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

Search Villas in Winchendon

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Recommended hotels in Winchendon

A parking lot with several cars, a building with a red roof and the sign 'Friendly's,' and a road with wet conditions.

1. Gardner Inn

Gardner Inn
2.0 star property
Gardner
7.8 out of 10, Good, (99 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 RM431
RM481 total
includes taxes & fees
13 Nov - 14 Nov
Gardner Inn
A brick building with a steeple, arched windows, and flags.

2. 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 RM584
RM653 total
includes taxes & fees
10 Nov - 11 Nov
The Colonial Hotel
A hotel with a modern design, featuring a prominent tree in the foreground and a clear view of the sky.

3. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.8 out of 10, Excellent, (1,001 reviews)
"Good customer service and great location"
United States
louis
The price is RM610
RM681 total
includes taxes & fees
22 Nov - 23 Nov
Doubletree by Hilton Hotel Leominster
A Days Inn with a brick facade, a central entrance, and a parking lot.

4. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,004 reviews)
"convenient and safe place to stay while on a drivng vacation through New England"
United States
CHERYL
The price is RM373
RM404 total
includes taxes & fees
12 Nov - 13 Nov
Days Inn by Wyndham Keene NH
A motel with a prominent '6' sign, a balcony, and a 'Welcome' entrance.

5. Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.4 out of 10, Very good, (1,014 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 RM378
RM431 total
includes taxes & fees
22 Nov - 23 Nov
Motel 6 Leominster, MA
The exterior of the Keene Elm City Hotel with a parking lot in front.

6. 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, (1,005 reviews)
"Excellent stay"
United States
Lisa
The price is RM540
RM586 total
includes taxes & fees
10 Nov - 11 Nov
Keene Elm City Hotel, an Ascend Collection Hotel
A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.

7. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,006 reviews)
"Great place to go"
United States
Ruddy
The price is RM575
RM623 total
includes taxes & fees
11 Nov - 12 Nov
Best Western Plus Keene Hotel
A covered porch with Adirondack chairs and a table with wine glasses, overlooking a lake and lush greenery.

8. 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 RM1,157
RM1,157 total
includes taxes & fees
2 Dec - 3 Dec
The Maguire House Bed & Breakfast
A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.

9. 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 RM639
RM694 total
includes taxes & fees
28 Nov - 29 Nov
Hampton Inn & Suites Keene
A hotel with a snow-covered driveway, Christmas lights, and a large tree in front.

10. 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 RM654
RM753 total
includes taxes & fees
10 Nov - 11 Nov
Riverhouse by Weekender (Formerly Jack Daniels Inn)
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 RM599
RM650 total
includes taxes & fees
10 Nov - 11 Nov
Monadnock Inn
A hotel with a prominent rock sculpture in the foreground, a well-maintained garden, and a clear view of the building's entrance.

12. 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 RM645
RM721 total
includes taxes & fees
29 Nov - 30 Nov
Great Wolf Lodge Boston / Fitchburg, MA
A residential area with a green lawn, a white fence, and a clear sky.

13. 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 RM710
RM771 total
includes taxes & fees
10 Nov - 11 Nov
The Birchwood Inn
A historic brick building with a porch and a sign reading "Burrell House."

14. 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 RM543
RM605 total
includes taxes & fees
18 Nov - 19 Nov
The Burrell House
A well-lit garden area with a gazebo, a small house, and a large tree in the background.

15. 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 RM858
RM858 total
includes taxes & fees
10 Nov - 11 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchendon Hotel Reviews

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

10/10 Excellent
"Everything went well was in and out."
Latisha 1-night trip
Posted 2 hours ago
Days Inn by Wyndham Keene NH

Find out more about Winchendon

Winchendon Villas information

Number of reviews
1,954
Accommodation
0 Villas
Lowest Price
RM404
Highest Price
RM1,157

Explore a world of travel with Expedia