Winchendon Hotels from S$121

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchendon hotels

Doubletree by Hilton Hotel Leominster

4.0 star property
Leominster
8.6 out of 10, Excellent, (1003)
"Always a great place to stay! Friendly, clean and comfortable. "
United States
Lynn
The price is S$190
includes taxes & fees
23 Dec - 24 Dec
Doubletree by Hilton Hotel Leominster

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1001)
"Everything about this place was incredible "
United States
Jaida
The price is S$183
includes taxes & fees
30 Nov - 1 Dec
Great Wolf Lodge Boston / Fitchburg, MA

The Colonial Hotel

3.0 star property
Gardner
8.8 out of 10, Excellent, (1007)
"Great hotel, fantastic restaurant, wonderful place!"
United States
Kate
The Colonial Hotel

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very good, (1004)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is S$197
includes taxes & fees
25 Nov - 26 Nov
Best Western Plus Keene Hotel

Motel 6 Leominster, MA

2.0 star property
Leominster
8.0 out of 10, Very good, (1009)
"Was very nice "
United States
Laurie
The price is S$121
includes taxes & fees
30 Nov - 1 Dec
Motel 6 Leominster, MA

Chocksett Inn and Restaurant

3.5 star property
Sterling
8.6 out of 10, Excellent, (142)
"Fine for an overnight stay. Seems to be one of the better options in the area. Room clean and spacious. "
United States
Ayah
The price is S$232
includes taxes & fees
25 Nov - 26 Nov
Chocksett Inn and Restaurant

Days Inn by Wyndham Keene NH

2.0 star property
Keene
7.0 out of 10, Good, (1003)
"Very professional people good service good staff "
United States
George
The price is S$148
includes taxes & fees
10 Dec - 11 Dec
Days Inn by Wyndham Keene NH

Gardner Inn

2.0 star property
Gardner
5.6 out of 10, (15)
"The property needs work but hte staff was pleasant and the facility was quiet. "
United States
Lou
The price is S$145
includes taxes & fees
25 Nov - 26 Nov
Gardner Inn

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
Peterborough
9.4 out of 10, Exceptional, (433)
"The room was very clean and the place was quiet "
United States
Rick
The price is S$162
includes taxes & fees
25 Nov - 26 Nov
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
Keene
8.8 out of 10, Excellent, (753)
"Front desk pleasant and helpful Breakfast was good Room was spacious and clean Able to walk to shopping and dining. "
United States
Stephen
The price is S$261
includes taxes & fees
9 Dec - 10 Dec
Fairfield Inn & Suites by Marriott Keene Downtown

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (348)
"Nice place to stay, nice area, will stay again."
United States
Catherine
The price is S$209
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn & Suites Keene

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
Keene
8.4 out of 10, Very good, (951)
"Enjoyed the breakfast options and the very comfortable bed. "
Canada
Nancy
The price is S$155
includes taxes & fees
14 Dec - 15 Dec
Keene Elm City Hotel, an Ascend Collection Hotel

Howarth House B&B

3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (110)
"Beautiful gardens"
United States
Christine
Howarth House B&B

Centennial House

3.5 star property
Northfield
9.6 out of 10, Exceptional, (173)
"The house was cozy and inviting. Felt the history all around me and the breakfast made and served by Joan was great. We recommend this place for those looking for that historical b&b experience. "
United States
Paul
The price is S$238
includes taxes & fees
25 Nov - 26 Nov
Centennial House

Courtyard by Marriott Keene Downtown

3.0 star property
Keene
8.8 out of 10, Excellent, (1005)
"Lovely hotel"
United States
ronald
The price is S$255
includes taxes & fees
9 Dec - 10 Dec
Courtyard by Marriott Keene Downtown

The Carriage Barn Inn

3.0 star property
Keene
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is S$201
includes taxes & fees
1 Dec - 2 Dec
The Carriage Barn Inn

The Burrell House

2.5 star property
Keene
9.6 out of 10, Exceptional, (155)
"Very helpful, kind staff"
United States
Paitris
The Burrell House

The Birchwood Inn

3.5 star property
Temple
9.4 out of 10, Exceptional, (223)
"The Innkeeper was very pleasant and considerate of my schedule and had fresh bread for me."
United States
Pamela
The price is S$241
includes taxes & fees
30 Nov - 1 Dec
The Birchwood Inn

Monadnock Inn

2.5 star property
Jaffrey
7.6 out of 10, Good, (275)
"It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. "
United States
Sharon-Ann C
Monadnock Inn
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.

Black Friday Sale

Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Winchendon attractions

Learn more about Winchendon

Toy Town's charm comes alive at the Old Murdock Senior Centre, where the town's unique toy-making history is celebrated. Lake Dennison Recreation Area offers perfect summer swimming, while winter visitors can explore nearby Wachusett Mountain for skiing in Princeton.

The Millers River in Winchendon, Massachusetts

Top Winchendon Hotel Reviews

More cheap stays in Winchendon

Frequently asked questions

What's the best place to stay in Winchendon?
Based on Expedia's traveller preferences, Modern Waterfront Gem w/ Dock on Lake Monomonac is a top place to stay in Winchendon. Other good choices for your stay in the area are The Colonial Hotel and Doubletree by Hilton Hotel Leominster. See all available top hotels, or vacation rentals in Winchendon.
If I need to cancel my hotel reservation in Winchendon, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchendon.
What are some hotels with pools in Winchendon?
The Colonial Hotel: Features a sauna, an indoor pool and free self parking. Doubletree by Hilton Hotel Leominster and Great Wolf Lodge Boston / Fitchburg, MA are two additional hotels with an on-site pool. View all hotels with pools in Winchendon.
What is staying in Winchendon like?
Visitors can enjoy all that Winchendon has to offer, including its parks. In Winchendon, there are 9 hotels and other accommodation options to choose from. Find out more about Winchendon.
What are the top places to visit in Winchendon?
Natural beauty is on display at Wendall P. Clark Memorial, Militia Training Field and Millers River. A couple of additional sights to add to your itinerary are Lake Dennison State Recreation Area and Birch Hill Wildlife Management Area. Take a look at what more there is to see and do in Expedia's Winchendon guide.
What's the seasonal weather in Winchendon?
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.

Explore a world of travel with Expedia