Find Hotels with a Pool in Webster, MA

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Check availability on Webster Hotels with a Pool

Our top choices for Webster hotels with a pool

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Comfort Inn & Suites Sturbridge - Brimfield

Comfort Inn & Suites Sturbridge - Brimfield

Comfort Inn & Suites Sturbridge - Brimfield
2.5 star property
Sturbridge
9.0 out of 10, Wonderful, (1000)
"Comfortable beds, helpful staff, nice interior "
United States
Sara
The price is NT$3,003
NT$3,354 total
includes taxes & fees
Jan 4 - 2026/1/5
Comfort Inn & Suites Sturbridge - Brimfield
Indoor pool
Hampton Inn Sturbridge

Hampton Inn Sturbridge

Hampton Inn Sturbridge
2.5 star property
Sturbridge
8.6 out of 10, Excellent, (1000)
"Staff was very attentive, room was very nice"
United States
Gerald
The price is NT$2,889
NT$3,227 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn Sturbridge
Exterior
Hampton Inn Auburn

Hampton Inn Auburn

Hampton Inn Auburn
2.5 star property
Auburn
8.6 out of 10, Excellent, (1002)
"Great stay had fun"
United States
Ernest
The price is NT$3,077
NT$3,437 total
includes taxes & fees
Dec 26 - Dec 27
Hampton Inn Auburn
Indoor pool
Hampton Inn Boston - Westborough

Hampton Inn Boston - Westborough

Hampton Inn Boston - Westborough
2.5 star property
Westborough
9.2 out of 10, Wonderful, (985)
"Friendly staff and very nice facilities. "
United States
Naree
The price is NT$3,724
NT$4,159 total
includes taxes & fees
Dec 26 - Dec 27
Hampton Inn Boston - Westborough
Indoor pool
Hampton Inn & Suites Providence/Smithfield

Hampton Inn & Suites Providence/Smithfield

Hampton Inn & Suites Providence/Smithfield
3.0 star property
Smithfield
8.4 out of 10, Very Good, (1003)
"clean room, friendly staff, quick check-in "
United States
Scott
The price is NT$3,207
NT$3,656 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn & Suites Providence/Smithfield
Indoor pool
Sonesta Select Boston Milford

Sonesta Select Boston Milford

Sonesta Select Boston Milford
3.0 star property
Milford
8.2 out of 10, Very Good, (1002)
"Room was nice, comfortable and clean. All staff i had contact with were very friendly and efficient."
United States
Donna
The price is NT$2,776
NT$3,100 total
includes taxes & fees
Jan 7 - 2026/1/8
Sonesta Select Boston Milford
Indoor pool
Hampton Inn & Suites Worcester

Hampton Inn & Suites Worcester

Hampton Inn & Suites Worcester
2.5 star property
Worcester
9.0 out of 10, Wonderful, (1003)
"Nice stay"
United States
Josette
The price is NT$3,594
NT$4,114 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn & Suites Worcester
Indoor pool
Wellsworth Hotel

Wellsworth Hotel

Wellsworth Hotel
3.0 star property
Southbridge
9.2 out of 10, Wonderful, (1369)
"Amazing stay"
United States
Marissa
The price is NT$3,387
NT$3,783 total
includes taxes & fees
Jan 1 - 2026/1/2
Wellsworth Hotel
Indoor pool, open 6:00 AM to 10:00 PM, sun loungers
Comfort Inn & Suites Dayville - Killingly Industrial Park

Comfort Inn & Suites Dayville - Killingly Industrial Park

Comfort Inn & Suites Dayville - Killingly Industrial Park
2.5 star property
Dayville
8.8 out of 10, Excellent, (536)
"We really enjoyed our stay!!"
United States
Jesse
The price is NT$3,266
NT$3,756 total
includes taxes & fees
Dec 21 - Dec 22
Comfort Inn & Suites Dayville - Killingly Industrial Park
Seasonal outdoor pool, sun loungers
Super 8 by Wyndham Sturbridge

Super 8 by Wyndham Sturbridge

Super 8 by Wyndham Sturbridge
2.0 star property
Sturbridge
8.0 out of 10, Very Good, (1001)
"Its always a great stay. Clean rooms quiet and great stafd"
United States
Tucker
The price is NT$2,353
NT$2,629 total
includes taxes & fees
Jan 18 - 2026/1/19
Super 8 by Wyndham Sturbridge
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.
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Top Webster Hotel Reviews

Holiday Inn Express & Suites Sturbridge by IHG

Holiday Inn Express & Suites Sturbridge by IHG

10/10 Excellent
"Room was clean & spacious. "
Alana 1-night trip
Posted 4 days ago
Holiday Inn Express & Suites Sturbridge by IHG

Frequently asked questions

What are some accommodations with pools in Webster?
Sonesta Select Boston Milford: Features a snack bar/deli, an indoor pool, and free self parking. Wellsworth Hotel: Offers 2 restaurants, an indoor pool, and a health club. Hilton Garden Inn Worcester: Provides complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Hampton Inn & Suites Providence/Smithfield: Features buffet, an indoor pool, and complimentary wired internet access. Publick House Historic Inn and Country Motor Lodge: Offers 2 restaurants, a seasonal outdoor pool, and a full-service spa.
What is there to see and do in Webster?
Spend some time experiencing the great outdoors at Lake Webster and Lake Chaubunagungamaug. Discover sights such as Indian Ranch and Mohegan Bowl 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.