TOP Hotels with Pool in Gloucester, MA for 2026

Q: What are some accommodation options 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 Harbour Beach.

Rp3.511.407 total

includes taxes & fees

27 Jul - 28 Jul

Ocean House Hotel at Bass Rocks

East Gloucester

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

Rp6.514.816 total

includes taxes & fees

30 Jul - 31 Jul

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.

Rp6.059.638 total

includes taxes & fees

17 Aug - 18 Aug

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.

Rp8.234.238 total

includes taxes & fees

10 Aug - 11 Aug

Rockport Inn And Suites

Rockport

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

Rp4.496.492 total

includes taxes & fees

9 Aug - 10 Aug

Sonesta Select Boston Danvers

Danvers

Seasonal outdoor pool creates the perfect summer oasis at this clean, comfortable hotel with fitness centre and garden setting.

Rp2.510.091 total

includes taxes & fees

30 Jul - 31 Jul

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.

Rp2.205.308 total

includes taxes & fees

25 Aug - 26 Aug

Emerson Inn

Rockport

Scenic seasonal pool awaits at historic Georgian hotel, with terrace views and beachfront dining at Emerson Inn.

Rp5.999.283 total

includes taxes & fees

28 Jul - 29 Jul

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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

"The property is a nice setting for families and especially couples. The lake was a great atmosphere to have, to walk and to just sit out and relax. The staff was wonderful and always attentive, just need a little minor upgrades in the rooms but all in all it was a wonderful experience, going from High end hotel stays, this Inn was comfortable, friendly and great ambiance. The complimentary break buffet was great every day and the entertainment in the evenings as well. From a Travel Agent perspective I will definitely recommend and will definitely be back. Thank you for a pleasant experience."

Ashworth by the Sea

10/10 Excellent

"We had a great stay! We were in town for a show and reached out a few days before to ask about an early check-in. They were able to accommodate us for a small fee, which made all the difference since it gave us plenty of time to get ready and make our dinner reservation before the show. Many places don’t even offer early check-in, so we really appreciated the flexibility. Great service and a wonderful experience!"

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 accommodation options 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, visit 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 the local weather in Gloucester into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of 1°C. The snowiest months in Gloucester are January, February, December and March, with each month seeing an average of 14 cm 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 explore the surrounding area, hop aboard a train at Gloucester Station or West Gloucester Station. Gloucester might not have very many public transport choices, so consider renting a car to explore more.

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