Winchendon Hotels with Swimming Pool

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Check availability on Winchendon Hotels with Swimming Pools

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Winchendon Hotels with Swimming Pools

Indoor pool
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, (958)
"Enjoyed the breakfast options and the very comfortable bed. "
Canada
Nancy
The price is RM448
RM486 total
includes taxes & fees
28 Dec - 29 Dec
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

4.0 star property
Leominster
8.6 out of 10, Excellent, (1002)
"Rooms clean, staff friendly. Nice bar, great breakfast buffet"
United States
Leah
The price is RM519
RM580 total
includes taxes & fees
14 Dec - 15 Dec
Doubletree by Hilton Hotel Leominster
Indoor pool
The Colonial Hotel

The Colonial Hotel

3.0 star property
Gardner
8.8 out of 10, Excellent, (1003)
"The perfect hotel!"
United States
Elizabeth
The Colonial Hotel
Indoor pool
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (352)
"Clean comfy nice staff "
United States
Katherine
The price is RM605
RM657 total
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn & Suites Keene
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is RM572
RM620 total
includes taxes & fees
9 Dec - 10 Dec
Best Western Plus Keene Hotel
4 indoor pools, seasonal outdoor pool, pool cabanas (surcharge)
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1001)
"Everything about this place was incredible "
United States
Jaida
The price is RM662
RM740 total
includes taxes & fees
6 Jan - 7 Jan 2026
Great Wolf Lodge Boston / Fitchburg, MA
Indoor pool
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3.0 star property
Keene
8.8 out of 10, Excellent, (1003)
"Very comfortable and clean."
United States
Christina
The price is RM740
RM803 total
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Keene Downtown
Outdoor pool
Howarth House B&B

Howarth House B&B

3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (110)
"Beautiful gardens"
United States
Christine
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
"Rooms clean, staff friendly. Nice bar, great breakfast buffet"
Leah 2-night trip
Posted 10 hours 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.