The Best Hotels with a Pool in Webster, MA from AED 320 in 2026

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Our top choices for Webster hotels with a pool

Publick House Historic Inn and Country Motor Lodge

Sturbridge

Seasonal outdoor pool invites summer splashes in this historic resort, where comfort meets colonial charm in a serene setting.

AED 320 total

includes taxes & fees

12 Aug - 13 Aug

Indoor pool, open 6:00 AM to 10:00 PM, sun loungers

Comfort Inn & Suites Dayville - Killingly Industrial Park

Dayville

Splash into total relaxation with this hotel's soothing indoor pool and sun lounger setup.

AED 499 total

includes taxes & fees

2 Aug - 3 Aug

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Comfort Inn & Suites Sturbridge - Brimfield

Sturbridge

Splash into year-round pool paradise at this Sturbridge hotel with indoor and seasonal outdoor relaxation spots.

AED 446 total

includes taxes & fees

9 Aug - 10 Aug

Wellsworth Hotel

Southbridge

Splashy poolside paradise with a hot tub awaits at this historic city center hotel.

AED 429 total

includes taxes & fees

20 Jul - 21 Jul

Sonesta Select Boston Milford

Milford

Relaxing indoor pool sanctuary in Boston's suburbs with heated waters and 24-hour fitness center for active travelers.

AED 402 total

includes taxes & fees

16 Jul - 17 Jul

Holiday Inn Express & Suites Smithfield - Providence by IHG

Smithfield

Splash into pure relaxation with year-round swimming at this hotel's cozy indoor pool retreat.

AED 363 total

includes taxes & fees

19 Jul - 20 Jul

Hampton Inn Auburn

Auburn

Splash into a world of comfort at this hotel's refreshing indoor pool oasis.

AED 490 total

includes taxes & fees

26 Jul - 27 Jul

Holiday Inn Express Boston - Milford by IHG

Milford

Refreshing pool oasis with adjacent hot tub offers the perfect relaxation spot after a workout in the 24-hour fitness center.

AED 452 total

includes taxes & fees

9 Aug - 10 Aug

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Breakfast included

Hot tub

Top Webster Hotel Reviews

Courtyard by Marriott Worcester

8/10 Good

"Our room with a king size bed was a little tight. The bathroom is very good size. The mattress was excellent. The outside deck was nice but was lacking furniture. Just 2 chairs and a small table. The noise in the area on a Sunday morning was uncalled for. Why would you have grounds work being done with blowers at 9 am is just rude."

Holiday Inn Express Boston - Milford by IHG

8/10 Good

"I was only there for 1 night . I had reservations for a king:when I arrived there was some confusion. They had no king but had a queen which was fine and the front staff was very friendly and helpful. They explained that the website isn’t always accurate which is where the confusion came in. This was my second stay and would stay again."

Publick House Historic Inn and Country Motor Lodge

8/10 Good

"Cute place to stay and really enjoy to walk around, the bake good for breakfast, and the staff were lovely. The room was ok but can get a better clean, my soon allergy was terrible with all the dust that I had to take him to urgent care. Maybe get some clean in the back of the bed and carpet will help."

Hampton Inn & Suites Worcester

10/10 Excellent

"Lovely staff!! Very professional friendly and accommodating. They connect with you to make sure you have everything you need! Nice touch Breakfast was great. Lots of variety to choose from The pool was clean and very relaxing… plenty of towels to use The parking is a bit tough. Only 2 HP spots so I had to get dropped at the door The roll in shower is nice but the bath is a bit beat up. Wheelchairs will do that.. I guess All in all we really love the staff here.. they are way above average and should be congratulated for their dedication to customer service"

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Frequently asked questions

What are some accommodations with pools in Webster?

3-bedroom house on Webster Lake with amazing views, beach and boat launch access: Resort located near Old Sturbridge Village. Provides 2 restaurants, a seasonal outdoor pool, and a full-service spa. Webster Lake - One Home -Two Apartments: Features a snack bar/deli, an indoor pool, and free self parking. Publick House Historic Inn and Country Motor Lodge: Offers 2 restaurants, an indoor pool, and a health club. Sonesta Select Boston Milford: Features buffet, an indoor pool, and free self parking. Wellsworth Hotel: Provides buffet, an indoor pool, and complimentary wired internet access.

What is there to see and do in Webster?

Make a point to visit attractions like Lake Chaubunagungamaug and Mohegan Bowl. Discover sights such as Indian Ranch during your stay.

When is the best time to book a hotel with a pool in Webster?

Taking into account the local weather in Webster 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 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Webster are January, February, November, and March, with each month seeing an average of 9 inches of snowfall.

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Check availability on Webster Hotels with a Pool

Our top choices for Webster hotels with a pool

Publick House Historic Inn and Country Motor Lodge

Comfort Inn & Suites Dayville - Killingly Industrial Park