Find hotels in Winchendon, MA from CA $122

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Tonight
Apr 17 - Apr 18
Tomorrow
Apr 18 - Apr 19
This weekend
Apr 18 - Apr 20
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Apr 25 - Apr 27

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Compare 184 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Chocksett Inn and Restaurant
Fireplace

Chocksett Inn and Restaurant

3.5 star property
8.8 out of 10, Excellent, (127)
"This place reminded me of the Dragonfly Inn on Gilmore Girls. Our room was large and clean. The bathroom was massive! The staff was friendly. We loved the fireplace in the lobby. The exterior was gorgeous. The town is really cute too. "
The price is CA $234
CA $257 total
includes taxes & fees
Apr 21 - Apr 22
Chocksett Inn and Restaurant
Motel 6 Leominster, MA
Lobby

Motel 6 Leominster, MA

2.0 star property
8.0 out of 10, Very good, (1001)
"I love"
The price is CA $125
CA $142 total
includes taxes & fees
Apr 21 - Apr 22
Motel 6 Leominster, MA
Doubletree by Hilton Hotel Leominster
Reception

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1001)
"."
The price is CA $205
CA $229 total
includes taxes & fees
Apr 22 - Apr 23
Doubletree by Hilton Hotel Leominster
Howarth House B&B
Front of property - evening/night

Howarth House B&B

3.0 star property
10.0 out of 10, Exceptional, (96)
"I thought it was great."
The price is CA $298
CA $298 total
includes taxes & fees
Apr 21 - Apr 22
Howarth House B&B
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, (947)
"Nice place to be "
The price is CA $248
CA $330 total
includes taxes & fees
May 5 - May 6
Great Wolf Lodge Boston / Fitchburg, MA
The Birchwood Inn
Family Suite, Multiple Beds

The Birchwood Inn

3.5 star property
9.4 out of 10, Exceptional, (195)
"Very cozy weekend, bed was amazingly comfortable!"
The price is CA $235
CA $255 total
includes taxes & fees
Apr 20 - Apr 21
The Birchwood Inn
The Maguire House Bed & Breakfast
Property grounds

The Maguire House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (34)
"Terry was an amazing host. She was so hospitable and made my stay here that much more comfortable. She not only cooks really amazing breakfast but she was so helpful when I wanted to check out the town. Her house is really truly beautiful and the lake is a little walk away from the house. I highly recommend coming here."
The price is CA $381
CA $381 total
includes taxes & fees
Apr 30 - May 1
The Maguire House Bed & Breakfast
The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1003)
"The hotel is very unique, it "
The price is CA $194
CA $216 total
includes taxes & fees
Apr 21 - Apr 22
The Colonial Hotel
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, (394)
"It was great…attendant was kind and personable."
The price is CA $179
CA $209 total
includes taxes & fees
Apr 21 - Apr 22
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Monadnock Inn
Standard Triple Room, Ensuite (Bonnie Room-304)

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (264)
"owners are very nice "
Monadnock Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (146)
"This is a great place to stay. Host, Joe, was very friendly and helpful. The room was clean and cozy , and nicely furnished. Common areas were very comfortable and welcoming. We will definitely come back! "
The price is CA $243
CA $264 total
includes taxes & fees
May 5 - May 6
The Carriage Barn Inn
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great location! Nice staff. Clean. "
The price is CA $193
CA $209 total
includes taxes & fees
Apr 24 - Apr 25
Courtyard by Marriott Keene Downtown
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, (700)
"I’ve stayed here multiple times and it has been one of the best hotels I’ve stayed in. Excellent service and extremely friendly staff. Highly recommend. 👍"
The price is CA $190
CA $206 total
includes taxes & fees
May 18 - May 19
Fairfield Inn & Suites by Marriott Keene Downtown
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (125)
"It’s a beautiful property and walking distance to everywhere. "
The price is CA $240
CA $261 total
includes taxes & fees
May 1 - May 2
The Burrell House
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very good, (1000)
"Property was nice and clean, staff was friendly. In walking distance to many fast food/restaurant stops and even had one right next door. "
The price is CA $173
CA $188 total
includes taxes & fees
Apr 20 - Apr 21
Best Western Plus Keene Hotel
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (290)
"Was a very nice hotel. We had a really nice stay."
The price is CA $194
CA $210 total
includes taxes & fees
Apr 29 - Apr 30
Hampton Inn & Suites Keene
Holiday Inn Express Keene by IHG
Indoor pool

Holiday Inn Express Keene by IHG

2.5 star property
8.4 out of 10, Very good, (824)
"You can never go wrong choosing a Holiday Inn Express. This one in Keene, NH was conveniently located, clean, and has plenty of parking. They offer a hot buffet breakfast which is very nice. The staff were all very professional and helpful especially Dylan the night manager. My only disappointment was the gym was closed for renovations. "
The price is CA $156
CA $170 total
includes taxes & fees
Apr 25 - Apr 26
Holiday Inn Express Keene by IHG
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, (1000)
"Great check-in. Room actually smelled really fresh when we walked in. Super comfy bed and bedding."
The price is CA $122
CA $133 total
includes taxes & fees
May 4 - May 5
Days Inn by Wyndham Keene NH
Centennial House
Exterior detail

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (151)
"We had a great stay at Centennial House! Myself and my 14 year old son stayed for one night -- the bed was very comfortable and breakfast was fabulous!!"
The price is CA $268
CA $283 total
includes taxes & fees
May 8 - May 9
Centennial House
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

Escape to Winchendon! Enjoy its parks.

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Frequently asked questions

What's the best place to stay in Winchendon?

Great Wolf Lodge Boston / Fitchburg, MA, located 13.8 mi (22.2 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 The Colonial Hotel and Doubletree by Hilton Hotel Leominster. See all available top hotels, or vacation rentals in Winchendon.

What are some of the best vacation rentals in Winchendon?

Modern Waterfront Gem w/ Dock on Lake Monomonac: Visitors like this Winchendon vacation home rental. It is located on a lake and has a selection of games, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, kitchenware, and a coffee maker. 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 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?

Great Wolf Lodge Boston / Fitchburg, MA: Offers 4 indoor pools, a children's pool, and free water-park access. The Colonial Hotel 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 Hyde Park. A couple of additional sights to add to your agenda are Wetmore Trailhead and Beals Memorial Library. 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.