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

Hotels with Swimming Pool in Winchendon, Massachusetts

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Check availability on Winchendon Hotels with Swimming Pool

This weekend
Jul 10 - Jul 12
Next weekend
Jul 17 - Jul 19

Our top choices for Winchendon hotels with a pool

Waterslide

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,008 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 P9,153
P10,224 total
includes taxes & fees
Jul 19 - Jul 20
Great Wolf Lodge Boston / Fitchburg, MA
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, (1,009 reviews)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
The price is P7,310
P7,932 total
includes taxes & fees
Jul 8 - Jul 9
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, (1,009 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 P9,395
P10,495 total
includes taxes & fees
Jul 12 - Jul 13
The Colonial Hotel
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, (1,006 reviews)
  • cleanliness
    Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
The price is P7,814
P8,478 total
includes taxes & fees
Jul 8 - Jul 9
Best Western Plus Keene 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, (1,001 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 P10,276
P11,478 total
includes taxes & fees
Jul 19 - Jul 20
Doubletree by Hilton Hotel Leominster
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 P11,811
P12,815 total
includes taxes & fees
Jul 12 - Jul 13
Hampton Inn & Suites Keene
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 P12,992
P12,992 total
includes taxes & fees
Jul 12 - Jul 13
Howarth House B&B
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 P11,610
P12,597 total
includes taxes & fees
Jul 9 - Jul 10
Courtyard by Marriott Keene Downtown
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

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"Great staff. Clean and comfortable. Fantastic breakfast. Loved the Andes mints."
Gordon 1-night trip
Posted 1 hour ago
Best Western Plus Keene Hotel

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.

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