Find hotels in Winchendon, MA from 2.402.723 ₫

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Check prices for these dates

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Winchendon hotels

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, (968)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
The price is 3.100.025 ₫
3.363.448 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Keene Elm City Hotel, an Ascend Collection Hotel
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, (1001)
"The hotel was very nice and the restaurant was a nice establishment. "
United States
Dina
The price is 3.431.080 ₫
3.832.517 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Doubletree by Hilton Hotel Leominster
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, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is 3.349.378 ₫
3.634.075 ₫ total
includes taxes & fees
29 Dec - 30 Dec
The Carriage Barn Inn
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, (1007)
"Very clean room and helpful, friendly staff !"
United States
Ralph
The price is 2.128.579 ₫
2.430.296 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Motel 6 Leominster, MA
Interior
The Colonial Hotel

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1000)
"Easy checkin, pleasant staff and clean room. "
United States
Susan
The Colonial Hotel
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, (1001)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is 3.653.198 ₫
3.963.851 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Best Western Plus Keene Hotel
In-room safe, desk, blackout curtains, 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, (1000)
"Checkin was quick. I like the pre-check in process."
United States
Anthony
The price is 2.214.491 ₫
2.402.723 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Days Inn by Wyndham Keene NH
Reception
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (358)
"Clean comfy nice staff "
United States
Katherine
The price is 4.328.120 ₫
4.696.010 ₫ total
includes taxes & fees
25 Jan - 26 Jan 2026
Hampton Inn & Suites Keene
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 4.730.760 ₫
5.132.875 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Fairfield Inn & Suites by Marriott Keene Downtown
Fireplace
Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.6 out of 10, Excellent, (144)
"Fine for an overnight stay. Seems to be one of the better options in the area. Room clean and spacious. "
United States
Ayah
The price is 4.178.838 ₫
4.667.683 ₫ total
includes taxes & fees
28 Dec - 29 Dec
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, (437)
"Super cute place! Would stay here again"
United States
Danielle
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Exterior
The Burrell House

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (156)
"Very helpful, kind staff"
United States
Paitris
The Burrell House
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, (1001)
"Very comfortable and clean."
United States
Christina
The price is 4.730.760 ₫
5.132.875 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Courtyard by Marriott Keene Downtown
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 traveller
The price is 4.467.940 ₫
4.847.715 ₫ total
includes taxes & fees
29 Dec - 30 Dec
The Birchwood Inn
4 indoor pools, seasonal outdoor pool, 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, (1000)
"The room was clean, the staff was very nice!"
United States
Entela
The price is 4.234.030 ₫
4.729.412 ₫ total
includes taxes & fees
26 Jan - 27 Jan 2026
Great Wolf Lodge Boston / Fitchburg, MA
Free daily full breakfast
Centennial House

Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (173)
"The house was cozy and inviting. Felt the history all around me and the breakfast made and served by Joan was great. We recommend this place for those looking for that historical b&b experience. "
United States
Paul
The price is 5.292.538 ₫
5.594.212 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Centennial House
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 7.227.550 ₫
7.227.550 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
The Maguire House Bed & Breakfast
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
Double Room | Free WiFi
Gardner Inn

Gardner Inn

Gardner Inn
2.0 star property
Gardner
5.6 out of 10, (17)
"The property needs work but hte staff was pleasant and the facility was quiet. "
United States
Lou
The price is 2.601.918 ₫
2.906.264 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Gardner Inn
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
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.
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Wendall P. Clark Memorial

After visiting Wendall P. Clark Memorial, make a plan to see the other sights and activities in Winchendon. While you're in the area, wander around the parks.
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Learn more about Winchendon

Toy Town's charm comes alive at the Old Murdock Senior Centre, 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

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 2 months ago
Gardner Inn

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 2.214.491 ₫ per night from 31 Dec to 1 Jan
2.214.491 ₫
2.402.723 ₫ total
31 Dec - 1 Jan 2026
includes taxes & fees
7/10 Good! (999 reviews)

Hotels in Winchendon with star rating

Frequently asked questions

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.