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Top hotels and accommodation in Winchendon

Doubletree by Hilton Hotel Leominster
4.0 star property
8.6 out of 10, Excellent, (1004)
"We love this place, staff is wonderful, convently located, restaurant has great food, comfy beds"
United States
Claudia
The price is AU$231
includes taxes & fees
25 Nov - 26 Nov
Doubletree by Hilton Hotel Leominster
The Colonial Hotel
3.0 star property
8.8 out of 10, Excellent, (1005)
"Great hotel, fantastic restaurant, wonderful place!"
United States
Kate
The Colonial Hotel
Best Western Plus Keene Hotel
3.0 star property
8.4 out of 10, Very good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is AU$248
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Keene Hotel
Days Inn by Wyndham Keene NH
2.0 star property
7.0 out of 10, Good, (1000)
"Comfortable night stay. Would repeat "
United States
michael
The price is AU$169
includes taxes & fees
2 Nov - 3 Nov
Days Inn by Wyndham Keene NH
Motel 6 Leominster, MA
2.0 star property
8.0 out of 10, Very good, (1025)
"Clean room, quiet Walk to restaurants and shops, Reliable Internet Perfect place to stay while visiting family in the area"
United States
Jennifer
The price is AU$165
includes taxes & fees
2 Nov - 3 Nov
Motel 6 Leominster, MA
Chocksett Inn and Restaurant
3.5 star property
8.6 out of 10, Excellent, (136)
"Wonderful room and excellent staff throughout the event. Servers, bartenders etc all excellent."
United States
Mark
The price is AU$273
includes taxes & fees
26 Oct - 27 Oct
Chocksett Inn and Restaurant
Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
8.4 out of 10, Very good, (934)
"Clean room, good breakfast…..best price relative to other hotels "
United States
Susan
The price is AU$216
includes taxes & fees
2 Nov - 3 Nov
Keene Elm City Hotel, an Ascend Collection Hotel
Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
8.8 out of 10, Excellent, (745)
"Front desk pleasant and helpful Breakfast was good Room was spacious and clean Able to walk to shopping and dining. "
United States
Stephen
The price is AU$282
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Keene Downtown
Gardner Inn
2.0 star property
5.8 out of 10, (10)
"The property needs work but hte staff was pleasant and the facility was quiet. "
United States
Lou
The price is AU$170
includes taxes & fees
2 Nov - 3 Nov
Gardner Inn
Hampton Inn & Suites Keene
2.5 star property
8.8 out of 10, Excellent, (340)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
United States
Nchabanu
The price is AU$274
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn & Suites Keene
Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
9.4 out of 10, Exceptional, (431)
"Great price, close to town and really nice staff"
United States
Nancy
Riverhouse by Weekender (Formerly Jack Daniels Inn)
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (162)
"This BNB is delightful. Great location and easy to find in town. Lovely house, room, easy check in, and the owner was great. The owner was there when we checked in and gave us a tour and recommendations for dinner in town. Downtown is just darling and easy walking around the town square. Dinner in town was excellent as well. I would highly recommend a stay here to anyone. "
United States
Tina
The price is AU$301
includes taxes & fees
20 Nov - 21 Nov
The Carriage Barn Inn
Courtyard by Marriott Keene Downtown
3.0 star property
8.8 out of 10, Excellent, (1001)
"Convenient to shopping and dining."
United States
Satomi
The price is AU$275
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Keene Downtown
Howarth House B&B
3.0 star property
10.0 out of 10, Exceptional, (109)
"Beautiful gardens"
United States
Christine
Howarth House B&B
The Burrell House
2.5 star property
9.6 out of 10, Exceptional, (152)
"Very helpful, kind staff"
United States
Paitris
The Burrell House
Centennial House
3.5 star property
9.6 out of 10, Exceptional, (171)
"Great breakfast, friendly staff"
United States
William
The price is AU$298
includes taxes & fees
2 Nov - 3 Nov
Centennial House
The Birchwood Inn
3.5 star property
9.4 out of 10, Exceptional, (217)
"Enjoyed our stay, very quaint and historic."
United States
Paul
The price is AU$283
includes taxes & fees
28 Oct - 29 Oct
The Birchwood Inn
Monadnock Inn
2.5 star property
7.6 out of 10, Good, (272)
"Hi it’s a beautiful inn and very comfortable "
United States
Alan
Monadnock Inn
The Maguire House Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (36)
"I was looking for basic lodging while attending a funeral. This was such an amazing place to stay that I'm planning to come back next year for a relaxing vacation, sitting on the back deck looking at the lake, enjoying a cold drink and a good book."
United States
Helene
The price is AU$410
includes taxes & fees
12 Nov - 13 Nov
The Maguire House Bed & Breakfast
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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Stay near popular Winchendon attractions

Top Winchendon Hotel Reviews

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Frequently asked questions

What's the best place to stay in Winchendon?
Based on Expedia's traveller preferences, Modern Waterfront Gem w/ Dock on Lake Monomonac is a top place to stay in Winchendon. Other good choices for your stay in 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 holiday rentals that Winchendon has to offer?
Charming Waterfront Log Cabin: This holiday home rental outside Winchendon is located on the waterfront, and has a garden, a BBQ 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 that 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 most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchendon.
What are some hotels with pools in Winchendon?
The Colonial Hotel: Features 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 with an on-site pool. View all hotels with pools in Winchendon.
What is staying in Winchendon like?
Visitors can enjoy all that Winchendon has to offer, including its parks. In Winchendon, there are 10 hotels and other accommodation options to choose from. Find out more about Winchendon.
What are the top places to visit 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 itinerary are Lake Dennison State Recreation Area and Wetmore Trailhead. Take a look at what more there is to see and do in Expedia's Winchendon guide.
What's the seasonal weather in Winchendon?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchendon are January, March, February and November, with each month seeing an average of 19 cm of snowfall.

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