Search Residences in Winchendon

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

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

Recommended hotels in Winchendon

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
7 Nov - 8 Nov
Enjoy your stay in an antique home in an antique toy museum!

2. Gardner Inn

Gardner Inn
2.0 star property
Gardner
7.6 out of 10, Good, (95 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
17 Nov - 18 Nov
Gardner Inn

3. The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
9.0 out of 10, Wonderful, (1,000 reviews)
"We love this hotel! We stay every year when we go to Wachusett Mountain"
United States
Mollie
The price is AED 529
AED 591 total
includes taxes & fees
8 Nov - 9 Nov
The Colonial Hotel

4. 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 552
AED 616 total
includes taxes & fees
22 Nov - 23 Nov
Doubletree by Hilton Hotel Leominster

5. Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.4 out of 10, Very good, (1,011 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

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 356
AED 386 total
includes taxes & fees
9 Nov - 10 Nov
Days Inn by Wyndham Keene NH

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)

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, (1,000 reviews)
"Excellent stay"
United States
Lisa
The price is AED 492
AED 534 total
includes taxes & fees
8 Nov - 9 Nov
Keene Elm City Hotel, an Ascend Collection Hotel

9. 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

10. 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 301
AED 573 total
includes taxes & fees
9 Nov - 10 Nov
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

11. 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

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

13. 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

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 534
AED 596 total
includes taxes & fees
2 Dec - 3 Dec
Great Wolf Lodge Boston / Fitchburg, MA

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 AED 461
AED 514 total
includes taxes & fees
16 Nov - 17 Nov
The Burrell House

16. 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 562
AED 610 total
includes taxes & fees
5 Dec - 6 Dec
Hampton Inn & Suites Keene

17. 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
6 Dec - 7 Dec
Centennial House

18. 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

19. Two Bedroom Guesthouse near many attractions pet friendly with private deck

Two Bedroom Guesthouse near many attractions pet friendly with private deck
Gardner
10.0 out of 10, Exceptional, (3 reviews)
"Cute little guesthouse. Super clean and lovely decorated."
United States
Kristin R.
The price is AED 545
AED 1,143 total
includes taxes & fees
1 Dec - 2 Dec
Two Bedroom Guesthouse near many attractions pet friendly with private deck

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 AED 584
AED 652 total
includes taxes & fees
8 Nov - 9 Nov
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.

Learn more about Winchendon

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

A river reflecting autumn trees and a dense forest.

Top reviews in Winchendon