Winchendon Hotels from ₹8,043

  • 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

Tonight
11 Mar - 12 Mar
Tomorrow
12 Mar - 13 Mar
This weekend
13 Mar - 15 Mar
Next weekend
20 Mar - 22 Mar

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchendon hotels

Terrace/patio

The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (36 reviews)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
United States
Ranjit
The price is ₹21,712
₹21,712 total
includes taxes & fees
18 Mar - 19 Mar
The Maguire House Bed & Breakfast
Lobby

Gardner Inn

Gardner Inn
2.0 star property
Gardner
5.2 out of 10, (21 reviews)
"Clean room, comfy bed, quiet guests around my room. Staff was cordial when I checked in. "
United States
Kathy
The price is ₹10,099
₹11,280 total
includes taxes & fees
12 Mar - 13 Mar
Gardner Inn
Interior

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,010 reviews)
"Well-kept hotel with a great restaurant."
United States
Adam
The Colonial Hotel
Free WiFi, bed sheets

Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.2 out of 10, Very good, (1,003 reviews)
"Clean room and friendly staff!"
United States
Ralph
The price is ₹7,848
₹8,950 total
includes taxes & fees
17 Mar - 18 Mar
Motel 6 Leominster, MA
Lobby

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.6 out of 10, Excellent, (1,000 reviews)
"Amazing breakfast "
United States
Taras
The price is ₹13,099
₹14,631 total
includes taxes & fees
22 Mar - 23 Mar
Doubletree by Hilton Hotel Leominster
Fireplace

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.8 out of 10, Excellent, (151 reviews)
"The staff was very accommodating and friendly. Quaint place to stay. "
United States
Helen
The price is ₹15,515
₹17,330 total
includes taxes & fees
12 Mar - 13 Mar
Chocksett Inn and Restaurant
BBQ/picnic Area

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
Peterborough
9.4 out of 10, Exceptional, (447 reviews)
"Room was clean, spacious and staff was pleasant. "
United States
Susan
Riverhouse by Weekender (Formerly Jack Daniels Inn)
In-room safe, desk, blackout curtains, iron/ironing board

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,002 reviews)
"Checkin was quick. I like the pre-check in process."
United States
Anthony
The price is ₹7,413
₹8,043 total
includes taxes & fees
14 Mar - 15 Mar
Days Inn by Wyndham Keene NH
Front of property – evening/night

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (112 reviews)
"Absolutely beautiful house. The owners are so kind and the breakfast is amazing."
United States
James
Howarth House B&B
Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (169 reviews)
"Very helpful and welcoming host. "
United States
Bruce
The price is ₹12,498
₹13,560 total
includes taxes & fees
31 Mar - 1 Apr
The Carriage Barn Inn
Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (158 reviews)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
The Burrell House
Exterior

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.6 out of 10, Good, (280 reviews)
"The Inn was cozy, the room was clean and comfortable. The owner was engaging and helpful. Would definitely stay there again. "
United States
E S
Monadnock Inn
Lobby

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very good, (991 reviews)
"Staff were great place was clean and nice. "
United States
Alex
The price is ₹9,506
₹10,314 total
includes taxes & fees
25 Mar - 26 Mar
Keene Elm City Hotel, an Ascend Collection Hotel
Lobby

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,004 reviews)
"Really clean hotel, friendly staff and great location."
United States
Aaron
The price is ₹16,525
₹17,930 total
includes taxes & fees
19 Mar - 20 Mar
Courtyard by Marriott Keene Downtown
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (766 reviews)
"Everything was clean, comfortable and the staff quite conversational"
United States
Diane
The price is ₹16,066
₹17,431 total
includes taxes & fees
17 Mar - 18 Mar
Fairfield Inn & Suites by Marriott Keene Downtown
Free daily buffet breakfast

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (369 reviews)
"Clean, comfortable. "
United States
Jacklyn
The price is ₹15,523
₹16,843 total
includes taxes & fees
29 Mar - 30 Mar
Hampton Inn & Suites Keene
Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,000 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is ₹10,943
₹11,873 total
includes taxes & fees
12 Mar - 13 Mar
Best Western Plus Keene Hotel
Farm to table cuisine

The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (226 reviews)
"Beautiful place"
United States
Jessica
The price is ₹16,066
₹17,432 total
includes taxes & fees
12 Mar - 13 Mar
The Birchwood Inn
Water park

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,016 reviews)
"The room was clean, the staff was very nice!"
United States
Entela
The price is ₹13,146
₹14,685 total
includes taxes & fees
25 Mar - 26 Mar
Great Wolf Lodge Boston / Fitchburg, MA
Standard Room, 1 King Bed, Non Smoking | Free WiFi, bed sheets, alarm clocks

Econo Lodge

Econo Lodge
2.0 star property
Westminster
6.2 out of 10, (287 reviews)
"This is the second time I’ve stayed there and both times have had great service and the room was good and clean."
United States
William
The price is ₹10,007
₹10,977 total
includes taxes & fees
12 Mar - 13 Mar
Econo Lodge
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

Stay near popular Winchendon attractions

Lake Dennison State Recreation Area

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.
See properties

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.
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
The Millers River in Winchendon, Massachusetts

Top Winchendon Hotel Reviews

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

6/10 Okay
"This was our first stay there and our kids had a blast which is the most important but "
Mary 1-night trip
Posted 16 hours ago
Great Wolf Lodge Boston / Fitchburg, MA

More cheap stays in Winchendon

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
The price is ₹7,413 per night from 14 Mar to 15 Mar
₹7,413
₹8,043 total
14 Mar - 15 Mar
includes taxes & fees
7/10 Good! (1,002 reviews)

Frequently asked questions

What's the best place to stay in Winchendon?
Based on Expedia's traveller preferences, Modern Waterfront Gem w/ Dock on Lake Monomonac is a top place to stay in Winchendon. Other good choices for your stay in the area are Great Wolf Lodge Boston / Fitchburg, 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: Resort steps from Great Wolf Lodge Waterpark. Offers 4 indoor swimming pools, a children's pool and free water park access. The Colonial Hotel and Doubletree by Hilton Hotel Leominster 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 Militia Training Field, Blueberry Island and Millers River. A couple of additional sights to add to your itinerary are Lake Dennison State Recreation Area and Wetmore Trailhead. 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.

Explore a world of travel with Expedia