Winchendon Chalets

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In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Chalets in Winchendon

No exact matches found, but these alternatives could be just right

Recommended hotels in Winchendon

Exterior
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, (958)
"Enjoyed the breakfast options and the very comfortable bed. "
Canada
Nancy
$109 nightly
The price is $118
Dec 28 - Dec 29
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel
Exterior
Motel 6 Leominster, MA

Motel 6 Leominster, MA

2.0 star property
Leominster
8.0 out of 10, Very Good, (1001)
"Not like other Motel 6 hotels that I have stayed at. Room was clean and friendly staff. Restaurants nearby to walk to."
United States
Mike
$83 nightly
The price is $92
Dec 11 - Dec 12
Total with taxes and fees
Motel 6 Leominster, MA
Exterior
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

4.0 star property
Leominster
8.6 out of 10, Excellent, (1001)
"Always a great place to stay! Friendly, clean and comfortable. "
United States
Lynn
$126 nightly
The price is $141
Dec 14 - Dec 15
Total with taxes and fees
Doubletree by Hilton Hotel Leominster
Exterior
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (352)
"Clean comfy nice staff "
United States
Katherine
$147 nightly
The price is $160
Dec 23 - Dec 24
Total with taxes and fees
Hampton Inn & Suites Keene
Front of property
The Colonial Hotel

The Colonial Hotel

3.0 star property
Gardner
8.8 out of 10, Excellent, (1001)
"Great hotel, fantastic restaurant, wonderful place!"
United States
Kate
$160 nightly
The price is $179
Dec 8 - Dec 9
Total with taxes and fees
The Colonial Hotel
Property amenity
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very Good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
$139 nightly
The price is $151
Dec 8 - Dec 9
Total with taxes and fees
Best Western Plus Keene Hotel
Exterior
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, (755)
"Front desk pleasant and helpful Breakfast was good Room was spacious and clean Able to walk to shopping and dining. "
United States
Stephen
$180 nightly
The price is $195
Jan 1 - Jan 2, 2026
Total with taxes and fees
Fairfield Inn & Suites by Marriott Keene Downtown
Front of property
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
$132 nightly
The price is $144
Dec 29 - Dec 30
Total with taxes and fees
The Carriage Barn Inn
Exterior
The Burrell House

The Burrell House

2.5 star property
Keene
9.6 out of 10, Exceptional, (155)
"Very helpful, kind staff"
United States
Paitris
$134 nightly
The price is $145
Dec 8 - Dec 9
Total with taxes and fees
The Burrell House
Exterior
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2.0 star property
Keene
7.0 out of 10, Good, (1001)
"Not exactly spotless by the experience was better than at the Courtyard by Marriott on Railroad St. in Keene NH."
United States
Miroslaw
$96 nightly
The price is $104
Dec 31 - Jan 1, 2026
Total with taxes and fees
Days Inn by Wyndham Keene NH
Front of property
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, (433)
"Super cute place! Would stay here again"
United States
Danielle
$189 nightly
The price is $205
Dec 8 - Dec 9
Total with taxes and fees
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Front of property
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
$159 nightly
The price is $178
Dec 8 - Dec 9
Total with taxes and fees
Chocksett Inn and Restaurant
Exterior
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1000)
"Everything about this place was incredible "
United States
Jaida
$179 nightly
The price is $200
Dec 10 - Dec 11
Total with taxes and fees
Great Wolf Lodge Boston / Fitchburg, MA
Exterior detail
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
$201 nightly
The price is $213
Dec 26 - Dec 27
Total with taxes and fees
Centennial House
Exterior
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Westminster
9.6 out of 10, Exceptional, (29)
"Nice location and a very cool place to stay "
United States
Samson M.
$341 nightly
The price is $374
Dec 9 - Dec 10
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Front of property
The Birchwood Inn

The Birchwood Inn

3.5 star property
Temple
9.4 out of 10, Exceptional, (224)
"A wonderful historic Inn. Great resturant and lovely accommodations . A very gracious host."
United States
Anonymous traveler
$170 nightly
The price is $184
Dec 9 - Dec 10
Total with taxes and fees
The Birchwood Inn
Exterior
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
$89 nightly
The price is $100
Jan 4 - Jan 5, 2026
Total with taxes and fees
Gardner Inn
Exterior
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Fitzwilliam
10.0 out of 10, Exceptional, (13)
"Loved the area"
United States
Jose R.
$192 nightly
The price is $208
Dec 8 - Dec 9
Total with taxes and fees
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Exterior
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Peterborough
9.8 out of 10, Exceptional, (30)
"Fully equipped kitchen, comfortable open floor plan, easy walk to downtown and very hospitable—thank you—we’d like to stay here again next year!"
United States
Mark
$124 nightly
The price is $135
Dec 9 - Dec 10
Total with taxes and fees
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Exterior
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3.0 star property
Keene
8.8 out of 10, Excellent, (1003)
"Lovely hotel"
United States
ronald
$180 nightly
The price is $195
Dec 14 - Dec 15
Total with taxes and fees
Courtyard by Marriott Keene Downtown
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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Top Winchendon Hotel Reviews

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

10/10 Excellent
"Very clean. Staff was friendly. "
Bryan 1-night trip
Posted 5 days ago
Doubletree by Hilton Hotel Leominster

Find out more about Winchendon

Winchendon Chalets information

Number of reviews
10,417
Accommodation
3 Chalets
Lowest Price
$92
Highest Price
$374

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