The Best Hotels with a Pool in Gloucester, MA from AED 351 in 2026

Q: What are some accommodations with pools in Gloucester?

Beauport Hotel Gloucester : Features a rooftop terrace, a pool, and a snack bar/deli. The Vista : Offers continental, an outdoor pool, and free self parking. Ocean House Hotel at Bass Rocks : Provides free self parking, a seasonal outdoor pool, and complimentary bicycles.

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Our top choices for Gloucester hotels with a pool

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.

AED 754 total

includes taxes & fees

1 Apr - 2 Apr

Beauport Hotel Gloucester

Downtown Gloucester

Take a dive into beachfront bliss at this rooftop pool with spectacular ocean views and sun-soaked serenity.

Holiday Inn Hotel & Suites Boston - Peabody by IHG

Peabody

Dive into aquatic bliss at this Boston business district hotel, featuring an indoor pool and Mediterranean dining at Ithaki.

AED 410 total

includes taxes & fees

13 Mar - 14 Mar

Rockport Inn And Suites

Rockport

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

Hampton Inn Boston/Peabody

Peabody

Indoor pool serenity awaits with cozy loungers and fitness center access at this welcoming hotel.

AED 400 total

includes taxes & fees

20 Mar - 21 Mar

Sonesta Select Boston Danvers

Danvers

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

AED 439 total

includes taxes & fees

16 Mar - 17 Mar

Holiday Inn Express Hotel & Suites Seabrook by IHG

Seabrook

Splash into aquatic bliss at this hotel's indoor pool, perfect for relaxing swims year-round.

AED 351 total

includes taxes & fees

10 Mar - 11 Mar

Best Western Hampshire Inn

Seabrook

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

AED 351 total

includes taxes & fees

22 Mar - 23 Mar

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Choose what matters most at hotels with a pool in Gloucester

Breakfast included

Hot tub

Top Gloucester Hotel Reviews

Comfort Inn & Suites Logan International Airport

10/10 Excellent

"We like the convenience of your airport shuttle, but waiting an hour for our pick-up was far too long. Other than that, we are always happy to stay in such a clean, convenient hotel, especially with helpful, kind, and friendly staff."

Four Points by Sheraton Boston Logan Airport Revere

2/10 Terrible

"Got there around 6:30. There was no restaurant, the bar has no food and we were told it would be an hour because it was being made in Boston and then brought to the hotel. The TV didn't work. The maintenance guy couldn't fix it. There was no body at the desk for checkout. All around terrible experience and not what I expected from a sheraton."

Best Western Plus North Shore Hotel

2/10 Terrible

"We planned a night away for school vacation, and without notice prior to checking in, we were informed at checkin that the pool's heating does not work and the pool will not be warm. The hotel did not offer any apology or offers for inconvenience, especially the ability to cancel the reservation. For any family with kids, a pool is the key amenity to have. To not offer or be willing to help the situation is just not right. I will not stay at a Best Western going forward."

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Frequently asked questions

What are some accommodations with pools in Gloucester?

Beauport Hotel Gloucester: Features a rooftop terrace, a pool, and a snack bar/deli. The Vista: Offers continental, an outdoor pool, and free self parking. Ocean House Hotel at Bass Rocks: Provides free self parking, a seasonal outdoor pool, and complimentary bicycles.

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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