Find Hotels with Bars in Gloucester, MA

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Check availability on Gloucester Hotels with Bars

Our top choices for Gloucester hotels with a bar

Terrace/patio
Beauport Hotel Gloucester

Beauport Hotel Gloucester

Beauport Hotel Gloucester
3.5 star property
Downtown Gloucester
9.6 out of 10, Exceptional, (908)
"We loved our stay So comfy, clean and beautiful views! "
United States
Steven
Beauport Hotel Gloucester
Dining
The Hotel at Cape Ann Marina

The Hotel at Cape Ann Marina

The Hotel at Cape Ann Marina
3.5 star property
Gloucester
8.4 out of 10, Very Good, (778)
"Great location with restaurant"
United States
Maria
The price is NT$6,786
NT$7,580 total
includes taxes & fees
Dec 22 - Dec 23
The Hotel at Cape Ann Marina
Indoor pool
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore
4.0 star property
Danvers
8.2 out of 10, Very Good, (2317)
"Excellent place !"
United States
Daniela
The price is NT$3,080
NT$3,440 total
includes taxes & fees
Jan 1 - 2026/1/2
DoubleTree by Hilton Boston North Shore
Lobby
Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport
2.5 star property
Revere
9.0 out of 10, Wonderful, (2202)
"Easy check-in and appreciated the shuttle to and from the hotel"
United States
Keath
The price is NT$3,119
NT$3,673 total
includes taxes & fees
Jan 4 - 2026/1/5
Comfort Inn & Suites Logan International Airport
Bar (on property)
Holiday Inn Hotel & Suites Boston - Peabody by IHG

Holiday Inn Hotel & Suites Boston - Peabody by IHG

Holiday Inn Hotel & Suites Boston - Peabody by IHG
3.0 star property
Peabody
7.2 out of 10, Good, (1002)
"Great stay! "
United States
Sejla
The price is NT$2,777
NT$3,102 total
includes taxes & fees
Jan 3 - 2026/1/4
Holiday Inn Hotel & Suites Boston - Peabody by IHG
Exterior
Lakeside Inn

Lakeside Inn

Lakeside Inn
2.0 star property
Wakefield
7.6 out of 10, Good, (2326)
"Another great stay!"
United States
Brian
Lakeside Inn
Property amenity
Boston Marriott Peabody

Boston Marriott Peabody

Boston Marriott Peabody
3.5 star property
South Peabody
8.8 out of 10, Excellent, (1000)
"Great place to stay. "
United States
LeAnn
The price is NT$4,797
NT$5,359 total
includes taxes & fees
Dec 27 - Dec 28
Boston Marriott Peabody
Dinner and brunch served
Briar Barn Inn

Briar Barn Inn

Briar Barn Inn
3.5 star property
Rowley
9.6 out of 10, Exceptional, (747)
"So comfortable. I want to stay again and try the restaurant!"
United States
Natasha
Briar Barn Inn
Bar (on property)
Hawthorne Hotel

Hawthorne Hotel

Hawthorne Hotel
3.5 star property
Downtown Salem
9.4 out of 10, Exceptional, (1523)
"Great customer service, very clean rooms and amazing food! Will definitely be staying here again! "
United States
Samantha
Hawthorne Hotel
View from property
Ashworth by the Sea

Ashworth by the Sea

Ashworth by the Sea
3.0 star property
Hampton Beach
8.2 out of 10, Very Good, (1321)
"Clean room, beach view was great, staff was very nice."
United States
Gregory
The price is NT$3,268
NT$4,402 total
includes taxes & fees
Jan 1 - 2026/1/2
Ashworth by the Sea
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 Gloucester Hotel Reviews

Lakeside Inn

Lakeside Inn

10/10 Excellent
"The room was clean and comfortable and the staff, as always was terrific. We will be back."
James 1-night trip
Posted 2 days ago
Lakeside Inn

Frequently asked questions

Searching for hotels with bars in Gloucester?
Gloucester features 238 hotels and other accommodations to choose from, and likely many will have a bar where you can enjoy a beer after a day out and about exploring. While you're here, consider a visit to Capt Bill & Sons Whale Watch and Cape Ann Museum.
What are the best hotels with bars in Gloucester?
Here are a few of the top Gloucester properties with bars: Beauport Hotel Gloucester: Hotel with restaurant. Enjoy the bar, free WiFi, and beach locale. The Hotel at Cape Ann Marina: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Gloucester?
If you have time to explore, consider visiting Capt Bill & Sons Whale Watch, Cape Ann Museum, and Maritime Gloucester, and then find a cozy spot for a nightcap. Other places to see include Rocky Neck Art Colony and Half Moon Beach. Gloucester is well-known for its scenic seaside.
When is the best time to visit Gloucester?
Visiting local bars in Gloucester is more fun in good weather. These rainfall averages and temperatures can help you decide the best time for bar hopping. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 34°F. The snowiest months in Gloucester are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.
How can I get to Gloucester and around the area?
You might want to make the most of these transportation choices in and around Gloucester: Fly into Beverly, MA (BVY-Beverly Municipal), which is located 12.8 mi (20.6 km) away from the heart of the city. You can also search for flights into Lawrence, MA (LWM-Lawrence Municipal), which is 24.3 mi (39.1 km) away. To venture out into the surrounding area, ride one of the trains from Gloucester Station or West Gloucester Station.

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