Winchendon hotels from RM393

  • 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

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchendon hotels

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,000 reviews)
"Room was clean, the hotel location is excellent very picturesque, staff was very easy to work with"
Canada
Adnan
The price is RM566
RM632 total
includes taxes & fees
18 May - 19 May
The Colonial Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,003 reviews)
"We love staying here. It’s very clean, staff is always friendly,and the breakfast choices are great!!"
United States
Jennifer
The price is RM605
RM657 total
includes taxes & fees
19 May - 20 May
Best Western Plus Keene Hotel

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.6 out of 10, Excellent, (1,002 reviews)
"10/10 Staff, we’ve been staying here at least every six months and they’ve been great every time!"
United States
Shannen
The price is RM679
RM759 total
includes taxes & fees
28 May - 29 May
Doubletree by Hilton Hotel Leominster

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.8 out of 10, Excellent, (153 reviews)
"Beautiful inn, nice room, friendly staff."
United States
Annemarie
The price is RM625
RM698 total
includes taxes & fees
19 May - 20 May
Chocksett Inn and Restaurant

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, (1,001 reviews)
"Great stay "
United States
Rashida
The price is RM550
RM597 total
includes taxes & fees
28 May - 29 May
Keene Elm City Hotel, an Ascend Collection Hotel

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (172 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is RM696
RM756 total
includes taxes & fees
21 May - 22 May
The Carriage Barn Inn

Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.2 out of 10, Very good, (1,014 reviews)
"Great stay for a great price. Dog friendly which is a huge plus"
United States
Wayne
The price is RM375
RM427 total
includes taxes & fees
31 May - 1 Jun
Motel 6 Leominster, MA

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (165 reviews)
"Self check-in and checkout. Room was very clean but a bit too much potpourri for my allergies. Will stay here again when in Keene. "
United States
Charles
The price is RM551
RM614 total
includes taxes & fees
19 May - 20 May
The Burrell House

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, (462 reviews)
"Always dependable, comfortable, clean rooms and friendly staff."
United States
Rachel
The price is RM728
RM832 total
includes taxes & fees
27 May - 28 May
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (385 reviews)
"Clean rooms, good location, easy parking, excellent service!"
United States
Kerry
The price is RM792
RM859 total
includes taxes & fees
28 May - 29 May
Hampton Inn & Suites Keene

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)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is RM421
RM457 total
includes taxes & fees
28 May - 29 May
Days Inn by Wyndham Keene NH

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, (773 reviews)
"Centrally located and close to restaurants. "
Canada
allen
The price is RM743
RM806 total
includes taxes & fees
28 May - 29 May
Fairfield Inn & Suites by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,001 reviews)
"Na no breakfast parking easy no cost "
United States
John
The price is RM743
RM806 total
includes taxes & fees
28 May - 29 May
Courtyard by Marriott Keene Downtown

Gardner Inn

Gardner Inn
2.0 star property
Gardner
6.2 out of 10, (31 reviews)
"Great for a quick stay while passing through!"
United States
Cristen
The price is RM352
RM393 total
includes taxes & fees
27 May - 28 May
Gardner Inn

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
The price is RM832
RM832 total
includes taxes & fees
1 Jun - 2 Jun
Howarth House B&B

The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (227 reviews)
"A true old inn, private bathrooms, sitting room and a comfortable bed. Coffee, snacks and breakfast items in each room. The food in the restaurant was exceptional. Friendly staff."
United States
Mark
The price is RM692
RM751 total
includes taxes & fees
27 May - 28 May
The Birchwood Inn

Econo Lodge

Econo Lodge
2.0 star property
Westminster
6.4 out of 10, (302 reviews)
"Clean rooms and friendly staff "
United States
Steven
The price is RM546
RM599 total
includes taxes & fees
19 May - 20 May
Econo Lodge

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.6 out of 10, Good, (282 reviews)
"This is a good representation of staying in an inn of the 1969s. "
United States
Frank
The price is RM647
RM702 total
includes taxes & fees
24 May - 25 May
Monadnock Inn

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 RM1,120
RM1,120 total
includes taxes & fees
10 Jun - 11 Jun
The Maguire House Bed & Breakfast

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,019 reviews)
"Great location, particularly for families with kids. "
United States
Johnson
The price is RM704
RM786 total
includes taxes & fees
8 Jun - 9 Jun
Great Wolf Lodge Boston / Fitchburg, MA
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Winchendon attractions

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.

The Millers River in Winchendon, Massachusetts

Top Winchendon Hotel Reviews

More cheap stays in Winchendon

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 The Colonial Hotel and Motel 6 Leominster, MA. 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 V F W Park, Militia Training Field and Blueberry Island. 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.

Explore a world of travel with Expedia