The Best Hotels with a Pool in Gloucester, MA from AED 395 in 2026

Q: What are some accommodations 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.

Check availability on Gloucester Hotels with a Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Gloucester hotels with a pool

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 Harbor Beach.

AED 853 total

includes taxes & fees

22 Jun - 23 Jun

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 1,239 total

includes taxes & fees

22 Jun - 23 Jun

Ocean House Hotel at Bass Rocks

East Gloucester

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

AED 1,376 total

includes taxes & fees

22 Jun - 23 Jun

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.

AED 1,436 total

includes taxes & fees

22 Jun - 23 Jun

Best Western Hampshire Inn

Seabrook

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

AED 510 total

includes taxes & fees

25 Jun - 26 Jun

Hampton Falls Inn

Hampton Falls

Splash into relaxation with a pristine indoor pool at this cozy Hampton Beach retreat.

AED 395 total

includes taxes & fees

22 Jun - 23 Jun

Holiday Inn Express Boston Logan Airport - Revere by IHG

Revere

Dive into aquatic serenity at this urban retreat's indoor pool, just moments from Boston Harbor and beautiful Revere Beach.

AED 528 total

includes taxes & fees

6 Jul - 7 Jul

Rockport Inn And Suites

Rockport

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

AED 755 total

includes taxes & fees

22 Jun - 23 Jun

View all properties

Choose what matters most at hotels with a pool in Gloucester

Breakfast included

Hot tub

Top Gloucester Hotel Reviews

Ashworth by the Sea

8/10 Good

"This was the second time me and my husband stayed there bigger room this time you can tell they redid the rooms the only thing I didn't like was there was no trash can in the hotel room only in the bathroom and that was small the bar staff was very friendly the front desk people were great the housekeeping staff weren't great the 5 days we stayed there only two of the days the housekeeping staff restock are room with new trash bags and towels the other days we didn't get restock on nothing the parking staff was great are deck had a great beach view we'll we go back sure in the future hopefully the housekeeping staff do better then I would recommend this hotel to everyone you won't regret going there."

Comfort Inn & Suites Logan International Airport

8/10 Good

"I like the location. The room it's okay I like the bed and the pillows but this room did not work the AC when we first got there and I got to call the receptionist to send maintenance and it was bad cause a have a baby ready for night time. Luckyly the maintenance was quick and the rest was good. I notice the carpet on the hallway is dirty kinda old I mean it's not all bad also parking charge I think is cheap and the included breakfast it's nice. Staff is very attentive and bilingual. Big plus for the bilingual staff. The cooks at the breakfast very good too. I love the waffles."

DoubleTree by Hilton Boston North Shore

10/10 Excellent

"We wanted to check in early and were told to check in round 2-4. They gave us our room at 2 instead of us having to wait until 4. The room was very clean. The beds were very comfortable. I appreciated how they quiet the room was too. I would stay here again. "

The Hotel at Cape Ann Marina

10/10 Excellent

"We booked the pent house suite (room 444) while we were in town for a wedding. This suite is great for a family of 4-5! There’s a kitchenette with a living room area with a sectional couch, a small table with seating for 4 and a little balcony with chairs. The bathroom was large with a jacuzzi tub and full shower/tub. King size bed and full size bed in a separate bedroom as well as a cot of extra bedding was needed. Only drawback was the spiral stairs to get to this top floor were very narrow. Breakfast is complimentary weekdays and was better than most complimentary ones. Jacuzzi and large pool were both clean. Would stay again if in the area and wanted a little extra space."

Best Western Plus North Shore Hotel

10/10 Excellent

"It was a good hotel to spend time with my granddaughter! The pool was nice - clean with a shallow end for her to play in. The breakfast was good with choices for a 3 1/2 year old and even a book rack for reading books to her! Nice seating area in the lobby and outside too. I would definitely go back!"

Holiday Inn Hotel & Suites Boston - Peabody by IHG

10/10 Excellent

"Very comfortable, very convenient hotel. I was visiting for work so I didn't really do anything at the hotel except sleep, but my room was very comfortable. The person who ran the front desk every night was just about the hardest working person I've ever seen in my life and I think she was the only person working one night, but she still managed to have a positive attitude."

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Find More Hotels near Gloucester

Hotels with a Pool in Boston

More Hotel Options in Gloucester

Gloucester Hotels by Star Rating

Explore more hotels

See a list of all hotels in Gloucester

Frequently asked questions

What are some accommodations 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, 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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Gloucester Hotels with a Pool