Winchendon Hotels from S$115
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26 Aug - 27 AugTomorrow
27 Aug - 28 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sept - 6 SeptOur top choices for Winchendon hotels
1. The Colonial Hotel
The Colonial HotelGardner
Mark
S$217
includes taxes & fees
30 Aug - 31 Aug
3. Motel 6 Leominster, MA
Motel 6 Leominster, MALeominster
Linda
S$115
includes taxes & fees
30 Aug - 31 Aug
4. Doubletree by Hilton Hotel Leominster
Doubletree by Hilton Hotel LeominsterLeominster
Elizabeth
S$225
includes taxes & fees
6 Sept - 7 Sept
5. Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection HotelKeene
Ingrid
S$185
includes taxes & fees
8 Sept - 9 Sept
6. Hampton Inn & Suites Keene
Hampton Inn & Suites KeeneKeene
Christopher
S$208
includes taxes & fees
2 Sept - 3 Sept
7. Great Wolf Lodge Boston / Fitchburg, MA
Great Wolf Lodge Boston / Fitchburg, MAFitchburg
Jose
S$259
includes taxes & fees
30 Aug - 31 Aug
8. Best Western Plus Keene Hotel
Best Western Plus Keene HotelKeene
Julia
S$205
includes taxes & fees
27 Aug - 28 Aug
10. Riverhouse by Weekender (Formerly Jack Daniels Inn)
Riverhouse by Weekender (Formerly Jack Daniels Inn)Peterborough
Tracy
S$223
includes taxes & fees
13 Sept - 14 Sept
11. The Maguire House Bed & Breakfast
The Maguire House Bed & BreakfastAshburnham
Ranjit
S$344
includes taxes & fees
2 Sept - 3 Sept
12. The Birchwood Inn
The Birchwood InnTemple
Karen
S$241
includes taxes & fees
30 Aug - 31 Aug
13. The Burrell House
The Burrell HouseKeene
Justin
S$178
includes taxes & fees
1 Sept - 2 Sept
15. Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NHKeene
Michael
S$133
includes taxes & fees
16 Sept - 17 Sept
16. Centennial House
Centennial HouseNorthfield
Amy
S$224
includes taxes & fees
27 Aug - 28 Aug
17. Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene DowntownKeene
James
S$247
includes taxes & fees
2 Sept - 3 Sept
18. Chocksett Inn and Restaurant
Chocksett Inn and RestaurantSterling
Beth
S$225
includes taxes & fees
27 Aug - 28 Aug
19. The Carriage Barn Inn
The Carriage Barn InnKeene
Jonathan
S$191
includes taxes & fees
27 Aug - 28 Aug
20. Howarth House B&B
Howarth House B&BFitchburg
David
S$268
includes taxes & fees
15 Sept - 16 Sept
Stay near popular Winchendon attractions
Lake Dennison State Recreation Area
10.0/10 (1 review)
This serene 85-acre lake offers swimming, fishing, and access to 50+ miles of mountain biking trails. Reserve one of the 150 wooded campsites early for a prime lakeside spot to fully experience this natural retreat.
Blueberry Island
Blueberry Island sits privately in Lake Monomonac, spanning the NH-MA border. While enjoying the lake's recreational offerings, respect the island's residential nature and focus on surrounding public areas instead.
Winchendon Community Park
Winchendon Community Park offers a picturesque amphitheatre for concerts and community events during warmer months. Enjoy dog-friendly trails before settling in for performances under the stars.
Winchendon Town Hall
The Winchendon Municipal Building serves as the town's administrative centre. Visitors can observe civic operations during business hours and occasionally attend public meetings.
Monument Park
Monument Park is just one of the places to see in Winchendon, so why not enjoy the other things to explore during your travels? While you're in the area, wander around the parks.
Wetmore Trailhead
Wetmore Trailhead opens to miles of serene forest and wetland paths in Birch Hill Wildlife Management Area. Bring sturdy shoes and binoculars for spotting native birds along the well-maintained trails.
Hyde Park
Explore the great outdoors at Hyde Park, a lovely green space in Winchendon. While you're in the area, wander around the parks.
Beals Memorial Library
This historic library houses literary treasures and sensory-friendly programmes for neurodivergent visitors. Browse the collection, join a book club, or borrow unique items from their "Library of Things" like telescopes.
Learn more about Winchendon
Toy Town's charm comes alive at the Old Murdock Senior Centre, 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.
See all hotels in Winchendon
Top Winchendon Hotel Reviews
Riverhouse by Weekender (Formerly Jack Daniels Inn)
8/10 Good
"Quiet."
Gardner Inn
10/10 Excellent
"My room was clean and comfortable. The staff was excellent and very responsive to any and all requests and to even just chat with. Plenty of parking with a special spot for a Veteran - Because We Served - to park."
Best Western Plus Keene Hotel
8/10 Good
"Clean room breakfast was good"
Keene Elm City Hotel, an Ascend Collection Hotel
10/10 Excellent
"It was good!"
The Burrell House
10/10 Excellent
"Short walk to everything."
Doubletree by Hilton Hotel Leominster
10/10 Excellent
"Very good."
Courtyard by Marriott Keene Downtown
10/10 Excellent
"Everything was great!! Beds were super comfortable."
Fairfield Inn & Suites by Marriott Keene Downtown
10/10 Excellent
"Right in the middle of town. Very comfortable. Nice breakfast in the morning. Liked the candy in the lobby."
Chocksett Inn and Restaurant
10/10 Excellent
"Nice quiet location with spacious clean rooms. Reasonable rates and pet friendly too. Easy access to highways. Chocksett Inn is a great choice for visitors to Central Massachusetts."
More cheap stays in Winchendon
Motel 6 Leominster, MA
48 Commercial Rd Leominster MA
S$115
30 Aug - 31 Aug
includes taxes & fees
Days Inn by Wyndham Keene NH
3 Ash Brook Road Keene NH
S$133
16 Sept - 17 Sept
includes taxes & fees
7/10 Good! (1,006 reviews)
Gardner Inn
22 Pearson Blvd Gardner MA
S$140
27 Aug - 28 Aug
includes taxes & fees
7.8/10 Good! (56 reviews)
Econo Lodge
183 Main St Westminster MA
S$162
1 Sept - 2 Sept
includes taxes & fees
6.4/10 (325 reviews)
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
S$185
8 Sept - 9 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Hampton Inn & Suites Keene
126 Key Rd Keene NH
S$208
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (406 reviews)
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