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Check Winchendon hotel prices

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Jun 1 - Jun 2
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Compare 181 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

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
7.4 out of 10, Good, (880)
"Clean, quiet and lovely breakfast options"
The price is $95
$103 total
includes taxes & fees
Jun 2 - Jun 3
Days Inn by Wyndham Keene NH
Courtyard by Marriott Keene Downtown
Hypo-allergenic bedding, in-room safe, desk, laptop workspace
Courtyard by Marriott Keene Downtown
3.0 star property
8.8 out of 10, Excellent, (907)
"Nice hotel, friendly staff. The outdoor doors are all mostly broken which is inconvenient when traveling with a dog."
The price is $129
$140 total
includes taxes & fees
Jun 2 - Jun 3
Courtyard by Marriott Keene Downtown
Best Western Plus Keene Hotel
Interior entrance
Best Western Plus Keene Hotel
3.0 star property
8.2 out of 10, Very Good, (1002)
"Front desk staff was amazing and made our stay very nice and comforting "
The price is $140
$152 total
includes taxes & fees
Jun 9 - Jun 10
Best Western Plus Keene Hotel
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Holiday Inn Express Keene, an IHG Hotel
Indoor pool
Holiday Inn Express Keene, an IHG Hotel
2.5 star property
8.4 out of 10, Very Good, (720)
"Clean and quiet."
The price is $125
$136 total
includes taxes & fees
Jun 2 - Jun 3
Holiday Inn Express Keene, an IHG Hotel
Hampton Inn & Suites Keene
Reception
Hampton Inn & Suites Keene
2.5 star property
9.0 out of 10, Wonderful, (174)
"Stayed here while visiting camp spofford. Hotel was very clean and well kept. I was impressed by the cleanliness of the grounds. Only thing was the breakfast was limited and the pool wasn’t heated as told but otherwise a great hotel choice when visiting the area "
The price is $123
$134 total
includes taxes & fees
Jul 1 - Jul 2
Hampton Inn & Suites Keene
Econo Lodge Brattleboro
View from room
Econo Lodge Brattleboro
2.0 star property
5.8 out of 10, (487)
"Clean quiet and affordable place with a friendly staff. Small critique: put a small shelf in the shower for shampoo/soap etc. "
The price is $126
$139 total
includes taxes & fees
Jun 2 - Jun 3
Econo Lodge Brattleboro
The Inn At Crumpin Fox
Terrace/patio
The Inn At Crumpin Fox
2.5 star property
9.2 out of 10, Wonderful, (226)
"Not fancy, but clean and friendly "
The price is $170
$190 total
includes taxes & fees
Jun 12 - Jun 13
The Inn At Crumpin Fox
The Carriage Barn Inn
Free daily continental breakfast
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (122)
"Great nights stay and very walkable to the center of town. The host Joe was awesome!"
The price is $225
$244 total
includes taxes & fees
Jun 2 - Jun 3
The Carriage Barn Inn
Latchis Hotel
Interior
Latchis Hotel
2.5 star property
8.4 out of 10, Very Good, (569)
"This was our second time staying at the Latchis Hotel and we had another great visit. The room we had was clean and comfortable with a great view of the mountains. The staff was great and friendly as well. "
The price is $140
$154 total
includes taxes & fees
Jun 2 - Jun 3
Latchis Hotel
Centennial House
Exterior detail
Centennial House
3.5 star property
9.4 out of 10, Exceptional, (128)
"The owners of this historic home are exceptionally helpful with all of the details for a pleasant visit. The particular highlight is the marvelous and creative breakfasts, in our case especially the frittatas and raspberry turnovers, which we wished we could take home by the dozen."
The price is $199
$210 total
includes taxes & fees
Jun 4 - Jun 5
Centennial House
The One Cat B&B
Exterior detail
The One Cat B&B
2.5 star property
9.6 out of 10, Exceptional, (68)
"A wonderful B&B that could use a thorough cleaning. Cute, full of books, great owners and their two cats!"
The price is $200
$220 total
includes taxes & fees
Jun 3 - Jun 4
The One Cat B&B
Lakefront Orange Vacation Rental - Pet Friendly!
Property grounds
Lakefront Orange Vacation Rental - Pet Friendly!
10.0 out of 10, Exceptional, (7)
"The setting was beautiful and quiet. The creature comforts (snacks, lots of towels, toiletries) were thoughtful and plentiful. I went paddle-boarding (brought my own) and a swim. I will definitely stay there again!"
Lakefront Orange Vacation Rental - Pet Friendly!
Enjoy your stay in an antique home in an antique toy museum!
Interior
Enjoy your stay in an antique home in an antique toy museum!
9.2 out of 10, Wonderful, (7)
"A unique enjoyable experience "
The price is $395
$522 total
includes taxes & fees
Jun 2 - Jun 3
Enjoy your stay in an antique home in an antique toy museum!
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!
Interior
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!
10.0 out of 10, Exceptional, (130)
"The property is beautiful and has so many activities from walking in the woods and going out on the water to staying inside and enjoying the game room. Highly recommend!"
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Fridge, microwave, stovetop, coffee/tea maker
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
10.0 out of 10, Exceptional, (22)
"This property is fairytale cute, so welcoming and relaxing. We had a beautiful stay in Vermont thanks to this location. And there were surprise puppies on site!!!!! Honestly this was the kind of trip that gives you confidence in vacation rentals. Clean, wonderfully decorated, off the beaten path a truly relaxing stay! Go outside at night!!!! We dont have stars like that in the city."
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Spectacular Mountain views with all the amentities nearby
1 bedroom, iron/ironing board, free WiFi, bed sheets
Spectacular Mountain views with all the amentities nearby
9.8 out of 10, Exceptional, (40)
"It was very welcoming and comfortable! Highly recommend!"
Spectacular Mountain views with all the amentities nearby
Downtown Hot Tub Escape
Property grounds
Downtown Hot Tub Escape
9.6 out of 10, Exceptional, (4)
"We had a work get together and it is was perfect. There was a nice spot outside to socialize, and all of the sleeping areas were very comfy. Great stay."
The price is $175
$340 total
includes taxes & fees
Jun 2 - Jun 3
Downtown Hot Tub Escape
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Exterior
Cozy Updated Log Cabin with Mountain Views close to Monadnock
9.6 out of 10, Exceptional, (18)
"We absolutely loved the privacy and seclusion of the property. Everything was clean and tidy, minus some trash that was left around the firepit, presumably from a previous guest, that we cleaned up. The kitchen was well stocked with cooking tools and the bathroom was just big enough. Guests should take note though that the shower was definitely a tight fit for my 6'1" husband and the furniture was also a struggle for him. One of the beds was only about 4 inches off the ground and the seating was...
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Charming Waterfront Log Cabin
Interior
Charming Waterfront Log Cabin
9.8 out of 10, Exceptional, (26)
"Had some work in the area and decided to avoid hotels, etc. Found the property to be really peaceful and relaxing."
The price is $180
$395 total
includes taxes & fees
Jun 12 - Jun 13
Charming Waterfront Log Cabin
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Lake
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
10.0 out of 10, Exceptional, (8)
"The house was superb for our family visit! We enjoyed it all! Linda was a perfect hostess…,so attentive!"
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Don't see what you're looking for?
See all available properties in Winchendon
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.

Stay near popular Winchendon attractions

Image for Lake Dennison State Recreation Area

Lake Dennison State Recreation Area

Explore the great outdoors at Lake Dennison State Recreation Area, a lovely green space in Winchendon. Discover the area's waterfalls and mountain views.

See properties
Lake Dennison State Recreation Area

Winchendon Travel Info

Number of reviews
5,419
Accommodation
181 hotels
Highest price
$395
Lowest price
$95
Reasons to visit
Doanes Falls, Dunn State Park and Lake Dennison State Recreation Area

Frequently asked questions

What's the best place to stay in Winchendon?

Based on Expedia's traveler preferences, Enjoy your stay in an antique home in an antique toy museum! is a top place to stay in Winchendon. Other good choices for your trip to the area are Great Wolf Lodge Boston / Fitchburg, MA 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?

Charming Waterfront Log Cabin: This vacation home rental outside of Winchendon is located on the waterfront and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. 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 8 hotels and other accommodations to choose from. Find out more about Winchendon.

What should I see while I'm in Winchendon?

The picturesque setting of Lake Dennison State Recreation Area and Millers River exemplify the area's natural beauty. Additionally, you might want to add Wetmore Trailhead to your itinerary. 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, April, March, and February, with each month seeing an average of 9 inches of snowfall.

Recent reviews of Winchendon hotels
Expedia verified reviews

Motel 6 Leominster, MA

Motel 6 Leominster, MA

5/5 Excellent
"Had a good weekend, great room. Good area. "
A verified traveler stayed at Motel 6 Leominster, MA
Posted 3 days ago
Motel 6 Leominster, MA