Find hotels in Winchendon, MA from ¥15,095

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Compare 204 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Winchendon hotels

The Birchwood Inn

3.5 star property
9.4 out of 10, Exceptional, (212)
"The Innkeeper was very pleasant and considerate of my schedule and had fresh bread for me."
The price is ¥25,094
¥27,227 total
includes taxes & fees
Sep 28 - Sep 29
The Birchwood Inn

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1017)
"Nice but a little pricey for the location. Good breakfast."
The price is ¥23,097
¥25,799 total
includes taxes & fees
Oct 5 - Oct 6
Doubletree by Hilton Hotel Leominster

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.6 out of 10, Excellent, (1010)
"Amazing time with the family, I will definitely come back❤️"
The price is ¥26,639
¥29,756 total
includes taxes & fees
Oct 1 - Oct 2
Great Wolf Lodge Boston / Fitchburg, MA

Chocksett Inn and Restaurant

3.5 star property
8.8 out of 10, Excellent, (134)
"Good price very clean will stay there again "
The price is ¥23,470
¥26,216 total
includes taxes & fees
Sep 28 - Sep 29
Chocksett Inn and Restaurant

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1013)
"Very convenient and clean hotel with well appointed rooms, easy and plentiful parking. "
The Colonial Hotel

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (164)
"The property was wonderful and the hosts exceptional❤️"
The price is ¥33,317
¥35,216 total
includes taxes & fees
Sep 29 - Sep 30
Centennial House

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very Good, (1014)
"It was nice place at price point for a quick stay"
The price is ¥21,994
¥23,863 total
includes taxes & fees
Sep 29 - Sep 30
Best Western Plus Keene Hotel

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (144)
"Beautiful room, beautiful house, fun area!"
The Burrell House

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (156)
"Very quiet and peaceful but at the same time it's right down the street from Main Street. Joe the owner was so nice! "
The price is ¥26,148
¥28,371 total
includes taxes & fees
Sep 29 - Sep 30
The Carriage Barn Inn

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
8.4 out of 10, Very Good, (901)
"the breakfast was good… rooms clean "
The price is ¥18,466
¥20,035 total
includes taxes & fees
Oct 1 - Oct 2
Keene Elm City Hotel, an Ascend Collection Hotel

Howarth House B&B

3.0 star property
10.0 out of 10, Exceptional, (106)
"Beautiful gardens"
Howarth House B&B

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 Maguire House Bed & Breakfast

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1003)
"Convenient to shopping and dining."
The price is ¥27,898
¥30,270 total
includes taxes & fees
Sep 29 - Sep 30
Courtyard by Marriott Keene Downtown

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (424)
"Great price, close to town and really nice staff"
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (333)
"Great hotel with friendly staff"
The price is ¥24,497
¥26,580 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn & Suites Keene

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (739)
"We stayed in the loft room and it was great! Right downtown, free parking right out the back and the staff is super nice. I would definitely go back!"
The price is ¥23,811
¥25,835 total
includes taxes & fees
Oct 19 - Oct 20
Fairfield Inn & Suites by Marriott Keene Downtown

Motel 6 Leominster, MA

2.0 star property
8.0 out of 10, Very Good, (1010)
"Very nice place "
The price is ¥13,283
¥15,132 total
includes taxes & fees
Sep 28 - Sep 29
Motel 6 Leominster, MA

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (270)
"It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. "
Monadnock Inn

Days Inn by Wyndham Keene NH

2.0 star property
7.0 out of 10, Good, (1007)
"Would stay again"
The price is ¥13,913
¥15,095 total
includes taxes & fees
Sep 29 - Sep 30
Days Inn by Wyndham Keene NH

Gardner Inn

2.0 star property
5.0 out of 10, (8)
"The property needs work but hte staff was pleasant and the facility was quiet. "
The price is ¥14,243
¥16,764 total
includes taxes & fees
Sep 28 - Sep 29
Gardner Inn
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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Top Winchendon Hotel Reviews

More cheap stays in Winchendon

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Frequently asked questions

What's the best place to stay in Winchendon?

Based on Expedia's traveler preferences, Modern Waterfront Gem w/ Dock on Lake Monomonac is a top place to stay in Winchendon. Other good choices for your trip to the area are The Colonial Hotel and Motel 6 Leominster, MA. See all available top hotels, or vacation rentals in Winchendon.

What are some of the best vacation rentals in Winchendon?

Quiet private pond getaway: This vacation home rental outside Winchendon is located in the mountains and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. 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?

The Colonial Hotel: Offers a sauna, an indoor pool, and free self parking. Doubletree by Hilton Hotel Leominster and Keene Elm City Hotel, an Ascend Collection Hotel 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 Millers River, V F W Park, and Blueberry Island. A couple of additional sights to add to your agenda are Lake Dennison State Recreation Area 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.

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