Winchendon Hotels from S$126

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Check prices for these dates

Tonight
7 Jul - 8 Jul
Tomorrow
8 Jul - 9 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

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Top 10 trending Winchendon hotels

Doubletree by Hilton Hotel Leominster
Reception

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1002)
"Very well maintained property. Will stay again."
The price is S$235
includes taxes & fees
13 Jul - 14 Jul
Doubletree by Hilton Hotel Leominster
Great Wolf Lodge Boston / Fitchburg, MA
4 indoor pools, seasonal outdoor pool, pool cabanas (surcharge)

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.6 out of 10, Excellent, (1008)
"Great time for family kids had a wonderful time "
The price is S$283
includes taxes & fees
8 Jul - 9 Jul
Great Wolf Lodge Boston / Fitchburg, MA
The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1006)
"Great motel "
The Colonial Hotel
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very good, (1002)
"Nice hotel "
The price is S$185
includes taxes & fees
8 Jul - 9 Jul
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, (1000)
"Room was clean, staff was friendly. "
The price is S$169
includes taxes & fees
10 Jul - 11 Jul
Motel 6 Leominster, MA
Chocksett Inn and Restaurant
Fireplace

Chocksett Inn and Restaurant

3.5 star property
8.8 out of 10, Excellent, (131)
"Great atmosphere. Spacious room. Colonial setting"
The price is S$269
includes taxes & fees
8 Jul - 9 Jul
Chocksett Inn and Restaurant
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout curtains, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1003)
"Great stay"
The price is S$126
includes taxes & fees
27 Jul - 28 Jul
Days Inn by Wyndham Keene NH
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, (724)
"We had a lovely stay. Decent breakfast, clean facilities. "
The price is S$196
includes taxes & fees
27 Jul - 28 Jul
Fairfield Inn & Suites by Marriott Keene Downtown
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (311)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
The price is S$204
includes taxes & fees
13 Jul - 14 Jul
Hampton Inn & Suites Keene
Keene Elm City Hotel, Ascend Hotel Collection
In-room safe, desk, iron/ironing board, free cots/infant beds

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very good, (852)
"Friendly staff and clean, spacious room. Breakfast was very good!! "
The price is S$160
includes taxes & fees
13 Jul - 14 Jul
Keene Elm City Hotel, Ascend Hotel Collection
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Front of property

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (406)
"Clean, comfortable, easy check in/check out. Beautiful location, staff was friendly and efficient. "
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Centennial House
Exterior detail

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (154)
"It was a unique property for New England being built in 1800 so I was pleasantly surprised that my only complaint was hot water. That’s pretty common in a building that old. I was not disappointed at all and enjoyed my stay greatly."
The price is S$206
includes taxes & fees
13 Jul - 14 Jul
Centennial House
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1002)
"Hotel itself clean and nice but surrounding area has homeless people, or seems a little sketchy, which made us a little nervous walking around town "
The price is S$205
includes taxes & fees
13 Jul - 14 Jul
Courtyard by Marriott Keene Downtown
The Birchwood Inn
Bar (on property)

The Birchwood Inn

3.5 star property
9.4 out of 10, Exceptional, (203)
"What a beautiful Inn! Amy was so nice and helpful, we had a wonderful stay. "
The price is S$235
includes taxes & fees
8 Jul - 9 Jul
The Birchwood Inn
Howarth House B&B
Front of property – evening/night

Howarth House B&B

3.0 star property
10.0 out of 10, Exceptional, (98)
"Owners are friendly and welcoming. The facility is warm, cozy and beautiful. "
Howarth House B&B
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (152)
"Loved our stay. Beautifully decorated and I was able to play the house guitar in common room which was a unique touch I really enjoyed. Would gladly stay here again."
The price is S$278
includes taxes & fees
8 Jul - 9 Jul
The Carriage Barn Inn
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (130)
"Well maintained property with beautifully decorated rooms. "
The Burrell House
Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (265)
"Hi it’s a beautiful inn and very comfortable "
Monadnock Inn
The Maguire House Bed & Breakfast
Building design

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 S$305
includes taxes & fees
31 Jul - 1 Aug
The Maguire House Bed & Breakfast
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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Family-friendly hotels in Winchendon you'll enjoy

Chocksett Inn and Restaurant
Fireplace

Chocksett Inn and Restaurant

3.5 star property
8.8 out of 10, Excellent, (131)
The price is S$269
includes taxes & fees
8 Jul - 9 Jul
Chocksett Inn and Restaurant
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.

Learn more about Winchendon

Escape to Winchendon! Enjoy its parks.

See all hotels 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 Great Wolf Lodge Boston / Fitchburg, MA and The Colonial Hotel. 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?

Great Wolf Lodge Boston / Fitchburg, MA: Features 4 indoor swimming pools, a children's pool and free water park access. The Colonial Hotel and Doubletree by Hilton Hotel Leominster 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 8 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 Lake Dennison State Recreation Area, Millers River and Hyde Park. A couple of additional sights to add to your itinerary are Beals Memorial Library and V F W Park. 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.