Search Hotels with Pool in Webster

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Check availability on Webster Hotels with Pool

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Webster hotels with a pool

Seasonal outdoor pool
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge
2.5 star property
Sturbridge
9.0 out of 10, Wonderful, (1575)
"Clean, spacious room and friendly staff"
United States
Lucinda
The price is ฿2,492
฿2,783 total
includes taxes & fees
5 Jan - 6 Jan 2026
Publick House Historic Inn and Country Motor Lodge
Indoor pool
Wellsworth Hotel

Wellsworth Hotel

Wellsworth Hotel
3.0 star property
Southbridge
9.2 out of 10, Wonderful, (1371)
"Amazing stay"
United States
Marissa
The price is ฿3,340
฿3,731 total
includes taxes & fees
5 Jan - 6 Jan 2026
Wellsworth Hotel
Indoor pool, seasonal outdoor pool, pool umbrellas, pool 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 ฿3,014
฿3,367 total
includes taxes & fees
15 Jan - 16 Jan 2026
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 ฿2,782
฿3,107 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Sturbridge
Indoor pool
Holiday Inn Express and Suites by IHG

Holiday Inn Express and Suites by IHG

Holiday Inn Express and Suites by IHG
2.5 star property
Smithfield
7.8 out of 10, Good, (1006)
"Loved it here I will definitely be staying here again "
United States
Hope
The price is ฿2,395
฿2,730 total
includes taxes & fees
9 Jan - 10 Jan 2026
Holiday Inn Express and Suites by IHG
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 ฿2,737
฿3,058 total
includes taxes & fees
13 Jan - 14 Jan 2026
Sonesta Select Boston Milford
Seasonal outdoor pool, pool 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, (1003)
"Its always a great stay. Clean rooms quiet and great stafd"
United States
Tucker
The price is ฿2,321
฿2,593 total
includes taxes & fees
28 Dec - 29 Dec
Super 8 by Wyndham Sturbridge
Indoor pool
Hilton Garden Inn Worcester

Hilton Garden Inn Worcester

Hilton Garden Inn Worcester
3.0 star property
Worcester Central Business District
8.0 out of 10, Very good, (1001)
"Great spot, specially if you are going to the Paladium"
Canada
Trevor
The price is ฿3,673
฿4,204 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Worcester
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 ฿3,673
฿4,103 total
includes taxes & fees
29 Dec - 30 Dec
Hampton Inn Boston - Westborough
Indoor pool, pool loungers
DoubleTree by Hilton Boston - Milford

DoubleTree by Hilton Boston - Milford

DoubleTree by Hilton Boston - Milford
4.0 star property
Milford
8.4 out of 10, Very good, (993)
"The rooms were really nice "
United States
Tina
The price is ฿3,418
฿3,818 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Boston - Milford
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

Homewood Suites By Hilton Worcester

Homewood Suites By Hilton Worcester

10/10 Excellent
"Check in was amazing and was accommodating by giving us a joining rooms. The rooms was nice and clean very spacious and breakfast was delicious. Checking out was not so great. The clerk was not as attentive. She had me waiting while she ring someone up and I had to ask were we done. Then called me back as I was on my way to the airport to tell me my card didn’t go through but everything was prepaid for. "
Brenda 2-night trip
Posted 5 days ago
Homewood Suites By Hilton Worcester

Frequently asked questions

What are some accommodation options with pools in Webster?
Sonesta Select Boston Milford: Offers a snack bar/deli, an indoor pool and free self parking. Wellsworth Hotel: Provides 2 restaurants, an indoor pool and a health club. Hilton Garden Inn Worcester: Features complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. Hampton Inn & Suites Providence/Smithfield: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Publick House Historic Inn and Country Motor Lodge: Features 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 the local weather in Webster into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Webster are January, February, November and March, with each month seeing an average of 23 cm of snowfall.