Find hotels in Winchendon, MA from ฿3,152

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3 Nov - 4 Nov
Tomorrow
4 Nov - 5 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

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Top 10 Winchendon hotels and places to stay

Reception
Doubletree by Hilton Hotel Leominster
Doubletree by Hilton Hotel Leominster
4.0 star property
8.6 out of 10, Excellent, (1003)
"Favorite place to stay "
United States
Edna
The price is ฿4,348
฿4,856 total
includes taxes & fees
25 Nov - 26 Nov
Doubletree by Hilton Hotel Leominster
Interior
The Colonial Hotel
The Colonial Hotel
3.0 star property
8.8 out of 10, Excellent, (1016)
"The staff at front desk were very hospitable "
United States
James
The Colonial Hotel
Premium bedding, individually decorated, individually furnished, desk
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3.0 star property
8.4 out of 10, Very good, (1007)
"Hotel was great."
United States
Heidi
The price is ฿4,817
฿5,227 total
includes taxes & fees
4 Nov - 5 Nov
Best Western Plus Keene Hotel
Fireplace
Chocksett Inn and Restaurant
Chocksett Inn and Restaurant
3.5 star property
8.6 out of 10, Excellent, (139)
"Wonderful room and excellent staff throughout the event. Servers, bartenders etc all excellent."
United States
Mark
The price is ฿5,140
฿5,742 total
includes taxes & fees
4 Nov - 5 Nov
Chocksett Inn and Restaurant
In-room safe, desk, blackout curtains, iron/ironing board
Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NH
2.0 star property
7.0 out of 10, Good, (1004)
"Great stay"
United States
Michael
The price is ฿3,270
฿3,548 total
includes taxes & fees
5 Nov - 6 Nov
Days Inn by Wyndham Keene NH
Lobby
Motel 6 Leominster, MA
Motel 6 Leominster, MA
2.0 star property
8.0 out of 10, Very good, (1031)
"Good place to rest."
United States
Quynh Nhuyen
The price is ฿2,764
฿3,152 total
includes taxes & fees
9 Nov - 10 Nov
Motel 6 Leominster, MA
Exterior
Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
8.8 out of 10, Excellent, (748)
"Perfect downtown location, most comfortable bed and nice to have complimentary breakfast and coffee!"
United States
Kristin
The price is ฿5,949
฿6,454 total
includes taxes & fees
23 Nov - 24 Nov
Fairfield Inn & Suites by Marriott Keene Downtown
Single Room | Free WiFi
Gardner Inn
Gardner Inn
2.0 star property
5.4 out of 10, (12)
"Clean room "
United States
Luis
The price is ฿3,201
฿3,575 total
includes taxes & fees
4 Nov - 5 Nov
Gardner Inn
Breakfast area
Riverhouse by Weekender (Formerly Jack Daniels Inn)
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)
Reception
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 star property
8.8 out of 10, Excellent, (343)
"Great hotel with friendly staff"
United States
Robert
The price is ฿5,473
฿5,938 total
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn & Suites Keene
Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
8.4 out of 10, Very good, (944)
"Clean room, good breakfast…..best price relative to other hotels "
United States
Susan
The price is ฿4,044
฿4,388 total
includes taxes & fees
10 Nov - 11 Nov
Keene Elm City Hotel, an Ascend Collection Hotel
Reception
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3.0 star property
8.8 out of 10, Excellent, (1004)
"Property in good condition, clean, well located in Keene."
United States
Paul
The price is ฿5,625
฿6,104 total
includes taxes & fees
6 Nov - 7 Nov
Courtyard by Marriott Keene Downtown
Free daily continental breakfast
The Carriage Barn Inn
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (163)
"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 ฿5,315
฿5,767 total
includes taxes & fees
1 Dec - 2 Dec
The Carriage Barn Inn
Garden
Howarth House B&B
Howarth House B&B
3.0 star property
10.0 out of 10, Exceptional, (109)
"Such a beautiful property with so much charm. We will be back!"
United States
Diego
Howarth House B&B
Free daily full breakfast
Centennial House
Centennial House
3.5 star property
9.6 out of 10, Exceptional, (172)
"The property was wonderful and the hosts exceptional❤️"
United States
Susan
The price is ฿5,790
฿6,120 total
includes taxes & fees
4 Nov - 5 Nov
Centennial House
Exterior
The Burrell House
The Burrell House
2.5 star property
9.6 out of 10, Exceptional, (154)
"Very helpful, kind staff"
United States
Paitris
The Burrell House
Lunch, dinner, brunch served; farm to table cuisine
The Birchwood Inn
The Birchwood Inn
3.5 star property
9.4 out of 10, Exceptional, (218)
"Rustic inn in a quaint town. We stayed during an unprecedented heat wave. The air conditioning unit had a hard time competing with the warm air that was coming out of the return. We opened the windows which worked great. A screened door on the porch door would be great. Overall easy check in/out and staff was very responsive. "
United States
John
The price is ฿5,496
฿5,963 total
includes taxes & fees
4 Nov - 5 Nov
The Birchwood Inn
Exterior
Monadnock Inn
Monadnock Inn
2.5 star property
7.6 out of 10, Good, (273)
"The owners are the best. Wonderful place, made with love. "
United States
Adele
The price is ฿4,429
฿4,806 total
includes taxes & fees
4 Nov - 5 Nov
Monadnock Inn
Property grounds
The Maguire House Bed & Breakfast
The Maguire House Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (36)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
United States
Ranjit
The price is ฿8,891
฿8,891 total
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

Lake Dennison State Recreation Area

This serene 85-acre lake offers swimming, fishing, and access to 50+ miles of mountain biking trails. Reserve one of the 150 wooded campsites early for a prime lakeside spot to fully experience this natural retreat.
See properties

Blueberry Island

Blueberry Island sits privately in Lake Monomonac, spanning the NH-MA border. While enjoying the lake's recreational offerings, respect the island's residential nature and focus on surrounding public areas instead.
See properties

Top Winchendon Hotel Reviews

Gardner Inn

Gardner Inn

10/10 Excellent
"Clean room, comfy bed, quiet guests around my room. Staff was cordial when I checked in. "
Kathy 1-night trip
Posted 12 days ago
Gardner Inn

More cheap stays in Winchendon

Motel 6 Leominster, MA

Motel 6 Leominster, MA

48 Commercial Rd, Leominster, MA
The price is ฿2,764 per night from 9 Nov to 10 Nov
฿2,764
฿3,152 total
9 Nov - 10 Nov
includes taxes & fees
8/10 Very Good! (1,028 reviews)

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.
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 9 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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