The Best Hotels with a Pool in Gloucester, MA from ￥16,129 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.

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Our top choices for Gloucester hotels with a pool

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.

￥37,211 total

includes taxes & fees

Jun 21 - Jun 22

Ocean House Hotel at Bass Rocks

East Gloucester

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

￥46,859 total

includes taxes & fees

Jun 21 - Jun 22

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.

￥47,946 total

includes taxes & fees

Jun 18 - Jun 19

The Vista

East Gloucester

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

￥40,826 total

includes taxes & fees

Jun 23 - Jun 24

Best Western Hampshire Inn

Seabrook

Splash into relaxation at this shopping-adjacent hotel with an indoor pool and fitness center.

￥20,156 total

includes taxes & fees

Jun 24 - Jun 25

Lakeside Inn

Wakefield

Immerse in lakeside serenity at this welcoming retreat with a sun-drenched seasonal pool offering peaceful water views.

￥16,129 total

includes taxes & fees

Jun 14 - Jun 15

Hampton Inn by Hilton Amesbury

Amesbury

Plunge into year-round aquatic bliss at this hotel's heated indoor pool, just minutes from Seabrook Beach.

￥22,913 total

includes taxes & fees

Jun 21 - Jun 22

Rockport Inn And Suites

Rockport

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

￥33,236 total

includes taxes & fees

Jun 28 - Jun 29

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Choose what matters most at hotels with a pool in Gloucester

Breakfast included

Hot tub

Top Gloucester Hotel Reviews

DoubleTree by Hilton Boston North Shore

10/10 Excellent

"The front desk staff were very friendly and helpful, the room was clean, and parking was convenient. We also appreciated the cookies provided by the front desk staff—they were delicious."

Comfort Inn & Suites Logan International Airport

2/10 Terrible

"The property was run down. The restaurant food was horrible. The free breakfast buffet offered low quality food, served upon paper plates & plastic utensils. The coffee in the paper cup was terrible. We had to pay an extra $20 to park on site, which was ridiculous when you are paying that much for the room. I also believe my Husband was bitten by the bed bugs. No extra blankets or pillows. We will never stay at a Comfort Inn again after this stay, which is unfortunate, because I’m sure all Comfort Inns are not as bad as this one."

Holiday Inn Hotel & Suites Boston - Peabody by IHG

10/10 Excellent

"Even though the building seems to be older, the inside is very well kept. Room was spacious and had all we needed. No charge for parking which is a big plus for me! The one thing that threw me off because I never experienced it before is that the exhaust vent in the bathroom is on 24hrs. Non-stop. And it's powerful. Not a big deal if the door remains closed, but...why can't guests turn it off?"

Lakeside Inn

10/10 Excellent

"The Lakeside Inn was a pleasant surprise while we visited the Boston area. The breakfast was great, and the front desk folks were very friendly. The room was clean, and we had a beautiful, lakeside view (hence the name of the hotel). They have karaoke and live music depending on the night. We felt safe on the property and enjoyed our stay. While we may not be in the Boston area again for a long time, we will definitely stay at the Lakeside Inn on our next visit!"

Ashworth by the Sea

8/10 Good

"Overall we liked the hotel and the area seemed like a vintage hotel. The one draw back was that the valet doesn’t operate until 7 am and it took the one valet worker a half hour to be able to get my vehicle. We were in a rush to get somewhere for 8 o’clock and one of the people that was also staying from our party couldn’t get his truck out because it was blocked and the valet couldn’t find the other cars keys to let him out"

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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