A hilly landscape with a tower on top, dense forest, and a cloudy sky.

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchendon

A two-story white house with black shutters, a porch, and an American flag.

1. Enjoy your stay in an antique home in an antique toy museum!

Enjoy your stay in an antique home in an antique toy museum!
Winchendon
9.4 out of 10, Exceptional, (10 reviews)
"What a fun stay! Great communication with the property manager Don, cute town, lots of American history to be discovered, fun stay. 10/10 highly recommend!!!"
United States
Katja Z.
The price is CA $459
CA $523 total
includes taxes & fees
Nov 9 - Nov 10
Enjoy your stay in an antique home in an antique toy museum!
A parking lot with several cars, a building with a red roof and the sign 'Friendly's,' and a road with wet conditions.

2. Gardner Inn

Gardner Inn
2.0 star property
Gardner
7.8 out of 10, Good, (97 reviews)
"It was a very good stay for the price. Very clean and the location was very good. I would definitely stay here again."
United States
Leila
The price is CA $148
CA $165 total
includes taxes & fees
Dec 1 - Dec 2
Gardner Inn
A brick building with a steeple, arched windows, and flags.

3. The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
9.0 out of 10, Wonderful, (1,002 reviews)
"We love this hotel! We stay every year when we go to Wachusett Mountain"
United States
Mollie
The price is CA $201
CA $225 total
includes taxes & fees
Dec 9 - Dec 10
The Colonial Hotel
A motel with a prominent '6' sign, a balcony, and a 'Welcome' entrance.

4. Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.4 out of 10, Very good, (1,013 reviews)
"Clean room, staff was helpful and even tho I only stayed 2 nights I felt safe and comfortable. Would stay again when in the area."
United States
Ruth
The price is CA $132
CA $150 total
includes taxes & fees
Nov 22 - Nov 23
Motel 6 Leominster, MA
A hotel with a modern design, featuring a prominent tree in the foreground and a clear view of the sky.

5. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.8 out of 10, Excellent, (1,000 reviews)
"Good customer service and great location"
United States
louis
The price is CA $213
CA $238 total
includes taxes & fees
Nov 15 - Nov 16
Doubletree by Hilton Hotel Leominster
A Days Inn with a brick facade, a central entrance, and a parking lot.

6. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,002 reviews)
"convenient and safe place to stay while on a drivng vacation through New England"
United States
CHERYL
The price is CA $130
CA $141 total
includes taxes & fees
Nov 10 - Nov 11
Days Inn by Wyndham Keene NH
The exterior of the Keene Elm City Hotel with a parking lot in front.

7. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,003 reviews)
"Excellent stay"
United States
Lisa
The price is CA $188
CA $204 total
includes taxes & fees
Nov 9 - Nov 10
Keene Elm City Hotel, an Ascend Collection Hotel
A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.

8. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (431 reviews)
"Comfortable, clean, friendly staff, great breakfast"
United States
Dayle
The price is CA $223
CA $241 total
includes taxes & fees
Nov 28 - Nov 29
Hampton Inn & Suites Keene
A hotel with a snow-covered driveway, Christmas lights, and a large tree in front.

9. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
Peterborough
9.2 out of 10, Wonderful, (482 reviews)
"Very clean and convenient. Staff were lovely, big rooms."
United States
Kathleen
The price is CA $188
CA $220 total
includes taxes & fees
Nov 12 - Nov 13
Riverhouse by Weekender (Formerly Jack Daniels Inn)
A residential area with a green lawn, a white fence, and a clear sky.

10. The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (243 reviews)
"The host was absolutely wonderful in making recommendations for a future visit with our extended family❣️ We were pleasantly surprised by all that the surrounding smaller towns had to offer and cannot wait to return🌹"
United States
Karen
The price is CA $247
CA $268 total
includes taxes & fees
Nov 9 - Nov 10
The Birchwood Inn
A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.

11. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,004 reviews)
"Great place to go"
United States
Ruddy
The price is CA $200
CA $217 total
includes taxes & fees
Nov 10 - Nov 11
Best Western Plus Keene Hotel
A two-story building with a white facade and green shutters, a covered front porch, and a sign for the "M" Inn.

12. Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.8 out of 10, Good, (296 reviews)
"The building and interior was big on ambiance and charm. The staff was very cordial and helpful. I would suggest the addition of an ice machine"
United States
Jim
The price is CA $209
CA $226 total
includes taxes & fees
Nov 9 - Nov 10
Monadnock Inn
A covered porch with Adirondack chairs and a table with wine glasses, overlooking a lake and lush greenery.

13. The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (41 reviews)
"Terry and Paul are wonderful warm Innkeepers. The inn is classically New England charming. The lake view is stunning. Appreciated the little touches like nighty cookies, water and snacks in the room."
United States
Jeffrey
The price is CA $399
CA $399 total
includes taxes & fees
Dec 2 - Dec 3
The Maguire House Bed & Breakfast
A house entrance with a mailbox labeled '9B Mail', a wooden door, and a brick wall interior visible through the open door.

14. 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, (49 reviews)
"Wonderful stay! Amazing location!"
United States
Basmattee B.
The price is CA $116
CA $221 total
includes taxes & fees
Nov 10 - Nov 11
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
A historic brick building with a porch and a sign reading "Burrell House."

15. The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (189 reviews)
"The Burrell House is a lovely historic home convenient to downtown Keene. The room was very clean and the bed super comfortable. There is no staff but it worked fine for my stay."
United States
Carol
The price is CA $210
CA $234 total
includes taxes & fees
Nov 16 - Nov 17
The Burrell House
A hotel with a prominent rock sculpture in the foreground, a well-maintained garden, and a clear view of the building's entrance.

16. Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,008 reviews)
"Great place for a Family vacation"
United States
Josefa
The price is CA $223
CA $249 total
includes taxes & fees
Nov 17 - Nov 18
Great Wolf Lodge Boston / Fitchburg, MA
A well-lit garden area with a gazebo, a small house, and a large tree in the background.

17. Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (124 reviews)
"We needed somewhere near Mt. Wachusett to stay and this was a perfect spot. Very cozy and well decorated. The breakfast was such a nice touch."
United States
Maddy
The price is CA $299
CA $299 total
includes taxes & fees
Nov 9 - Nov 10
Howarth House B&B
A two-story house with a red door, green shutters, and a snow-covered front yard.

18. Centennial House

Centennial House
3.5 star property
Northfield
9.8 out of 10, Exceptional, (194 reviews)
"Excellent host making us feel very welcome. Very nice room and really lovely breakfast. Would certainly stay again if we are in the area."
United Kingdom
Alan
The price is CA $246
CA $260 total
includes taxes & fees
Nov 9 - Nov 10
Centennial House
A wooden deck with a view of a forested area.

19. Cottage beside a waterfall

Cottage beside a waterfall
Wilton
9.8 out of 10, Exceptional, (24 reviews)
"Welcome letter to cottage is rude! Nice little cottage. That’s about it! No instructions on checkout at all! Location is great! Highly recommend the Taco Time restaurant though in town!"
United States
Shane
The price is CA $226
CA $392 total
includes taxes & fees
Nov 9 - Nov 10
Cottage beside a waterfall
A room with a fireplace, a large mirror, and a window with a view of the outside.

20. Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.8 out of 10, Excellent, (194 reviews)
"Good for one night stopover."
United States
Lisa
The price is CA $225
CA $251 total
includes taxes & fees
Nov 9 - Nov 10
Chocksett Inn and Restaurant
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

Centennial House

Centennial House

10/10 Excellent
"A beautifully restored historic home. The Sturbridge room was quiet and perfect for a romantic getaway. David was very welcoming and friendly. The gazebo was a great place to watch the sunset."
Allen 1-night trip
Posted 6 hours ago
Centennial House

Find out more about Winchendon

Winchendon Villas information

Number of reviews
1,322
Accommodation
0 Villas
Lowest Price
CA $141
Highest Price
CA $523

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