 Oct - 5 Oct
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.
A small patio with a table and two chairs, a brick wall with green foliage, and a wooden ceiling.
A bed with striped bedding, two bedside lamps, and a brick-patterned wall.
A living room with a brick wall, wooden cabinet, television, and a red chair.

7. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
United States
Mark M.
€208
includes taxes & fees
4 Oct - 5 Oct
Hidden Fells Point Gem / Private Courtyard Patio
Three birds perched on a wooden structure by the water.
A wooden deck with picnic tables and umbrellas, a covered seating area with chairs, and a house with large windows.
A kitchen with a dining area, large windows, and a view of the outdoors.
KI Beach House has many Great Rooms for Mingling or just being by yourself.

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

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Stevensville
United States
barbara s.
€1,170
includes taxes & fees
4 Oct - 5 Oct
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.
A cozy living room with a sofa, chairs, a coffee table, and a patterned rug.
A kitchen with white cabinets, a central island with stools, a dining area with a table and chairs, and a view through the glass doors.
A spacious kitchen with a central island, wooden cabinets, and a dining area with a table and chairs.

9. 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
United States
David R.
€1,279
includes taxes & fees
2 Nov - 3 Nov
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
A spacious lobby with a grand chandelier, multiple seating areas, and a piano in the background.
A spacious dining area with multiple tables set for service, large windows, and a grand chandelier.
A marina with boats and a city skyline in the background.
A hotel with a classic facade, large windows, and a covered entrance area with lights.

10. Lord Baltimore Hotel

Lord Baltimore Hotel
Downtown Baltimore
United States
Courtney
€121
includes taxes & fees
4 Oct - 5 Oct
Lord Baltimore Hotel
View all properties

Top Annapolis Hotel Reviews

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

8/10 Good
"It was ok - being renovated - parking ok - leaving and entering parking lot from 1 direction only - u turns needed to get in - all amenities close by"
William 3-night trip
Posted 5 hours ago
Holiday Inn Express & Suites Annapolis by IHG
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great hotel staff"
Humberto 1-night trip
Posted 5 hours ago
Graduate by Hilton Annapolis
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Everything was fine. I came back very late at night and found my key wouldn't work but the desk person got it straightened out with no problem at all."
Benjamin 2-night trip
Posted 6 hours ago
Best Western Annapolis
TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis

10/10 Excellent
"Friendly staff. Great stay."
Jacob 1-night trip
Posted 2 days ago
TownePlace Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

10/10 Excellent
"Nice room and bed. Love that they had continental breakfast"
Italo 1-night trip
Posted 3 days ago
SpringHill Suites by Marriott Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Clean room, friendly staff. No complaints"
Emily 1-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, Annapolis, MD
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

10/10 Excellent
"Friendly staff, clean room, great breakfast"
Courtney 1-night trip
Posted 5 days ago
Hampton Inn & Suites Annapolis
Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG

8/10 Good
"The property was very clean and staff was friendly."
Darren 1-night trip
Posted 5 days ago
Candlewood Suites Annapolis by IHG
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Only used the valet parking."
Catherine 2-night trip
Posted 11 days 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 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.