Find hotels in Winchendon, MA from AED 321

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

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

The Birchwood Inn

3.5 star property
9.4 out of 10, Exceptional, (195)
"Very cozy weekend, bed was amazingly comfortable!"
The price is AED 624
AED 677 total
includes taxes & fees
11 Apr - 12 Apr
The Birchwood Inn

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1000)
"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 AED 543
AED 607 total
includes taxes & fees
27 Apr - 28 Apr
Doubletree by Hilton Hotel Leominster

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 AED 621
AED 681 total
includes taxes & fees
13 Apr - 14 Apr
Chocksett Inn and Restaurant

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 AED 710
AED 751 total
includes taxes & fees
24 Apr - 25 Apr
Centennial House

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 AED 577
AED 626 total
includes taxes & fees
16 Apr - 17 Apr
The Carriage Barn Inn

Howarth House B&B

3.0 star property
10.0 out of 10, Exceptional, (96)
"I thought it was great."
The price is AED 790
AED 790 total
includes taxes & fees
13 Apr - 14 Apr
Howarth House B&B

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1004)
"Great location in Keene. They were in the middle of renovations (pool) and re-doing pricing for their bistro and bar. Staff were friendly and helpful. Room was spacious and quiet, the microwave was terrible in the room, and part of the shower handle fell off. Other than that, I would stay there again."
The price is AED 511
AED 554 total
includes taxes & fees
15 Apr - 16 Apr
Courtyard by Marriott Keene Downtown

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1001)
"I was in town for a wedding and it was so great that I was able to check in early! Everyone was very sweet and accommodating! Will definitely stay again when in town!"
The price is AED 509
AED 568 total
includes taxes & fees
14 Apr - 15 Apr
The Colonial Hotel

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (393)
"Clean, quiet. Good value."
The price is AED 474
AED 554 total
includes taxes & fees
13 Apr - 14 Apr
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.4 out of 10, Very Good, (937)
"Our family enjoyed so much. It’s so fun and has so much things to entertain the children. The reception was very nice and treated us with care. The hotel is very clean."
The price is AED 657
AED 875 total
includes taxes & fees
29 Apr - 30 Apr
Great Wolf Lodge Boston / Fitchburg, MA

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (124)
"It’s a beautiful property and walking distance to everywhere. "
The price is AED 638
AED 692 total
includes taxes & fees
21 Apr - 22 Apr
The Burrell House

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1001)
"A nice surprise very close to town. Very clean. Check-in was super fast and easy. The breakfast had a few additional nice touches and Lori was a great host. Make your own yogurt with toppings (inclding m&ms and also blueberries and raspberries), waffles, as well as pre-made omlettes, oats, boiled eggs. The restaurant attached had a great atmosphere and was busy on a Friday night."
The price is AED 459
AED 498 total
includes taxes & fees
13 Apr - 14 Apr
Best Western Plus Keene Hotel

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (289)
"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 AED 514
AED 558 total
includes taxes & fees
16 Apr - 17 Apr
Hampton Inn & Suites Keene

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (698)
"Perfect spot, right in the middle of everything. Staff was great and rooms were, spacious, clean and quiet."
The price is AED 544
AED 590 total
includes taxes & fees
16 Apr - 17 Apr
Fairfield Inn & Suites by Marriott Keene Downtown

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 AED 448
AED 486 total
includes taxes & fees
27 Apr - 28 Apr
Holiday Inn Express Keene by IHG

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 AED 1,010
AED 1,010 total
includes taxes & fees
16 Apr - 17 Apr
The Maguire House Bed & Breakfast

Motel 6 Leominster, MA

2.0 star property
8.0 out of 10, Very Good, (1004)
"Check in was friendly as usually but the room smelt like cigarettes even though it is non smoking. Just delt with it rather than changing rooms. Other times we have not had this issue here but this time was bad."
The price is AED 321
AED 366 total
includes taxes & fees
1 May - 2 May
Motel 6 Leominster, MA

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (264)
"owners are very nice "
The price is AED 559
AED 607 total
includes taxes & fees
13 Apr - 14 Apr
Monadnock Inn

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1001)
"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 AED 343
AED 373 total
includes taxes & fees
1 May - 2 May
Days Inn by Wyndham Keene NH
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.
Don't see what you're looking for?
See all available properties in Winchendon
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Winchendon

Escape to Winchendon! Enjoy its parks.

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.