Search Hotels with Swimming Pool in Winchendon

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Check availability on Winchendon Hotels with Swimming Pool

Our top choices for Winchendon hotels with a pool

Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very good, (960)
"Staff were very friendly. The pool was the perfect temperature. Would definitely stay again. "
United States
Tiffany
The price is ₹9,797
₹10,630 total
includes taxes & fees
31 Dec - 1 Jan 2026
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.6 out of 10, Excellent, (1001)
"Rooms clean, staff friendly. Nice bar, great breakfast buffet"
United States
Leah
The price is ₹11,360
₹12,690 total
includes taxes & fees
21 Dec - 22 Dec
Doubletree by Hilton Hotel Leominster
Indoor pool
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (353)
"Clean comfy nice staff "
United States
Katherine
The price is ₹13,231
₹14,356 total
includes taxes & fees
24 Dec - 25 Dec
Hampton Inn & Suites Keene
Indoor pool
The Colonial Hotel

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1000)
"The perfect hotel!"
United States
Elizabeth
The Colonial Hotel
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1001)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is ₹12,494
₹13,556 total
includes taxes & fees
21 Dec - 22 Dec
Best Western Plus Keene Hotel
Water park
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1003)
"Everything good 👌"
United States
Alexandra
The price is ₹16,089
₹17,972 total
includes taxes & fees
15 Dec - 16 Dec
Great Wolf Lodge Boston / Fitchburg, MA
Indoor pool
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1001)
"Very comfortable and clean."
United States
Christina
The price is ₹16,179
₹17,554 total
includes taxes & fees
17 Dec - 18 Dec
Courtyard by Marriott Keene Downtown
Garden
Howarth House B&B

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (110)
"Beautiful place, great hospitality! "
United States
andrew
Howarth House B&B
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 Winchendon Hotel Reviews

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

10/10 Excellent
"The hotel accommodations are very nice, starting with check in. The people at the front desk were kind, professional, and hospitable. My room was clean, roomy and filled with all of the things I needed to make my stay comfortable and pleasant."
Walker 1-night trip
Posted 3 days ago
Doubletree by Hilton Hotel Leominster

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Frequently asked questions

What are some hotels with pools in Winchendon?
Modern Waterfront Gem w/ Dock on Lake Monomonac: Provides kitchens, a pool and Smart televisions. The Colonial Hotel: Features a sauna, an indoor pool and free self parking. Doubletree by Hilton Hotel Leominster: Offers 2 restaurants, an indoor pool and free self parking. Motel 6 Leominster, MA: Features 4 indoor swimming pools, a children's pool and free water park access. Great Wolf Lodge Boston / Fitchburg, MA: Offers buffet, an indoor pool and free self parking.
What is there to see and do in Winchendon?
Spend some time experiencing the great outdoors at Wendall P. Clark Memorial and Militia Training Field. During your stay, visit sights such as Lake Dennison State Recreation Area, Winchendon Town Hall and Birch Hill Wildlife Management Area.
When is the best time to book a hotel with a pool in Winchendon?
Taking the local weather in Winchendon into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchendon are January, March, February and November, with each month seeing an average of 19 cm of snowfall.