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

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Check availability on Winchendon Hotels with Pool

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

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, (1,009 reviews)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
The price is ฿3,948
฿4,284 total
includes taxes & fees
15 Jul - 16 Jul
Keene Elm City Hotel, an Ascend Collection Hotel
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, (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 ฿4,220
฿4,579 total
includes taxes & fees
16 Jul - 17 Jul
Best Western Plus Keene Hotel
Waterslide

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,009 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 ฿4,943
฿5,522 total
includes taxes & fees
5 Aug - 6 Aug
Great Wolf Lodge Boston / Fitchburg, MA
Indoor pool

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,010 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 ฿5,074
฿5,668 total
includes taxes & fees
3 Aug - 4 Aug
The Colonial 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, (1,002 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 ฿5,840
฿6,523 total
includes taxes & fees
4 Aug - 5 Aug
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 ฿6,379
฿6,921 total
includes taxes & fees
15 Jul - 16 Jul
Hampton Inn & Suites Keene
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 ฿6,270
฿6,803 total
includes taxes & fees
16 Jul - 17 Jul
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, (115 reviews)
  • cleanliness
    Splash into bliss with private pools and outdoor hot tubs at this charming B&B retreat.
The price is ฿7,017
฿7,017 total
includes taxes & fees
12 Jul - 13 Jul
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

The Colonial Hotel

The Colonial Hotel

10/10 Excellent
"Food at restaurant was phenomenal"
Zachary 4-night trip
Posted 5 hours ago
The Colonial Hotel

Frequently asked questions

What are some hotels with pools in Winchendon?
Great Wolf Lodge Boston / Fitchburg, MA: Provides kitchens, a pool and Smart televisions. The Colonial Hotel: Resort steps from Great Wolf Lodge Waterpark. Features 4 indoor swimming 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 high-speed (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, visit 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 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.