The Best Hotels with a Pool in Gloucester, MA from ￥20,108 in 2026

Q: What are some accommodations with pools in Gloucester?

Ocean House Hotel at Bass Rocks : Hotel located near Good Harbor Beach. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. The Vista : Hotel, 9-minute walk from Good Harbor Beach. Offers continental, an outdoor pool, and free self parking.

A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

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Our top choices for Gloucester hotels with a pool

Ocean House Hotel at Bass Rocks

East Gloucester

Seasonal heated pool meets Atlantic views at this beachside retreat by the water.

￥76,129 total

includes taxes & fees

Aug 23 - Aug 24

Atlantis Oceanfront Inn

East Gloucester

Discover oceanfront serenity at this Cape Ann retreat, where the outdoor pool offers a refreshing escape with stunning sea views.

￥75,213 total

includes taxes & fees

Aug 4 - Aug 5

Sea Lion Motel and Cottages

East Gloucester

Float in the sparkling outdoor pool with serene garden views at this quiet Gloucester motel just steps from Good Harbor Beach.

￥32,030 total

includes taxes & fees

Jul 29 - Jul 30

Double Room, Ground Floor | View from room

The Vista

East Gloucester

Dive into serenity at this oceanfront hotel with a sparkling pool and beautiful beach views nearby.

￥55,538 total

includes taxes & fees

Aug 19 - Aug 20

Rockport Inn And Suites

Rockport

Splash into vacation mode at this clean, well-maintained indoor pool with year-round access and welcoming vibes.

￥40,601 total

includes taxes & fees

Aug 18 - Aug 19

DoubleTree by Hilton Boston North Shore

Danvers

Dive into refreshing relaxation at this hotel's indoor pool sanctuary, complete with sauna, steam room, and massage services.

￥20,108 total

includes taxes & fees

Aug 12 - Aug 13

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Briar Barn Inn

Rowley

Seasonal splashes and spa indulgences await at this New England hotel's outdoor pool retreat.

￥47,933 total

includes taxes & fees

Aug 4 - Aug 5

Best Western Plus North Shore Hotel

Danvers

Dive into refreshing swims year-round in this remodeled hotel's indoor aquatic sanctuary after exploring New England attractions.

￥22,867 total

includes taxes & fees

Aug 23 - Aug 24

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Choose what matters most at hotels with a pool in Gloucester

Breakfast included

Hot tub

Top Gloucester Hotel Reviews

Lakeside Inn

10/10 Excellent

"It was great"

Best Western Plus North Shore Hotel

8/10 Good

"We were welcomed by a very friendly and knowledgeable staff. Our room was immaculate with plenty of storage for our travel belongings. We didn't use the facility other than to have breakfast, which was fine; nothing outstanding, but again everything was clean. I would heartily recommend this facility; between the price, accommodations, and additional features, it's well worth the stay."

Atlantis Oceanfront Inn

8/10 Good

"It was a very clean room, comfortable bed(seemed smaller than a queen tho). It was a little confusing when we arrived because we thought second level would be the 2nd floor but really it was the first floor. There is a recessed "first floor", so they consider it second level. We really wanted to catch the bus to get us to Rockport center because parking can be tough there. We were given a brochure and scanned it to download the app and paid for bus tickets. The app took our money only to find out the company is not working with this app anymore. Wish we had known(brochure is outdated) or it would be great if Inn had a shuttle. The staff was very nice and the welcome cookies were so nice! There is no iron in the room and no bottled waters provided. I don't think I'd pay $500/night to stay there again."

Frequently asked questions

What are some accommodations with pools in Gloucester?

Ocean House Hotel at Bass Rocks: Hotel located near Good Harbor Beach. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. The Vista: Hotel, 9-minute walk from Good Harbor Beach. Offers continental, an outdoor pool, and free self parking.

What is there to see and do in Gloucester?

Surround yourself with nature at Pavilion Beach and Half Moon Beach. During your stay, check out sights such as Capt Bill & Sons Whale Watch, Cape Ann Museum, and Maritime Gloucester. Visitors to Gloucester speak highly of the natural attractions, including the beautiful ocean views.

When is the best time to book a hotel with a pool in Gloucester?

Taking into account the local weather in Gloucester can help you maximize your time at the pool during your trip. 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.

What's the best way to travel around Gloucester?

Knowing the transportation options in Gloucester can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Gloucester Station or West Gloucester Station. Gloucester might not have many public transit choices so consider renting a car to explore more.

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