Webster Hotel Guide - Hotels with Pool in Webster, Massachusetts

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Check availability on Webster Hotels with Pool

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Webster hotels with a pool

Indoor pool
Wellsworth Hotel

Wellsworth Hotel

Wellsworth Hotel
3.0 star property
Southbridge
9.2 out of 10, Wonderful, (1372)
"Excellent pool and hot tub"
United States
Aidan
The price is €102
includes taxes & fees
25 Jan - 26 Jan 2026
Wellsworth Hotel
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, (1000)
"Loved it here I will definitely be staying here again "
United States
Hope
The price is €75
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express and Suites by IHG
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, (1577)
"My room was exactly what I needed after a long drive from Saint John."
United States
Kristin
The price is €76
includes taxes & fees
25 Jan - 26 Jan 2026
Publick House Historic Inn and Country Motor Lodge
Exterior
Hampton Inn Auburn

Hampton Inn Auburn

Hampton Inn Auburn
2.5 star property
Auburn
8.6 out of 10, Excellent, (1001)
"Great stay had fun"
United States
Ernest
The price is €92
includes taxes & fees
10 Jan - 11 Jan 2026
Hampton Inn Auburn
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, (1001)
"Comfortable beds, helpful staff, nice interior "
United States
Sara
The price is €91
includes taxes & fees
25 Jan - 26 Jan 2026
Comfort Inn & Suites Sturbridge - Brimfield
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, (1001)
"Its always a great stay. Clean rooms quiet and great stafd"
United States
Tucker
The price is €71
includes taxes & fees
28 Dec - 29 Dec
Super 8 by Wyndham Sturbridge
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)
"Friendly staff"
United States
Nicholas
The price is €76
includes taxes & fees
5 Jan - 6 Jan 2026
Sonesta Select Boston Milford
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 €112
includes taxes & fees
30 Dec - 31 Dec
Hampton Inn Boston - Westborough
Indoor pool
Fairfield Inn & Suites by Marriott Boston Milford

Fairfield Inn & Suites by Marriott Boston Milford

Fairfield Inn & Suites by Marriott Boston Milford
2.5 star property
Milford
8.2 out of 10, Very good, (840)
"Peace and quiet."
United States
HERVE
The price is €80
includes taxes & fees
29 Dec - 30 Dec
Fairfield Inn & Suites by Marriott Boston Milford
Indoor pool
Home2 Suites by Hilton Smithfield, RI

Home2 Suites by Hilton Smithfield, RI

Home2 Suites by Hilton Smithfield, RI
3.0 star property
Smithfield
8.6 out of 10, Excellent, (621)
"Great room that had all we needed"
United States
Amanda Lynn
The price is €94
includes taxes & fees
4 Jan - 5 Jan 2026
Home2 Suites by Hilton Smithfield, RI
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

Hampton Inn & Suites Providence/Smithfield

Hampton Inn & Suites Providence/Smithfield

10/10 Excellent
"Shower not a lot of pressure, we were sleeping still came to early in morning to clean room and never came back "
Lance 5-night trip
Posted 1 day ago
Hampton Inn & Suites Providence/Smithfield

Frequently asked questions

What are some accommodation options with pools in Webster?
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!: Offers a snack bar/deli, an indoor pool and free self parking. Sonesta Select Boston Milford: Provides 2 restaurants, an indoor pool and a health club. Wellsworth Hotel: Features complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. Hilton Garden Inn Worcester: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Hampton Inn & Suites Providence/Smithfield: 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.