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

Winchendon Hotels from ₹8,609

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Check prices for these dates

Tonight
9 Sept - 10 Sept
Tomorrow
10 Sept - 11 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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Our top choices for Winchendon hotels

Interior
Front of property
Indoor pool
Outdoor wedding area

1. The Colonial Hotel

The Colonial Hotel
Gardner
United States
Michele
₹14,503
₹16,201 total
includes taxes & fees
13 Sept - 14 Sept
The Colonial Hotel
Water park
Exterior
Children’s activities
Children’s activities

2. Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
Fitchburg
United States
Roman
₹17,732
₹19,807 total
includes taxes & fees
11 Sept - 12 Sept
Great Wolf Lodge Boston / Fitchburg, MA
Bar (on property)
Presidential Suite, 1 King Bed, Non Smoking | Living area
Fitness facility
Breakfast area

3. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
Leominster
United States
Erick
₹14,540
₹16,242 total
includes taxes & fees
27 Sept - 28 Sept
Doubletree by Hilton Hotel Leominster
Room
Property entrance
Lobby
Vending machine

4. Motel 6 Leominster, MA

Motel 6 Leominster, MA
Leominster
United States
Linda
₹7,537
₹8,609 total
includes taxes & fees
20 Sept - 21 Sept
Motel 6 Leominster, MA
Front of property
Double Room
Front of property
Front of property

5. Gardner Inn

Gardner Inn
Gardner
United States
Vicki
₹9,388
₹10,486 total
includes taxes & fees
13 Sept - 14 Sept
Gardner Inn
Lobby
Fitness facility
Pool
Breakfast area

6. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
David
₹13,370
₹14,507 total
includes taxes & fees
14 Sept - 15 Sept
Keene Elm City Hotel, an Ascend Collection Hotel
Front of property – evening/night
Garden
Outdoor pool
North Superior Room, 1 Queen Bed, Garden View

7. Howarth House B&B

Howarth House B&B
Fitchburg
United States
David
₹20,055
₹20,055 total
includes taxes & fees
13 Sept - 14 Sept
Howarth House B&B
Restaurant
Property amenity
Room
Lobby

8. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Julia
₹14,129
₹15,330 total
includes taxes & fees
13 Sept - 14 Sept
Best Western Plus Keene Hotel
Standard Room, 1 King Bed, Non Smoking
Lobby
Lobby
Lobby

9. Econo Lodge

Econo Lodge
Westminster
United States
Sherry
₹10,398
₹11,406 total
includes taxes & fees
8 Oct - 9 Oct
Econo Lodge
Exterior
Lobby
Restaurant
Lobby

10. Monadnock Inn

Monadnock Inn
Jaffrey
United States
Jed
₹16,012
₹17,373 total
includes taxes & fees
13 Sept - 14 Sept
Monadnock Inn
Terrace/patio
Property grounds
Room
Interior

11. The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
Ashburnham
United States
Ranjit
₹28,747
₹28,747 total
includes taxes & fees
23 Sept - 24 Sept
The Maguire House Bed & Breakfast
Exterior
Lobby
Loft, 1 King Bed with Sofa bed
Lobby

12. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene
United States
James
₹19,278
₹20,917 total
includes taxes & fees
16 Sept - 17 Sept
Fairfield Inn & Suites by Marriott Keene Downtown
Restaurant
Traditional Room, 1 Bedroom, Accessible
Bar (on property)
Cambridge Suite, 1 Queen bed

13. The Birchwood Inn

The Birchwood Inn
Temple
United States
Karen
₹16,594
₹18,005 total
includes taxes & fees
13 Sept - 14 Sept
The Birchwood Inn
Room
Exterior
Lobby
Fitness facility

14. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
Keene
United States
Alex
₹9,914
₹10,757 total
includes taxes & fees
14 Sept - 15 Sept
Days Inn by Wyndham Keene NH
Breakfast area
Exterior
Reception
Snack bar

15. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
United States
sheri
₹15,085
₹16,367 total
includes taxes & fees
24 Sept - 25 Sept
Hampton Inn & Suites Keene
Bar (on property)
Exterior
Breakfast meal
Pool

16. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
Keene
United States
Deborah
₹19,728
₹21,405 total
includes taxes & fees
16 Sept - 17 Sept
Courtyard by Marriott Keene Downtown
Fireplace
Interior detail
Hallway
Ballroom

17. Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
Sterling
United States
Brian
₹15,077
₹16,841 total
includes taxes & fees
13 Sept - 14 Sept
Chocksett Inn and Restaurant
Breakfast area
Restaurant
Lounge
Property grounds

18. The Carriage Barn Inn

The Carriage Barn Inn
Keene
United States
Jonathan
₹14,184
₹15,390 total
includes taxes & fees
13 Sept - 14 Sept
The Carriage Barn Inn
BBQ/picnic Area
Guesthouse B
Breakfast area
Lobby sitting area

19. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
Peterborough
United States
James
₹13,853
₹16,058 total
includes taxes & fees
7 Oct - 8 Oct
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Front of property
Golf
Children’s activities
Exterior

20. Centennial House

Centennial House
Northfield
United States
Amy
₹16,168
₹17,090 total
includes taxes & fees
20 Sept - 21 Sept
Centennial House
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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.
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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.
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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.
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Wendall P. Clark Memorial

After visiting Wendall P. Clark Memorial, make a plan to see the other sights and activities in Winchendon. While you're in the area, wander around the parks.
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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.
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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.
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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.
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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.
See properties

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
A river reflecting autumn trees and a dense forest.

Top Winchendon Hotel Reviews

Gardner Inn

Gardner Inn

8/10 Good
"This place was nicer than I expected. My room looked recently remodeled."
Darell 2-night trip
Posted 1 day ago
Gardner Inn
Motel 6 Leominster, MA

Motel 6 Leominster, MA

10/10 Excellent
"Ease of parking and restaurants."
Allan 2-night trip
Posted 1 day ago
Motel 6 Leominster, MA
Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

10/10 Excellent
"Great stay for the week and very kind staff, no matter the time of day."
Aisha 7-night trip
Posted 2 days ago
Doubletree by Hilton Hotel Leominster
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

10/10 Excellent
"It was clean and very comfy"
Elizabeth 2-night trip
Posted 3 days ago
Hampton Inn & Suites Keene
Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

10/10 Excellent
"Staff were very friendly and helpful. Room was clean, quiet, and quaint. Very nice place to stay."
Brian 1-night trip
Posted 4 days ago
Chocksett Inn and Restaurant
Centennial House

Centennial House

10/10 Excellent
"A very nice place to stay! The host was very helpful. He has done an excellent job renovating an 1800’s inn."
Beverly 1-night trip
Posted 5 days ago
Centennial House
The Burrell House

The Burrell House

10/10 Excellent
"Wonderful inn in the heart of Keene. Easy walk to everything. I have stayed there numerous times."
derek 1-night trip
Posted 7 days ago
The Burrell House
Econo Lodge

Econo Lodge

10/10 Excellent
"Me encantó pero el piso resbala y el baño debiera tener alfombra la puerta debería tener pestillo aparte de la cerradura para personas con niños todo lo demás muy bueno lo volvería a elegir gracias 🙏🙏🙏🙏"
Sachian 4-night trip
Posted 8 days ago
Econo Lodge
Monadnock Inn

Monadnock Inn

10/10 Excellent
"Very nice, clean, and a good vibe. An older building but very charming. Would certainly stay again."
Jed 1-night trip
Posted 11 days ago
Monadnock Inn

More cheap stays in Winchendon

Motel 6 Leominster, MA

Motel 6 Leominster, MA

48 Commercial Rd Leominster MA
₹7,537
₹8,609 total
20 Sept - 21 Sept
includes taxes & fees
8.4/10 Very good! (1,014 reviews)
Motel 6 Leominster, MA
Gardner Inn

Gardner Inn

22 Pearson Blvd Gardner MA
₹9,388
₹10,486 total
13 Sept - 14 Sept
includes taxes & fees
7.6/10 Good! (60 reviews)
Gardner Inn
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
₹9,914
₹10,757 total
14 Sept - 15 Sept
includes taxes & fees
Days Inn by Wyndham Keene NH
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
₹13,370
₹14,507 total
14 Sept - 15 Sept
includes taxes & fees
Keene Elm City Hotel, an Ascend Collection Hotel
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

80 Concord Street Peterborough NH
₹13,853
₹16,058 total
7 Oct - 8 Oct
includes taxes & fees
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

126 Key Rd Keene NH
₹15,085
₹16,367 total
24 Sept - 25 Sept
includes taxes & fees
8.8/10 Excellent! (409 reviews)
Hampton Inn & Suites Keene

Frequently asked questions

What's the best place to stay in Winchendon?
Great Wolf Lodge Boston / Fitchburg, MA, located 13.6 mi (21.9 km) from the heart of Winchendon, is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Motel 6 Leominster, MA and The Colonial Hotel. See all available top hotels, or vacation rentals in Winchendon.
If I need to cancel my hotel reservation in Winchendon, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchendon.
What are some hotels with pools in Winchendon?
Great Wolf Lodge Boston / Fitchburg, MA: Offers 4 indoor swimming pools, a children's pool and free water park access. The Colonial Hotel and Keene Elm City Hotel, an Ascend Collection Hotel are two additional hotels with an on-site pool. View all hotels with pools in Winchendon.
What is staying in Winchendon like?
Visitors can enjoy all that Winchendon has to offer, including its parks. In Winchendon, there are 11 hotels and other accommodation options to choose from. Find out more about Winchendon.
What are the top places to visit in Winchendon?
Natural beauty is on display at Blueberry Island, Hyde Park and V F W Park. A couple of additional sights to add to your itinerary are Lake Dennison State Recreation Area and Beals Memorial Library. Take a look at what more there is to see and do in Expedia's Winchendon guide.
What's the seasonal weather in Winchendon?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchendon are January, March, February and November, with each month seeing an average of 19 cm of snowfall.

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