TOP Hotels with Swimming 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.

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

1. Ocean House Hotel at Bass Rocks

East Gloucester

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

₹35,066 total

includes taxes & fees

30 Aug - 31 Aug

Double Room, Ground Floor | View from room

2. The Vista

East Gloucester

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

₹32,265 total

includes taxes & fees

19 Aug - 20 Aug

3. 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.

₹22,222 total

includes taxes & fees

3 Aug - 4 Aug

4. 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.

₹37,073 total

includes taxes & fees

30 Aug - 31 Aug

5. Rockport Inn And Suites

Rockport

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

₹21,799 total

includes taxes & fees

30 Aug - 31 Aug

6. 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.

₹11,301 total

includes taxes & fees

24 Aug - 25 Aug

7. Sonesta Select Boston Danvers

Danvers

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

₹13,365 total

includes taxes & fees

5 Aug - 6 Aug

8. Emerson Inn

Rockport

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

₹32,902 total

includes taxes & fees

6 Aug - 7 Aug

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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

8/10 Good

"Cheap and cheerful place to stay especially if you are driving and looking for a stop close to Boston to get yourself organised before heading out on an adventure."

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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