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 : Features free self parking, a seasonal outdoor pool and complimentary bicycles. The Vista : 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

A poolside area with lounge chairs and umbrellas, a pool, and a view of the sea.

1. Beauport Hotel Gloucester

Downtown Gloucester

Stas

₹22,105 total

includes taxes & fees

1 Dec - 2 Dec

A poolside area with lounge chairs and a tiled pool.

2. The Vista

East Gloucester

Lisa

₹19,174 total

includes taxes & fees

12 Nov - 13 Nov

A large, white, two-story building with a balcony and a staircase leading to a lower level.

3. Ocean House Hotel at Bass Rocks

East Gloucester

Christie T

₹18,514 total

includes taxes & fees

2 Nov - 3 Nov

A covered porch with stone walls, wicker furniture, and a view of a house in the background.

4. Castle Manor Inn

Gloucester

Rose

₹21,038 total

includes taxes & fees

1 Dec - 2 Dec

A building with a brick facade, large windows, and a staircase leading to the entrance.

5. The Hotel at Cape Ann Marina

Gloucester

Myles

₹22,804 total

includes taxes & fees

3 Nov - 4 Nov

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Choose what matters most at hotels with a pool in Gloucester

Breakfast included

Hot tub

Top Gloucester Hotel Reviews

The Northshore Hotel - Boston/Danvers

10/10 Excellent

"The staff was very nice and the rooms was clean. Would recommend"

Comfort Inn & Suites Logan International Airport

8/10 Good

"I rated Comfort Inn 4 out of 5. The main issue during our stay was the airport shuttle service. We had difficulty locating the pickup area at Boston Logan Airport and called the hotel twice for assistance. We were instructed to wait at a specific location, but no shuttle arrived, even after waiting for over an hour. For an airport hotel, reliable transportation and clear pickup instructions are particularly important, especially for travelers arriving after a long flight. The hotel should provide more precise directions and ensure that guests are given accurate information about shuttle arrival times. This experience was unnecessarily frustrating and could have been avoided with better communication and coordination."

Frequently asked questions

What are some accommodation options with pools in Gloucester?

Ocean House Hotel at Bass Rocks: Features free self parking, a seasonal outdoor pool and complimentary bicycles. The Vista: Offers continental, an outdoor pool and free self parking.

What is there to see and do in Gloucester?

Surround yourself with nature at Half Moon Beach and Stage Fort Park. 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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