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

Winchendon hotels from RM392

  • 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

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchendon hotels

Lobby

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, (1,002 reviews)
"Good stay everything you could ask for from a budget friendly hotel."
United States
Stephen
The price is RM445
RM483 total
includes taxes & fees
12 Jul - 13 Jul
Keene Elm City Hotel, an Ascend Collection Hotel
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)
"Best place to stay the food was good and we had a wonderful stay. Swimming pool was fun and safe for kids"
United States
Nidia Ruby
The price is RM520
RM564 total
includes taxes & fees
5 Jul - 6 Jul
Best Western Plus Keene Hotel
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, (1,014 reviews)
"This place is awesome"
United States
Deserie
The price is RM609
RM680 total
includes taxes & fees
23 Jul - 24 Jul
Great Wolf Lodge Boston / Fitchburg, MA
Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (174 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is RM736
RM799 total
includes taxes & fees
6 Jul - 7 Jul
The Carriage Barn Inn
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, (783 reviews)
"My favorite hotel!!!!"
United States
Brian
The price is RM674
RM731 total
includes taxes & fees
27 Jul - 28 Jul
Fairfield Inn & Suites by Marriott Keene Downtown
Interior

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,005 reviews)
"Good place to stay "
United States
Glenn
The price is RM625
RM698 total
includes taxes & fees
5 Jul - 6 Jul
The Colonial Hotel
Free daily buffet breakfast

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (389 reviews)
"Clean rooms, good location, easy parking, excellent service!"
United States
Kerry
The price is RM748
RM811 total
includes taxes & fees
8 Jul - 9 Jul
Hampton Inn & Suites Keene
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)
"Best place in central mass to stay!"
United States
Linda
The price is RM767
RM856 total
includes taxes & fees
12 Jul - 13 Jul
Doubletree by Hilton Hotel Leominster
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, (1,004 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is RM361
RM392 total
includes taxes & fees
28 Jul - 29 Jul
Days Inn by Wyndham Keene NH
Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (171 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 RM521
RM581 total
includes taxes & fees
6 Jul - 7 Jul
The Burrell House
Dinner served

The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (231 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 RM715
RM776 total
includes taxes & fees
7 Jul - 8 Jul
The Birchwood Inn
Fireplace

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.8 out of 10, Excellent, (169 reviews)
"Beautiful inn, nice room, friendly staff."
United States
Annemarie
The price is RM649
RM725 total
includes taxes & fees
6 Jul - 7 Jul
Chocksett Inn and Restaurant
Front of property ā€“ evening/night

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (115 reviews)
"Ryan and Sarah were so nice! They made our one night stay feel like we stayed at a friend's home. Their Bed and Breakfast was so quaint and charming. Our room was very comfortable with the jacuzzi bath. The breakfast was delicious. You get to choose what you prefer either an omelette, pancakes, waffles, or any egg style. It was so nice to wake up to a great breakfast. My wife and I were so impressed with everything they did, we highly recommend staying here if you are in the area of...
United States
Mark
The price is RM864
RM864 total
includes taxes & fees
7 Jul - 8 Jul
Howarth House B&B
Lobby

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.6 out of 10, Excellent, (1,001 reviews)
"Na no breakfast parking easy no cost "
United States
John
The price is RM733
RM796 total
includes taxes & fees
15 Jul - 16 Jul
Courtyard by Marriott Keene Downtown
Front of property

Gardner Inn

Gardner Inn
2.0 star property
Gardner
7.2 out of 10, Good, (28 reviews)
"Great for a quick stay while passing through!"
United States
Cristen
The price is RM452
RM505 total
includes taxes & fees
2 Jul - 3 Jul
Gardner Inn
Free WiFi, bed sheets

Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.2 out of 10, Very good, (1,002 reviews)
"Once again it was another great stay"
United States
alice
The price is RM534
RM605 total
includes taxes & fees
11 Jul - 12 Jul
Motel 6 Leominster, MA
Free WiFi, bed sheets, alarm clocks

Econo Lodge

Econo Lodge
2.0 star property
Westminster
6.4 out of 10, (319 reviews)
"Clean rooms and friendly staff "
United States
Steven
The price is RM609
RM668 total
includes taxes & fees
2 Jul - 3 Jul
Econo Lodge
Exterior

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.8 out of 10, Good, (287 reviews)
"Lots of character and run by a great family!"
United States
Evan
The price is RM672
RM729 total
includes taxes & fees
15 Jul - 16 Jul
Monadnock Inn
BBQ/picnic Area

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, (467 reviews)
"I love this place."
United States
Tracy
The price is RM789
RM901 total
includes taxes & fees
22 Jul - 23 Jul
Riverhouse by Weekender (Formerly Jack Daniels Inn)
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

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.
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

10/10 Excellent
"Very convenient! Clean and quiet place during the night."
Edna 1-night trip
Posted 19 hours ago
Gardner Inn

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 RM361 per night from 28 Jul to 29 Jul
RM361
RM392 total
28 Jul - 29 Jul
includes taxes & fees
7/10 Good! (1,004 reviews)

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 Days Inn by Wyndham Keene NH. 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 Old Centre Historic District, Millers River and Hyde 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 19Ā°C, while the coldest months are January and February, with an average of -2Ā°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