The Best Hotels with a Pool in Gloucester, MA from NT$3,580 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.

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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.

NT$6,060 total

includes taxes & fees

Jun 2 - Jun 3

Ocean House Hotel at Bass Rocks

East Gloucester

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

NT$6,476 total

includes taxes & fees

Jun 4 - Jun 5

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.

NT$6,201 total

includes taxes & fees

Jun 4 - Jun 5

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.

NT$8,506 total

includes taxes & fees

Jun 2 - Jun 3

Best Western Hampshire Inn

Seabrook

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

NT$3,760 total

includes taxes & fees

Jun 4 - Jun 5

Lakeside Inn

Wakefield

Immerse in lakeside serenity at this welcoming retreat with a sun-drenched seasonal pool offering peaceful water views.

NT$3,580 total

includes taxes & fees

Jun 4 - Jun 5

Regal Inn

Hampton Beach

Dive into poolside bliss at this beach hotel, where refreshing waters meet relaxation under the summer sun.

NT$5,079 total

includes taxes & fees

Jun 9 - Jun 10

Rockport Inn And Suites

Rockport

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

NT$7,220 total

includes taxes & fees

Jun 7 - Jun 8

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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

"Great and convenient hotel very close to Logan International. This is a very busy hotel and, the staff are on top of their game. If you are looking for a clean, safe hotel close to the airport, I highly recommend. Very reliable shuttle service to and from Logan with very nice and helpful drivers."

Lakeside Inn

6/10 Okay

"No luggage rack! Not well decorated room. Chargers on lamp didn't work. Lighting is way too bright and bathroom vent way too loud! Tub floor was slippery and no safety bars in the shower. No one at front desk when I had a question. Terrible parking when it rains as alot of the pavement seems to get flooded. Loud music from the bar until pretty late. Only one door in and out and some of the rooms are far far away from the main door. Also no elevator if you have heavy suitcases so you have to lug them up the creaky rather steep stairs. I've stayed at this property years ago many times; it has undergone a "modern" vibe but has gone downhill in many ways in my opinion. However, excellent location for walking around the lake or paying extra for a lake view. All in all a very mediocre motel with too high prices on wkends."

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.

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