A hilly landscape with a tower on top, dense forest, and a cloudy sky.

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Check availability on Winchendon Hotels with a 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
2.5 star property
Keene
8.6 out of 10, Excellent, (1,010 reviews)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
The price is ₩179,047
₩194,274 total
includes taxes & fees
Jul 13 - Jul 14
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,011 reviews)
  • cleanliness
    Dive into a serene indoor pool retreat with hot tub and sauna, perfect for year-round relaxation near Wachusett Mountain.
The price is ₩230,129
₩257,061 total
includes taxes & fees
Jul 12 - Jul 13
The Colonial Hotel
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.6 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Dive into a refreshing mountain escape with an indoor pool sanctuary that's open from morning till night in this peaceful retreat.
The price is ₩264,027
₩294,919 total
includes taxes & fees
Aug 3 - Aug 4
Doubletree by Hilton Hotel Leominster
Indoor pool, open 6:00 AM to 10:00 PM, sun loungers

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,008 reviews)
  • cleanliness
    Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
The price is ₩191,385
₩207,653 total
includes taxes & fees
Jul 14 - Jul 15
Best Western Plus Keene Hotel
Indoor pool

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Dive into the year-round aquatic escape at this art deco hotel with a pristine indoor pool.
The price is ₩284,369
₩308,548 total
includes taxes & fees
Jul 13 - Jul 14
Courtyard by Marriott Keene Downtown
Indoor pool

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (390 reviews)
  • cleanliness
    Splash into serenity at this inviting indoor pool hotel, where year-round swimming meets complete comfort and relaxation.
The price is ₩289,304
₩313,889 total
includes taxes & fees
Jul 19 - Jul 20
Hampton Inn & Suites Keene
Waterslide

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,017 reviews)
  • cleanliness
    A splashing wonderland awaits with 4 indoor pools, seasonal outdoor oasis, and a lazy river to float away your cares.
The price is ₩246,604
₩275,456 total
includes taxes & fees
Jul 14 - Jul 15
Great Wolf Lodge Boston / Fitchburg, MA
Outdoor pool

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (115 reviews)
  • cleanliness
    Splash into bliss with private pools and outdoor hot tubs at this charming B&B retreat.
The price is ₩318,223
₩318,223 total
includes taxes & fees
Jul 12 - Jul 13
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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Choose what matters most at hotels with a pool in Winchendon

Breakfast included
4 stars

Top Winchendon Hotel Reviews

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

10/10 Excellent
"The room was clean and quiet. The staff was friendly."
Melissa 1-night trip
Posted 9 hours ago
Doubletree by Hilton Hotel Leominster

Frequently asked questions

What are some hotels with pools in Winchendon?
Great Wolf Lodge Boston / Fitchburg, MA: Provides kitchens, a pool, and Smart TVs. The Colonial Hotel: Resort steps from Great Wolf Lodge Waterpark. Features 4 indoor pools, a children's pool, and free water-park access. Keene Elm City Hotel, an Ascend Collection Hotel: Offers a sauna, an indoor pool, and free self parking. Doubletree by Hilton Hotel Leominster: Provides buffet, an indoor pool, and complimentary wired internet access. Best Western Plus Keene Hotel: Features 2 restaurants, an indoor pool, and free self parking.
What is there to see and do in Winchendon?
Spend some time experiencing the great outdoors at Blueberry Island and Millers River. During your stay, check out sights such as Lake Dennison State Recreation Area, Beals Memorial Library, and Winchendon Town Hall.
When is the best time to book a hotel with a pool in Winchendon?
Taking into account the local weather in Winchendon is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchendon are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.