Find Hotels with Bar in Annapolis, MD from CA $119

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Check prices for these dates

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Nov 5 - Nov 6
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Nov 6 - Nov 7
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Annapolis hotels with a bar

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

1. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,007 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
The price is CA $182
CA $208 total
includes taxes & fees
Nov 29 - Nov 30
Graduate by Hilton Annapolis
Lobby

2. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,005 reviews)
"Great location, friendly staff."
United States
Joel
The price is CA $145
CA $165 total
includes taxes & fees
Dec 2 - Dec 3
Hilton Garden Inn Annapolis Downtown
A historic brick building with a corner turret and multiple windows, located on a city street with flags and street lamps.

3. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,068 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is CA $120
CA $184 total
includes taxes & fees
Nov 16 - Nov 17
Historic Inns of Annapolis
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

4. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,267 reviews)
"Excellent staff & service!"
United States
Michele
The price is CA $125
CA $142 total
includes taxes & fees
Nov 11 - Nov 12
DoubleTree by Hilton Hotel Annapolis
A modern lobby with a reception desk, seating area, and potted plants.

5. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
"The room was clean, the staff were wonderful, we didn't do breakfast and we were charged $8.00 a day for parking."
United States
Walter
The price is CA $122
CA $139 total
includes taxes & fees
Nov 17 - Nov 18
Hilton Garden Inn Annapolis
A swimming pool with a clear blue water, surrounded by lounge chairs and a glass wall.

6. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,005 reviews)
"Great location"
United States
Jose
The price is CA $141
CA $161 total
includes taxes & fees
Nov 10 - Nov 11
Crowne Plaza Annapolis by IHG
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

7. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"This is a fabulous resort! Very clean, great location and the staff is great!"
United States
Bobbi
The price is CA $236
CA $269 total
includes taxes & fees
Nov 24 - Nov 25
The Westin Annapolis
A balcony with a table set for two, overlooking a marina with boats.

8. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (1,002 reviews)
"Easy access to downtown, Great waterside restaurants."
United States
John
The price is CA $312
CA $356 total
includes taxes & fees
Nov 29 - Nov 30
Annapolis Waterfront Hotel, Autograph Collection
An outdoor patio with tables, chairs, and a fire feature.

9. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (249 reviews)
"Nice hotel"
United States
Imola
The price is CA $177
CA $202 total
includes taxes & fees
Nov 9 - Nov 10
Fairfield Inn & Suites By Marriott Annapolis
An outdoor patio with tables, chairs, and a fire feature.

10. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (95 reviews)
"Amazing stay!"
United States
Caitlin
The price is CA $189
CA $215 total
includes taxes & fees
Nov 24 - Nov 25
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.
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Top Annapolis Hotel Reviews

A two-story house with a porch, a front door, and a small garden area.
The Wildset

The Wildset

The Wildset
Downtown St. Michaels

10/10 Excellent

Our stay at the Wildset was amazing! The room was beautiful and clean. The staff were available at all hours and did the most to ensure our stay was special. The hotel has lots of small touches that truly make the experience like bikes, a cafe with coffee and drinks, and smore's kits in the evenings.
Canada
Mairi
Reviewed August 11, 2026
The Wildset

Frequently Asked Questions

Searching for hotels with bars in Annapolis?

If you prefer a place to stay where you can enjoy a beer after sightseeing, Annapolis offers 554 properties, including 12 accommodations with an onsite bar. While you’re here, you can check out Maryland State House and William Paca House.

What are the best hotels with bars in Annapolis?

Here are some of the top Annapolis accommodations with bars: Crowne Plaza Annapolis by IHG: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Historic Inns of Annapolis: Enjoy the bar, free WiFi, and room service. DoubleTree by Hilton Hotel Annapolis: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Hilton Garden Inn Annapolis Downtown: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. Graduate by Hilton Annapolis: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast.

How many hotels with bars on site are there in Annapolis?

Expedia has 12 hotels with a bar in Annapolis.

What is there to do in Annapolis?

To experience the area's highlights, consider visiting Maryland State House, William Paca House, and Annapolis City Dock, and then find a cozy spot for a nightcap. Other places to see include Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts. Annapolis is recognized for its college campus, array of shops, and top-notch restaurants.

When is the best time to visit Annapolis?

Visiting local bars in Annapolis is better when you know what the weather holds. These temperatures and rainfall averages can help you decide the best time for bar hopping. 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.

How can I get to Annapolis and around the area?

You might want to make the most of these transportation options in and around Annapolis: Fly into Fort Meade, MD (FME-Tipton), which is located 16.2 mi (26.1 km) from the heart of the city. Otherwise, you can search for flights to Baltimore Washington Intl. Airport (BWI), which is 16.8 mi (27 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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