Find hotels in Winchendon, MA from CA $125

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Check prices for these dates

Tonight
Mar 27 - Mar 28
Tomorrow
Mar 28 - Mar 29
This weekend
Mar 28 - Mar 30
Next weekend
Apr 4 - Apr 6

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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, (125)
"Good price very clean will stay there again "
The price is CA $242
CA $265 total
includes taxes & fees
Mar 30 - Mar 31
Chocksett Inn and Restaurant
Motel 6 Leominster, MA
Lobby

Motel 6 Leominster, MA

2.0 star property
7.8 out of 10, Good, (1153)
"Room was clean. The worker at the desk was very polite and helpful and I had a nice quiet sleep."
The price is CA $125
CA $142 total
includes taxes & fees
Apr 2 - Apr 3
Motel 6 Leominster, MA
Doubletree by Hilton Hotel Leominster
Reception

Doubletree by Hilton Hotel Leominster

4.0 star property
8.8 out of 10, Excellent, (1129)
"The hotel was comfortable and the breakfast was very good. The only issue was the front desk woman, when I first checked in. She was kind of cold. She was asking too many questions, although I already paid for reservations. "
The price is CA $199
CA $223 total
includes taxes & fees
Apr 17 - Apr 18
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 $308
CA $308 total
includes taxes & fees
Apr 3 - Apr 4
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
8.4 out of 10, Very good, (922)
"Everything was great"
The price is CA $256
CA $341 total
includes taxes & fees
Apr 3 - Apr 4
Great Wolf Lodge Boston / Fitchburg, MA
The Birchwood Inn
Bar (on property)

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 $243
CA $264 total
includes taxes & fees
Mar 29 - Mar 30
The Birchwood Inn
The Maguire House Bed & Breakfast
Building design

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 $393
CA $393 total
includes taxes & fees
Apr 2 - Apr 3
The Maguire House Bed & Breakfast
The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.6 out of 10, Excellent, (1077)
"All was great. "
The price is CA $200
CA $224 total
includes taxes & fees
Mar 31 - Apr 1
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, (384)
"Excellent"
The price is CA $213
CA $247 total
includes taxes & fees
Mar 30 - Mar 31
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Monadnock Inn
Exterior

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 $221
CA $240 total
includes taxes & fees
Apr 1 - Apr 2
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, (1042)
"Everything "
The price is CA $193
CA $210 total
includes taxes & fees
Apr 8 - Apr 9
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, (691)
"Great hotel, perfect location, but the bed was a little uncomfortable on my back. Otherwise very clean, very nicely set up and modern Convenient parking, bathroom new and very nicely renovated."
The price is CA $205
CA $222 total
includes taxes & fees
Apr 8 - Apr 9
Fairfield Inn & Suites by Marriott Keene Downtown
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (123)
"We have a very sweet room that suits us fine. Is strange that we have not seen another person at this property since we have been here. No check in to speak of. Our friend is also staying here, and his room is essentially like a closet… so small. Close to town though, so very convenient"
The price is CA $231
CA $250 total
includes taxes & fees
Apr 4 - Apr 5
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, (1076)
"During my work trip, this hotel was perfect for my needs. The on-site restaurant was amazing! If I lived nearby, I'd definitely visit regularly. The room was clean and well-equipped, making my stay very enjoyable."
The price is CA $192
CA $208 total
includes taxes & fees
Mar 31 - Apr 1
Best Western Plus Keene Hotel
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (286)
"Everything was fine although I had no clue how to put on the TV which was disappointing. Also I did not think the bed was that comfortable and thought the sheets were not crisp enough and thought the bed clothes should have been changed. The desk crew were great and the breakfast was very good with a lot of choices. "
The price is CA $213
CA $231 total
includes taxes & fees
Apr 14 - Apr 15
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, (823)
"CONVENIENT LOCATION, EASY ACCESS TO ROADWAYS. "
The price is CA $175
CA $189 total
includes taxes & fees
Apr 27 - Apr 28
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, (995)
"The hotel is a bit outdated but for the price it was fine. If you are looking for a place to stay that is no frills but safe this is the place to stay. We were just traveling thru and just needed a place to get a good, quiet night of sleep and this fit the build. Front desk person was nice and friendly. We had no issues. Would stay here again when in the area."
The price is CA $135
CA $146 total
includes taxes & fees
Apr 8 - Apr 9
Days Inn by Wyndham Keene NH
Centennial House
Exterior detail

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (150)
"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 $307
CA $325 total
includes taxes & fees
Mar 29 - Mar 30
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

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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 The Robinson-Broadhurst Foundation Performing Arts Ampitheater and Otter River State Forest. 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.