Find hotels in Winchendon, MA from ￥13,741

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Jan 5 - Jan 6
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Jan 6 - Jan 7
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Jan 9 - Jan 11
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Our top choices for Winchendon hotels

Property grounds
The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
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 ￥38,387
￥38,387 total
includes taxes & fees
Jan 7 - Jan 8
The Maguire House Bed & Breakfast
Double Room | Free WiFi
Gardner Inn

Gardner Inn

Gardner Inn
2.0 star property
Gardner
5.4 out of 10, (18)
"The property needs work but hte staff was pleasant and the facility was quiet. "
United States
Lou
The price is ￥15,527
￥17,343 total
includes taxes & fees
Jan 6 - Jan 7
Gardner Inn
Interior
The Colonial Hotel

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1003)
"Easy checkin, pleasant staff and clean room. "
United States
Susan
The Colonial Hotel
Lobby
Motel 6 Leominster, MA

Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.2 out of 10, Very Good, (1009)
"I always have a great stay."
United States
alice
The price is ￥12,702
￥14,503 total
includes taxes & fees
Jan 11 - Jan 12
Motel 6 Leominster, MA
Reception
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.6 out of 10, Excellent, (1006)
"The hotel was very nice and the restaurant was a nice establishment. "
United States
Dina
The price is ￥22,378
￥24,996 total
includes taxes & fees
Jan 11 - Jan 12
Doubletree by Hilton Hotel Leominster
Fireplace
Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.6 out of 10, Excellent, (145)
"Staff was wonderful. Would highly recommend this hotel."
United States
Paul
The price is ￥26,506
￥29,607 total
includes taxes & fees
Jan 6 - Jan 7
Chocksett Inn and Restaurant
Breakfast area
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
Peterborough
9.4 out of 10, Exceptional, (440)
"Room was clean, spacious and staff was pleasant. "
United States
Susan
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Free daily full breakfast
Centennial House

Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (173)
"great proprietors beautiful vintage home excellent breakfast"
United States
JAMES
The price is ￥28,110
￥29,712 total
includes taxes & fees
Jan 11 - Jan 12
Centennial House
Garden
Howarth House B&B

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (110)
"Beautiful place, great hospitality! "
United States
andrew
Howarth House B&B
In-room safe, desk, blackout drapes, iron/ironing board
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1001)
"Checkin was quick. I like the pre-check in process."
United States
Anthony
The price is ￥12,665
￥13,741 total
includes taxes & fees
Jan 7 - Jan 8
Days Inn by Wyndham Keene NH
Free daily continental breakfast
The Carriage Barn Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (166)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is ￥18,389
￥19,952 total
includes taxes & fees
Jan 11 - Jan 12
The Carriage Barn Inn
Exterior
The Burrell House

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (156)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
The Burrell House
Exterior
Monadnock Inn

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.6 out of 10, Good, (277)
"The room was comfortable and clean wwhen we arrived "
United States
Peter
Monadnock Inn
Reception
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1006)
"Very comfortable and clean."
United States
Christina
The price is ￥25,197
￥27,339 total
includes taxes & fees
Jan 16 - Jan 17
Courtyard by Marriott Keene Downtown
Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very Good, (974)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
The price is ￥21,017
￥22,804 total
includes taxes & fees
Jan 6 - Jan 7
Keene Elm City Hotel, an Ascend Collection Hotel
Exterior
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
Keene
8.8 out of 10, Excellent, (758)
"Room spacious, breakfast good, poor directions to parking, snow covered disability ramp."
United States
Stephanie
The price is ￥28,859
￥31,312 total
includes taxes & fees
Jan 22 - Jan 23
Fairfield Inn & Suites by Marriott Keene Downtown
Reception
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (362)
"Room is very clean , breakfast is good and fresh .coffee serve well all time . Will back to stay again . "
United States
Raymond
The price is ￥26,642
￥28,907 total
includes taxes & fees
Feb 1 - Feb 2
Hampton Inn & Suites Keene
Premium bedding, individually decorated, individually furnished, desk
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1002)
"Great stay pool was very nice"
United States
Patrick
The price is ￥23,369
￥25,356 total
includes taxes & fees
Jan 6 - Jan 7
Best Western Plus Keene Hotel
Dinner served, farm to table cuisine
The Birchwood Inn

The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (225)
"A wonderful historic Inn. Great resturant and lovely accommodations . A very gracious host."
United States
Anonymous traveler
The price is ￥27,447
￥29,781 total
includes taxes & fees
Jan 8 - Jan 9
The Birchwood Inn
4 indoor pools, seasonal outdoor pool, cabanas (surcharge)
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1013)
"The room was clean, the staff was very nice!"
United States
Entela
The price is ￥25,267
￥28,223 total
includes taxes & fees
Feb 3 - Feb 4
Great Wolf Lodge Boston / Fitchburg, MA
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.
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Winchendon Town Hall

The Winchendon Municipal Building serves as the town's administrative center. Visitors can observe civic operations during business hours and occasionally attend public meetings.
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Learn more about Winchendon

Toy Town's charm comes alive at the Old Murdock Senior Center, where the town's unique toy-making history is celebrated. Lake Dennison Recreation Area offers perfect summer swimming, while winter visitors can explore nearby Wachusett Mountain for skiing in Princeton.

See all hotels in Winchendon
The Millers River in Winchendon, Massachusetts

Top Winchendon Hotel Reviews

Motel 6 Leominster, MA

Motel 6 Leominster, MA

10/10 Excellent
"Best staff ever"
PAUL 1-night trip
Posted 3 days ago
Motel 6 Leominster, MA

More cheap stays in Winchendon

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
The price is ￥12,665 per night from Jan 7 to Jan 8
￥12,665
￥13,741 total
Jan 7 - Jan 8
includes taxes & fees
7/10 Good! (1,000 reviews)

Frequently asked questions

What's the best place to stay in Winchendon?
Based on Expedia's traveler preferences, Cozy Lakefront Cottage 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 The Colonial Hotel. See all available top hotels, or vacation rentals in Winchendon.
What are some of the best vacation rentals in Winchendon?
Cozy Lakefront Cottage: Visitors like this Winchendon vacation home rental. It is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of books. 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: Resort, 9-minute walk from Great Wolf Lodge Waterpark. Features 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 11 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 Wendall P. Clark Memorial, Millers River, and Hyde Park. A couple of additional sights to add to your agenda are Lake Dennison State Recreation Area and Winchendon Town Hall. 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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