Find Boutique Hotels in Annapolis, MD

Start date: Check-in selected.
To Date
End date: Check-out
  • 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 availability on Annapolis Boutique Hotels

Next weekend
In two weeks

Top Annapolis Boutique Hotels

No exact matches found, but these alternatives could be just right

Recommended hotels in Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1006)
"Great place!"
United States
Tawnya
The price is AED 304
AED 347 total
includes taxes & fees
4 Jan - 5 January 2026
DoubleTree by Hilton Hotel Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1001)
"Clean room, friendly staff"
United States
Jodi
The price is AED 306
AED 348 total
includes taxes & fees
28 Dec - 29 Dec
Country Inn & Suites by Radisson, Annapolis, MD

Best Western Annapolis

2.5 star property
Annapolis
7.8 out of 10, Good, (1001)
"Clean room, nice staff and plenty of parking "
United States
Chauntese
The price is AED 268
AED 305 total
includes taxes & fees
19 Dec - 20 Dec
Best Western Annapolis

Hilton Garden Inn Annapolis Downtown

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1001)
"Great value for stay with breakfast included "
United States
Aisling
The price is AED 291
AED 332 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Annapolis Downtown

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1900)
"Great staff, comfortable beds, clean rooms and perfect location "
United States
Dawn
Historic Inns of Annapolis

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (164)
"Beautiful and very modern, breakfast was great"
United States
Dominic
The price is AED 404
AED 461 total
includes taxes & fees
10 Dec - 11 Dec
Fairfield Inn & Suites By Marriott Annapolis

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
Annapolis
8.2 out of 10, Very Good, (1000)
"Clean room and friendly staff! "
United States
Silvia
The price is AED 294
AED 335 total
includes taxes & fees
20 Dec - 21 Dec
Holiday Inn Express & Suites Annapolis by IHG

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
8.2 out of 10, Very Good, (1002)
"I had a lovely stay."
United States
Kalynn
The price is AED 273
AED 311 total
includes taxes & fees
4 Jan - 5 January 2026
Hilton Garden Inn Annapolis

Candlewood Suites Annapolis by IHG

2.5 star property
Annapolis
8.8 out of 10, Excellent, (176)
"Nice staff, clean room, comfortable bed. "
United States
Jayne
The price is AED 309
AED 352 total
includes taxes & fees
14 Dec - 15 Dec
Candlewood Suites Annapolis by IHG

Residence Inn By Marriott Annapolis

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (54)
"had a great stay staff was fabulous room was perfect for our needs location was convenient to shopping and restaurants"
United States
karen c.
The price is AED 466
AED 532 total
includes taxes & fees
14 Dec - 15 Dec
Residence Inn By Marriott 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.

Top Annapolis Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What's there to see and do in Annapolis?
The shopping, historic landmarks, and sporting events are just some of the things to enjoy while you're in the area. Thurgood Marshall Memorial, Maryland State House, and William Paca House are some of the local sights worth visiting. You might also like to explore more of the area and take in additional sights like Annapolis City Dock, Ego Alley, and Spa Creek while you're here.
What kind of weather should I plan for when I travel to Annapolis?
Getting an idea of what to expect from the weather in Annapolis will help you enjoy your stay to the fullest. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Annapolis is 52 inches.
What's the best way to get to my boutique hotel in Annapolis?
You have a few options for traveling to and around Annapolis. The closest major airport is Fort Meade, MD (FME-Tipton), which is located 16.2 mi (26.1 km) from the heart of the city. If you'd like to venture out around the area, consider renting a car to take in more sights.