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

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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan
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 AED 1,194
AED 1,359 total
includes taxes & fees
8 Nov - 9 Nov
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, (96 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 AED 357
AED 399 total
includes taxes & fees
15 Nov - 16 Nov
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 AED 518
AED 579 total
includes taxes & fees
8 Dec - 9 Dec
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, (1,012 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 AED 342
AED 390 total
includes taxes & fees
23 Nov - 24 Nov
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 AED 554
AED 619 total
includes taxes & fees
15 Nov - 16 Nov
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, (1,000 reviews)
"convenient and safe place to stay while on a drivng vacation through New England"
United States
CHERYL
The price is AED 337
AED 366 total
includes taxes & fees
10 Nov - 11 Nov
Days Inn by Wyndham Keene NH
A hotel with a snow-covered driveway, Christmas lights, and a large tree in front.

7. 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 AED 592
AED 682 total
includes taxes & fees
10 Nov - 11 Nov
Riverhouse by Weekender (Formerly Jack Daniels Inn)
The exterior of the Keene Elm City Hotel with a parking lot in front.

8. 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, (1,002 reviews)
"Excellent stay"
United States
Lisa
The price is AED 485
AED 526 total
includes taxes & fees
8 Nov - 9 Nov
Keene Elm City Hotel, an Ascend Collection Hotel
A residential area with a green lawn, a white fence, and a clear sky.

9. 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 AED 643
AED 697 total
includes taxes & fees
8 Nov - 9 Nov
The Birchwood Inn
A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.

10. 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 AED 579
AED 628 total
includes taxes & fees
28 Nov - 29 Nov
Hampton Inn & Suites Keene
A two-story building with a white facade and green shutters, a covered front porch, and a sign for the "M" Inn.

11. 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 AED 542
AED 589 total
includes taxes & fees
8 Nov - 9 Nov
Monadnock Inn
A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.

12. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,001 reviews)
"Great place to go"
United States
Ruddy
The price is AED 520
AED 564 total
includes taxes & fees
9 Nov - 10 Nov
Best Western Plus Keene Hotel
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 AED 1,036
AED 1,036 total
includes taxes & fees
2 Dec - 3 Dec
The Maguire House Bed & Breakfast
A hotel with a prominent rock sculpture in the foreground, a well-maintained garden, and a clear view of the building's entrance.

14. Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,006 reviews)
"Great place for a Family vacation"
United States
Josefa
The price is AED 584
AED 652 total
includes taxes & fees
29 Nov - 30 Nov
Great Wolf Lodge Boston / Fitchburg, MA
A two-story house with a large tree in front, a red fire hydrant, and a street with a curb.

15. 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, (48 reviews)
"Wonderful stay! Amazing location!"
United States
Basmattee B.
The price is AED 331
AED 606 total
includes taxes & fees
18 Nov - 19 Nov
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
A well-lit garden area with a gazebo, a small house, and a large tree in the background.

16. 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 AED 777
AED 777 total
includes taxes & fees
9 Nov - 10 Nov
Howarth House B&B
A historic brick building with a porch and a sign reading "Burrell House."

17. 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 AED 545
AED 608 total
includes taxes & fees
8 Nov - 9 Nov
The Burrell House
A wooden deck with a view of a forested area.

18. 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 AED 588
AED 1,008 total
includes taxes & fees
8 Nov - 9 Nov
Cottage beside a waterfall
A small, single-story shed with a door open, revealing a bed inside.

19. Cozy Cabin in a rural setting #10 In Temple, NH

Cozy Cabin in a rural setting #10 In Temple, NH
Temple
9.0 out of 10, Wonderful, (20 reviews)
"Great place"
United States
Ann S.
The price is AED 436
AED 716 total
includes taxes & fees
11 Nov - 12 Nov
Cozy Cabin in a rural setting #10 In Temple, NH
A two-story house with a red door, green shutters, and a snow-covered front yard.

20. Centennial House

Centennial House
3.5 star property
Northfield
9.8 out of 10, Exceptional, (193 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 AED 646
AED 683 total
includes taxes & fees
8 Dec - 9 Dec
Centennial House
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

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

8/10 Good
"Hotel was well run, with a nice buffet breakfast. Rooms were modern and comfortable and every clean, as was the bathroom (immediate hot water in the shower). Heating/C unit by the window was easy to use and was very quiet when running. Setting was in commercial area and fairly quiet, a 5 minute ride from downtown. Great value for the money. Would stay there again."
Robert 1-night trip
Posted 1 hour ago
Keene Elm City Hotel, an Ascend Collection Hotel