Find hotels in Winchendon, MA from ฿3,725

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14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

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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, (1007)
"We love this place, staff is wonderful, convently located, restaurant has great food, comfy beds"
The price is ฿4,648
฿5,192 total
includes taxes & fees
9 Nov - 10 Nov
Doubletree by Hilton Hotel Leominster
Interior
The Colonial Hotel
The Colonial Hotel
3.0 star property
8.8 out of 10, Excellent, (1010)
"Nice place"
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, (1017)
"Hotel was great."
The price is ฿4,854
฿5,266 total
includes taxes & fees
16 Oct - 17 Oct
Best Western Plus Keene Hotel
4 indoor pools, seasonal outdoor pool, pool cabanas (surcharge)
Great Wolf Lodge Boston / Fitchburg, MA
Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
8.6 out of 10, Excellent, (1000)
"Everything about this place was incredible "
The price is ฿5,831
฿6,513 total
includes taxes & fees
16 Oct - 17 Oct
Great Wolf Lodge Boston / Fitchburg, MA
Lobby
Motel 6 Leominster, MA
Motel 6 Leominster, MA
2.0 star property
8.0 out of 10, Very good, (1009)
"Clean room, quiet Walk to restaurants and shops, Reliable Internet Perfect place to stay while visiting family in the area"
The price is ฿3,518
฿3,995 total
includes taxes & fees
20 Oct - 21 Oct
Motel 6 Leominster, MA
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, (1011)
"Would stay again"
The price is ฿3,433
฿3,725 total
includes taxes & fees
1 Nov - 2 Nov
Days Inn by Wyndham Keene NH
Fireplace
Chocksett Inn and Restaurant
Chocksett Inn and Restaurant
3.5 star property
8.6 out of 10, Excellent, (136)
"Good price very clean will stay there again "
The price is ฿5,179
฿5,785 total
includes taxes & fees
15 Oct - 16 Oct
Chocksett Inn and Restaurant
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, (922)
"Nice place to stay "
The price is ฿4,075
฿4,422 total
includes taxes & fees
28 Oct - 29 Oct
Keene Elm City Hotel, an Ascend Collection Hotel
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, (429)
"Great price, close to town and really nice staff"
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Exterior
Gardner Inn
Gardner Inn
2.0 star property
5.4 out of 10, (9)
"The property needs work but hte staff was pleasant and the facility was quiet. "
The price is ฿3,225
฿3,796 total
includes taxes & fees
3 Nov - 4 Nov
Gardner Inn
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, (741)
"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 ฿5,342
฿5,796 total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Keene Downtown
Reception
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 star property
8.8 out of 10, Excellent, (335)
"Great hotel with friendly staff"
The price is ฿5,514
฿5,983 total
includes taxes & fees
3 Nov - 4 Nov
Hampton Inn & Suites Keene
Free daily continental breakfast
The Carriage Barn Inn
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (158)
"Great BB. Very charming and cozy! Will definitely stay again! "
The price is ฿6,185
฿6,711 total
includes taxes & fees
16 Oct - 17 Oct
The Carriage Barn Inn
Garden
Howarth House B&B
Howarth House B&B
3.0 star property
10.0 out of 10, Exceptional, (108)
"Beautiful gardens"
Howarth House B&B
Exterior
The Burrell House
The Burrell House
2.5 star property
9.6 out of 10, Exceptional, (150)
"Very helpful, kind staff"
The Burrell House
Reception
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3.0 star property
8.8 out of 10, Excellent, (1002)
"Lovely hotel"
The price is ฿5,114
฿5,549 total
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Keene Downtown
Free daily full breakfast
Centennial House
Centennial House
3.5 star property
9.6 out of 10, Exceptional, (168)
"The property was wonderful and the hosts exceptional❤️"
The price is ฿6,926
฿7,321 total
includes taxes & fees
22 Oct - 23 Oct
Centennial 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, (214)
"The Innkeeper was very pleasant and considerate of my schedule and had fresh bread for me."
The price is ฿5,538
฿6,008 total
includes taxes & fees
19 Oct - 20 Oct
The Birchwood Inn
Exterior
Monadnock Inn
Monadnock Inn
2.5 star property
7.6 out of 10, Good, (271)
"It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. "
Monadnock Inn
Property grounds
The Maguire House Bed & Breakfast
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 price is ฿8,958
฿8,958 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

You can take time to visit Lake Dennison State Recreation Area during your travels to Winchendon. Discover the area's waterfalls and mountain views.
See properties

Blueberry Island

Commune with nature and explore the great outdoors at Blueberry Island during your travels in Winchendon. While you're in the area, wander around the parks.
See properties

Top Winchendon Hotel Reviews

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

10/10 Excellent
"Very clean! Was nervous to stay in an “Inn” but it felt like a normal hotel!"
Allison 2-night trip
Posted 1 day ago
Riverhouse by Weekender (Formerly Jack Daniels Inn)

More cheap stays in Winchendon

Motel 6 Leominster, MA

Motel 6 Leominster, MA

48 Commercial Rd, Leominster, MA
The price is ฿3,518 per night from 20 Oct to 21 Oct
฿3,518
฿3,995 total
20 Oct - 21 Oct
includes taxes & fees
8/10 Very Good! (1,009 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: 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 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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