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Our top choices for Winchendon hotels

The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (36 reviews)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
United States
Ranjit
The price is NZ$436
includes taxes & fees
26 Feb - 27 Feb
The Maguire House Bed & Breakfast

Gardner Inn

Gardner Inn
2.0 star property
Gardner
5.0 out of 10, (20 reviews)
"Clean room, comfy bed, quiet guests around my room. Staff was cordial when I checked in. "
United States
Kathy
The price is NZ$203
includes taxes & fees
22 Feb - 23 Feb
Gardner Inn

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,005 reviews)
"Well-kept hotel with a great restaurant."
United States
Adam
The Colonial Hotel

Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.2 out of 10, Very good, (1,022 reviews)
"Clean room and friendly staff!"
United States
Ralph
The price is NZ$161
includes taxes & fees
2 Mar - 3 Mar
Motel 6 Leominster, MA

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.6 out of 10, Excellent, (1,001 reviews)
"Amazing breakfast "
United States
Taras
The price is NZ$263
includes taxes & fees
22 Mar - 23 Mar
Doubletree by Hilton Hotel Leominster

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.8 out of 10, Excellent, (151 reviews)
"The staff was very accommodating and friendly. Quaint place to stay. "
United States
Helen
The price is NZ$312
includes taxes & fees
2 Mar - 3 Mar
Chocksett Inn and Restaurant

Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (174 reviews)
"great proprietors beautiful vintage home excellent breakfast"
United States
JAMES
The price is NZ$310
includes taxes & fees
25 Feb - 26 Feb
Centennial House

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,000 reviews)
"Checkin was quick. I like the pre-check in process."
United States
Anthony
The price is NZ$145
includes taxes & fees
22 Feb - 23 Feb
Days Inn by Wyndham Keene NH

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
Peterborough
9.4 out of 10, Exceptional, (445 reviews)
"Room was clean, spacious and staff was pleasant. "
United States
Susan
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (112 reviews)
"Absolutely beautiful house. The owners are so kind and the breakfast is amazing."
United States
James
Howarth House B&B

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (168 reviews)
"Very helpful and welcoming host. "
United States
Bruce
The price is NZ$271
includes taxes & fees
22 Feb - 23 Feb
The Carriage Barn Inn

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (158 reviews)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
The Burrell House

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.6 out of 10, Good, (279 reviews)
"The Inn was cozy, the room was clean and comfortable. The owner was engaging and helpful. Would definitely stay there again. "
United States
E S
Monadnock Inn

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,004 reviews)
"Really clean hotel, friendly staff and great location."
United States
Aaron
The price is NZ$323
includes taxes & fees
17 Mar - 18 Mar
Courtyard by Marriott Keene Downtown

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, (985 reviews)
"Staff were great place was clean and nice. "
United States
Alex
The price is NZ$187
includes taxes & fees
22 Feb - 23 Feb
Keene Elm City Hotel, an Ascend Collection Hotel

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (763 reviews)
"Everything was clean, comfortable and the staff quite conversational"
United States
Diane
The price is NZ$321
includes taxes & fees
28 Feb - 1 Mar
Fairfield Inn & Suites by Marriott Keene Downtown

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (366 reviews)
"Clean, comfortable. "
United States
Jacklyn
The price is NZ$295
includes taxes & fees
22 Mar - 23 Mar
Hampton Inn & Suites Keene

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,001 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is NZ$199
includes taxes & fees
22 Feb - 23 Feb
Best Western Plus Keene Hotel

The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (226 reviews)
"Beautiful place"
United States
Jessica
The price is NZ$314
includes taxes & fees
24 Feb - 25 Feb
The Birchwood Inn

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,004 reviews)
"The room was clean, the staff was very nice!"
United States
Entela
The price is NZ$268
includes taxes & fees
5 Mar - 6 Mar
Great Wolf Lodge Boston / Fitchburg, MA
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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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 accommodation in Winchendon

Frequently asked questions

What's the best place to stay in Winchendon?
Based on Expedia's traveller preferences, Spacious lakeside 4-bedroom house in beautiful Ashburnham is a top place to stay in Winchendon. Other good choices for your stay in the area are Great Wolf Lodge Boston / Fitchburg, MA and The Colonial Hotel. See all available top hotels, or vacation rentals in Winchendon.
What are some of the best holiday rentals that Winchendon has to offer?
Spacious lakeside 4-bedroom house in beautiful Ashburnham: This highly rated holiday home rental in Winchendon is equipped with a fireplace, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave. Another good choice for your trip to Winchendon is Cozy Lakefront Cottage. See all 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?
Great Wolf Lodge Boston / Fitchburg, MA: Features 4 indoor swimming pools, a children's pool and free water park access. Also, another option that offers an on-site pool is Spacious lakeside 4-bedroom house in beautiful Ashburnham. 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 12 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, Blueberry Island and Millers River. A couple of additional sights to add to your itinerary are Lake Dennison State Recreation Area and Otter River State Forest. 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.

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