Hotels with Swimming Pool in Gloucester, Massachusetts

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Gloucester Hotels with Swimming Pool

Top Gloucester Hotels with Swimming Pool

Sea Lion Motel and Cottages
Outdoor pool

Sea Lion Motel and Cottages

2.5 star property
9.0 out of 10, Wonderful, (374)
"Nice place. "
Sea Lion Motel and Cottages
Ocean House Hotel at Bass Rocks
Exterior detail

Ocean House Hotel at Bass Rocks

4.0 star property
9.0 out of 10, Wonderful, (672)
"Great area; wonderful breakfast; friendly staff!! Will definitely go back!"
Ocean House Hotel at Bass Rocks
The Vista
Terrace/patio

The Vista

2.5 star property
9.4 out of 10, Exceptional, (361)
"Always a good stay. "
The Vista
Beauport Hotel Gloucester
Rooftop pool

Beauport Hotel Gloucester

3.5 star property
9.6 out of 10, Exceptional, (826)
"As always, a wonderful time was had at the Beauport. "
The price is P13,824
P15,442 total
includes taxes & fees
Feb 26 - Feb 27
Beauport Hotel Gloucester
Atlantis Oceanfront Inn
Front of property

Atlantis Oceanfront Inn

3.0 star property
9.6 out of 10, Exceptional, (411)
"Fantastic service, clean rooms and comfortable beds. The view is amazing! Just a short drive to the train station and excellent seafood. I would stay here again! "
Atlantis Oceanfront Inn
The Hotel at Cape Ann Marina
Reception

The Hotel at Cape Ann Marina

3.5 star property
8.4 out of 10, Very Good, (670)
"Front desk ladies were wonderful! "
The Hotel at Cape Ann Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Gloucester

Frequently asked questions

What's it like visiting Gloucester?
If lounging by a pool is your idea of the perfect getaway, you may want to consider historic Gloucester, which has 6 places to stay with pools. During your visit, you can explore sights such as Capt Bill & Sons Whale Watch and Cape Ann Museum, and then take it easy poolside at one of the accommodations in Gloucester that guests like for their pools.
What are some accommodations with pools in Gloucester?
Beauport Hotel Gloucester: Features a rooftop terrace, a pool, and a snack bar/deli. Ocean House Hotel at Bass Rocks: Offers free self parking, a seasonal outdoor pool, and complimentary bicycles.
How many pool hotels should I expect to find in Gloucester?
Expedia has 6 hotels in Gloucester for your poolside break.
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.