Hotels with Swimming Pool in Winchendon, Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchendon Hotels with Swimming Pool

Tonight
Apr 6 - Apr 7
Tomorrow
Apr 7 - Apr 8
This weekend
Apr 10 - Apr 12
Next weekend
Apr 17 - Apr 19

Our top choices for Winchendon hotels with a pool

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, (1,003 reviews)
  • cleanliness
    Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
The price is P8,644
P9,378 total
includes taxes & fees
Apr 8 - Apr 9
Best Western Plus Keene Hotel
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, (1,001 reviews)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
The price is P7,779
P8,440 total
includes taxes & fees
May 7 - May 8
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, (1,002 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 P8,641
P9,652 total
includes taxes & fees
May 3 - May 4
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, (1,001 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 P8,594
P9,600 total
includes taxes & fees
Apr 19 - Apr 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, (375 reviews)
  • cleanliness
    Splash into serenity at this inviting indoor pool hotel, where year-round swimming meets complete comfort and relaxation.
The price is P10,437
P11,324 total
includes taxes & fees
Apr 16 - Apr 17
Hampton Inn & Suites Keene
Water park

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,006 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 P8,596
P9,601 total
includes taxes & fees
May 5 - May 6
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, (1,000 reviews)
  • cleanliness
    Dive into the year-round aquatic escape at this art deco hotel with a pristine indoor pool.
The price is P11,345
P12,309 total
includes taxes & fees
Apr 15 - Apr 16
Courtyard by Marriott Keene Downtown
Garden

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (112 reviews)
  • cleanliness
    Splash into bliss with private pools and outdoor hot tubs at this charming B&B retreat.
The price is P12,695
P12,695 total
includes taxes & fees
Apr 9 - Apr 10
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.
View all properties

Choose what matters most at hotels with a pool in Winchendon

Breakfast included
4 stars

Top Winchendon Hotel Reviews

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

6/10 Okay
"Yes but the room is a lot dusk"
pedro 2-night trip
Posted 7 hours ago
Great Wolf Lodge Boston / Fitchburg, MA

Frequently asked questions

What are some hotels with pools in Winchendon?
Great Wolf Lodge Boston / Fitchburg, MA: Offers 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. Doubletree by Hilton Hotel Leominster: Offers a sauna, an indoor pool, and free self parking. Motel 6 Leominster, MA: Provides 2 restaurants, an indoor pool, and free self parking. Best Western Plus Keene Hotel: 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 V F W Park and Militia Training Field. During your stay, check out sights such as Lake Dennison State Recreation Area, Blueberry Island, and Wetmore Trailhead.
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.

Explore a world of travel with Expedia