Hotels with Pool & Resorts in Winchendon from AU$195

  • 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 Pool

Our top choices for Winchendon hotels with a pool

WiFi, bed sheets

Spacious lakeside 4-bedroom house in beautiful Ashburnham

Spacious lakeside 4-bedroom house in beautiful Ashburnham
2.0 star property
Ashburnham
The price is AU$518
includes taxes & fees
18 Jan - 19 Jan
Spacious lakeside 4-bedroom house in beautiful Ashburnham
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, (978 reviews)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
The price is AU$195
includes taxes & fees
18 Jan - 19 Jan
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, (1,000 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is AU$226
includes taxes & fees
18 Jan - 19 Jan
Best Western Plus Keene Hotel
Indoor pool

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,001 reviews)
"Well-kept hotel with a great restaurant."
United States
Adam
The Colonial Hotel
Indoor pool

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (363 reviews)
"Room is very clean , breakfast is good and fresh .coffee serve well all time . Will back to stay again . "
United States
Raymond
The price is AU$282
includes taxes & fees
8 Feb - 9 Feb
Hampton Inn & Suites Keene
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, (1,001 reviews)
"The hotel was very nice and the restaurant was a nice establishment. "
United States
Dina
The price is AU$236
includes taxes & fees
25 Jan - 26 Jan
Doubletree by Hilton Hotel Leominster
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, (1,023 reviews)
"The room was clean, the staff was very nice!"
United States
Entela
The price is AU$299
includes taxes & fees
20 Jan - 21 Jan
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, (1,001 reviews)
"Very comfortable and clean."
United States
Christina
The price is AU$292
includes taxes & fees
21 Jan - 22 Jan
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, (110 reviews)
"Wonderful hosts and cozy accommodations at an affordable price. Yummy, freshly prepared to order breakfast was a bonus! Will look forward to returning again in the near future."
United States
Leland
Howarth House B&B
Outdoor spa tub

Modern Downtown 12ppl Hot Tub Fire Pit Games

Modern Downtown 12ppl Hot Tub Fire Pit Games
Keene
9.6 out of 10, Exceptional, (21 reviews)
"Good location for some event staff to stay while we were hosting a conference in town. Simple check-in/out. Would rent again."
United States
Jack P.
The price is AU$421
includes taxes & fees
22 Jan - 23 Jan
Modern Downtown 12ppl Hot Tub Fire Pit Games
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

Top Winchendon Hotel Reviews

The Colonial Hotel

The Colonial Hotel

10/10 Excellent
"Well-kept hotel with a great restaurant."
Adam 3-night trip
Posted 2 days ago
The Colonial Hotel

Frequently asked questions

What are some hotels with pools in Winchendon?
Cozy Lakefront Cottage: Features kitchens, a pool and Smart televisions. Modern Waterfront Gem w/ Dock on Lake Monomonac: Features televisions, a pool and laundry facilities. Spacious lakeside 4-bedroom house in beautiful Ashburnham: Resort steps from Great Wolf Lodge Waterpark. Offers 4 indoor swimming pools, a children's pool and free water park access. Great Wolf Lodge Boston / Fitchburg, MA: Provides a sauna, an indoor pool and free self parking. The Colonial Hotel: Offers 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 Wendall P. Clark Memorial and Hyde Park. During your stay, visit sights such as Lake Dennison State Recreation Area, Otter River State Forest 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.