Find hotels in Winchendon, MA from ₩136,974

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Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
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Aug 29 - Aug 31
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Sep 5 - Sep 7

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Compare 198 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Keene Elm City Hotel, Ascend Hotel Collection
Indoor pool

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very Good, (882)
"Had a great time at this location"
The price is ₩173,086
₩187,798 total
includes taxes & fees
Sep 1 - Sep 2
Keene Elm City Hotel, Ascend Hotel Collection
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Free daily on-the-go breakfast

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (418)
"Highly recommend PEARL restaurant nearby! Always comfortable accommodations. "
The price is ₩149,050
₩176,717 total
includes taxes & fees
Aug 31 - Sep 1
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (329)
"Great hotel with friendly staff"
The price is ₩217,457
₩235,941 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Keene
The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1006)
"We have stayed at this property a few times and it is always a pleasant experience. "
The Colonial Hotel
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1002)
"Would stay again"
The price is ₩154,062
₩167,157 total
includes taxes & fees
Sep 1 - Sep 2
Days Inn by Wyndham Keene NH
Doubletree by Hilton Hotel Leominster
Reception

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1004)
"Nice place "
The price is ₩192,594
₩215,128 total
includes taxes & fees
Aug 31 - Sep 1
Doubletree by Hilton Hotel Leominster
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (137)
"Beautiful room, beautiful house, fun area!"
The price is ₩225,012
₩250,888 total
includes taxes & fees
Aug 26 - Aug 27
The Burrell House
Best Western Plus Keene Hotel
1 bedroom, premium bedding, individually decorated

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very Good, (1003)
"It was a great stay"
The price is ₩213,071
₩231,182 total
includes taxes & fees
Aug 26 - Aug 27
Best Western Plus Keene Hotel
Motel 6 Leominster, MA
Lobby

Motel 6 Leominster, MA

2.0 star property
8.0 out of 10, Very Good, (1003)
"Best motel around "
The price is ₩138,344
₩157,299 total
includes taxes & fees
Aug 27 - Aug 28
Motel 6 Leominster, MA
Howarth House B&B
Garden

Howarth House B&B

3.0 star property
10.0 out of 10, Exceptional, (105)
"Beautiful gardens"
The price is ₩292,627
₩292,627 total
includes taxes & fees
Aug 26 - Aug 27
Howarth House B&B
Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (267)
"It was very personable. They were very flexible with check-in. Quiet and homie. "
The price is ₩218,938
₩237,547 total
includes taxes & fees
Aug 26 - Aug 27
Monadnock Inn
The Birchwood Inn
Lunch, dinner, brunch served; farm to table cuisine

The Birchwood Inn

3.5 star property
9.4 out of 10, Exceptional, (209)
"Great Spot!"
The price is ₩235,209
₩255,202 total
includes taxes & fees
Aug 29 - Aug 30
The Birchwood Inn
Chocksett Inn and Restaurant
Fireplace

Chocksett Inn and Restaurant

3.5 star property
8.8 out of 10, Excellent, (134)
"Wonderful room and excellent staff throughout the event. Servers, bartenders etc all excellent."
The price is ₩261,497
₩292,088 total
includes taxes & fees
Aug 26 - Aug 27
Chocksett Inn and Restaurant
Gardner Inn
Exterior

Gardner Inn

2.0 star property
4.6 out of 10, (4)
"Unfortunately I didn't expect a great hotel but there was mold and mildew everywhere, the door didn’t close well, and the room was very musty. Service was terrible as the manager was the only employee and said was too busy to help. "
The price is ₩136,974
₩161,214 total
includes taxes & fees
Aug 26 - Aug 27
Gardner Inn
Great Wolf Lodge Boston / Fitchburg, MA
4 indoor pools, seasonal outdoor pool, cabanas (surcharge)

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.6 out of 10, Excellent, (1007)
"Amazing time with the family, I will definitely come back❤️"
The price is ₩303,004
₩338,455 total
includes taxes & fees
Sep 1 - Sep 2
Great Wolf Lodge Boston / Fitchburg, MA
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (154)
"Excellent phenomenal cleanliness and so polite"
The price is ₩245,084
₩265,916 total
includes taxes & fees
Sep 2 - Sep 3
The Carriage Barn Inn
Centennial House
Free daily full breakfast

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (162)
"Lovely property and innkeepers, I was in the area for an event and hope to come back. "
The price is ₩278,618
₩294,500 total
includes taxes & fees
Sep 15 - Sep 16
Centennial House
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1005)
"Spacious, comfortable room in easy waking distance to many restaurants and shopping. Staff is warm and welcoming. "
The price is ₩261,497
₩283,724 total
includes taxes & fees
Aug 31 - Sep 1
Courtyard by Marriott Keene Downtown
The Maguire House Bed & Breakfast
Property grounds

The Maguire House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (34)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
The price is ₩380,485
₩380,485 total
includes taxes & fees
Sep 10 - Sep 11
The Maguire House Bed & Breakfast
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (732)
"Loved our stay from the seamless staff checkin to the large, quiet room, to the ease of the parking lot to a great breakfast. Who could ask for more. Keene is a sweet area to window shop & find great dining & cocktail experiences. "
The price is ₩240,743
₩261,207 total
includes taxes & fees
Sep 1 - Sep 2
Fairfield Inn & Suites by Marriott Keene Downtown
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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Learn more about Winchendon

Toy Town's charm comes alive at the Old Murdock Senior Center, 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.

See all hotels in Winchendon

Top Winchendon Hotel Reviews

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent
"Great"
Laiane 2-night trip
Posted 14 hours ago
Great Wolf Lodge Boston / Fitchburg, MA

Frequently asked questions

What's the best place to stay in Winchendon?

The Colonial Hotel, located 9.6 mi (15.4 km) from the heart of Winchendon, is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Great Wolf Lodge Boston / Fitchburg, MA 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 that most hotel room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchendon.

Where can I learn more about changing or cancelling my trip to Winchendon?

To access more information about updating your trip to Winchendon or cancelling it, click here.

What's the best place to stay near Lake Dennison State Recreation Area?

The Colonial Hotel is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an indoor pool. You'll find it 9 mi (14.5 km) from Lake Dennison State Recreation Area. Other good options in the area include Super 8 by Wyndham Gardner and The Maguire House Bed & Breakfast.

What are some hotels with pools in Winchendon?

The Colonial Hotel: Offers a sauna, an indoor pool, and free self parking. Great Wolf Lodge Boston / Fitchburg, MA and Doubletree by Hilton Hotel Leominster are two additional hotels that offer an onsite pool. View all hotels with pools in Winchendon.

What's the best accommodation near Worcester Regional Airport (ORH)?

Hilton Garden Inn Worcester is one of the top choices for your stay and is a popular 3-star hotel featuring a restaurant and an indoor pool. It's located 3.7 mi (5.9 km) from Worcester Regional Airport. Other choices near the airport include Holiday Inn Express Worcester Downtown and AC Hotel by Marriott Worcester.

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 accommodations to choose from. Find out more about Winchendon.

What should I see while I'm in Winchendon?

Natural beauty is on display at Lake Dennison State Recreation Area, Millers River, and V F W Park. A couple of additional sights to add to your agenda are Blueberry Island and Wetmore Trailhead. Check out what more to see and do in Expedia's Winchendon guide.

What's the weather like in Winchendon?

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.