Hotels with Swimming Pool in Gloucester, Massachusetts

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Gloucester Hotels with Swimming Pool

Top Gloucester Hotels with Swimming Pool

Our top choices for Gloucester hotels with a pool

Sea Lion Motel and Cottages

2.5 star property
9.0 out of 10, Wonderful, (411)
"Very nice stay we will be back "
The price is P9,858
P11,011 total
includes taxes & fees
Sep 1 - Sep 2
Sea Lion Motel and Cottages

Ocean House Hotel at Bass Rocks

4.0 star property
9.0 out of 10, Wonderful, (733)
"The view of this hotel is worth it all ! Enjoy ur stay and a nice breakfast ! Would def stay there again the bath tub was a little gross but other wise everything was amazing "
The price is P11,754
P14,462 total
includes taxes & fees
Sep 4 - Sep 5
Ocean House Hotel at Bass Rocks

The Vista

2.5 star property
9.4 out of 10, Exceptional, (386)
"Rooms were very clean and the staff is very responsive, friendly and accomodating. Convenient location!"
The price is P14,032
P15,674 total
includes taxes & fees
Sep 1 - Sep 2
The Vista

Beauport Hotel Gloucester

3.5 star property
9.6 out of 10, Exceptional, (874)
"Staff is warm and extremely accommodating. I liked staying with them. Highly recommend this property. "
The price is P19,602
P21,895 total
includes taxes & fees
Sep 9 - Sep 10
Beauport Hotel Gloucester

Atlantis Oceanfront Inn

3.0 star property
9.6 out of 10, Exceptional, (431)
" The staff was extremely nice. Check in and out was a breeze. Great location with amazing ocean view."
The price is P13,106
P14,639 total
includes taxes & fees
Sep 7 - Sep 8
Atlantis Oceanfront Inn

The Hotel at Cape Ann Marina

3.5 star property
8.4 out of 10, Very Good, (725)
"Great location "
The price is P11,966
P13,366 total
includes taxes & fees
Sep 16 - Sep 17
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.

Top Gloucester Hotel Reviews

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: Hotel located near Good Harbor Beach. Features a rooftop terrace, a pool, and a snack bar/deli. Ocean House Hotel at Bass Rocks: Hotel located near Good Harbor Beach. 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.