Find hotels in Winchendon, MA from ₩162,343

  • 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

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchendon hotels

Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (168 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 ₩211,280
₩235,577 total
includes taxes & fees
May 27 - May 28
The Burrell House
In-room safe, desk, blackout drapes, 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, (1,000 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is ₩149,625
₩162,343 total
includes taxes & fees
Jun 10 - Jun 11
Days Inn by Wyndham Keene NH
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, (1,004 reviews)
"Really friendly, helpful and accommodating staff. Clean and well maintained. Would definitely stay here again!"
United States
Sarah
The price is ₩212,449
₩230,507 total
includes taxes & fees
May 26 - May 27
Keene Elm City Hotel, an Ascend Collection Hotel
Interior

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,001 reviews)
"Room was clean, the hotel location is excellent very picturesque, staff was very easy to work with"
Canada
Adnan
The price is ₩218,443
₩244,013 total
includes taxes & fees
May 26 - May 27
The Colonial Hotel
Lobby

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 ₩263,133
₩293,919 total
includes taxes & fees
Jun 7 - Jun 8
Doubletree by Hilton Hotel Leominster
Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,001 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 ₩233,693
₩253,557 total
includes taxes & fees
May 25 - May 26
Best Western Plus Keene 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, (1,000 reviews)
"Great stay for a great price. Dog friendly which is a huge plus"
United States
Wayne
The price is ₩143,841
₩163,706 total
includes taxes & fees
May 31 - Jun 1
Motel 6 Leominster, MA
Fireplace

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 ₩241,281
₩269,506 total
includes taxes & fees
May 26 - May 27
Chocksett Inn and Restaurant
Free daily continental breakfast

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 ₩268,805
₩291,654 total
includes taxes & fees
May 28 - May 29
The Carriage Barn Inn
Exterior

Gardner Inn

Gardner Inn
2.0 star property
Gardner
6.2 out of 10, (32 reviews)
"Great for a quick stay while passing through!"
United States
Cristen
The price is ₩150,232
₩167,805 total
includes taxes & fees
Jun 3 - Jun 4
Gardner 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, (1,002 reviews)
"Great location, particularly for families with kids. "
United States
Johnson
The price is ₩271,631
₩303,412 total
includes taxes & fees
Jun 15 - Jun 16
Great Wolf Lodge Boston / Fitchburg, MA
Dinner served

The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (228 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 ₩265,561
₩288,141 total
includes taxes & fees
May 28 - May 29
The Birchwood Inn
Free daily buffet breakfast

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 ₩238,625
₩258,914 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn & Suites Keene
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, (463 reviews)
"Always dependable, comfortable, clean rooms and friendly staff."
United States
Rachel
The price is ₩256,732
₩295,004 total
includes taxes & fees
Jun 2 - Jun 3
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Front of property - evening/night

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (113 reviews)
"Absolutely beautiful house. The owners are so kind and the breakfast is amazing."
United States
James
The price is ₩320,949
₩320,949 total
includes taxes & fees
May 26 - May 27
Howarth House B&B
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, (778 reviews)
"Centrally located and close to restaurants. "
Canada
allen
The price is ₩286,806
₩311,184 total
includes taxes & fees
May 31 - Jun 1
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior

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 ₩249,733
₩270,963 total
includes taxes & fees
Jun 6 - Jun 7
Monadnock Inn
Lobby

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 ₩286,806
₩311,192 total
includes taxes & fees
May 31 - Jun 1
Courtyard by Marriott Keene Downtown
Standard Room, 1 King Bed, Non Smoking | Free WiFi, bed sheets, alarm clocks

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 ₩210,931
₩231,387 total
includes taxes & fees
May 25 - May 26
Econo Lodge
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 ₩432,485
₩432,485 total
includes taxes & fees
Jun 10 - Jun 11
The Maguire House Bed & Breakfast
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

5.0/5 (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 Center, 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

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

10/10 Excellent
"The hotel bar, called "Nectar", Is an unpretentious and comfortable place to have a conversation and a drink in the evening. Its kitchen has a limited menu of well prepared entrees, sandwiches, and salads."
Jim 4-night trip
Posted 8 hours ago
Doubletree by Hilton Hotel Leominster

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 ₩149,625 per night from Jun 10 to Jun 11
₩149,625
₩162,343 total
Jun 10 - Jun 11
includes taxes & fees
7/10 Good! (1,000 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 traveler data. Other good choices for your trip to 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 that most hotel room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchendon.
Where can I learn more about changing or cancelling my trip to Winchendon?
To access more information about updating your trip to Winchendon or cancelling it, click here.
What's the best place to stay near Lake Dennison State Recreation Area?
The Colonial Hotel is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an indoor pool. You'll find it 9 mi (14.5 km) from Lake Dennison State Recreation Area. Other good options in the area include Super 8 by Wyndham Gardner and The Maguire House Bed & Breakfast.
What are some hotels with pools in Winchendon?
Great Wolf Lodge Boston / Fitchburg, MA: Resort steps from Great Wolf Lodge Waterpark. Offers 4 indoor pools, a children's pool, and free water-park access. The Colonial Hotel and Doubletree by Hilton Hotel Leominster are two additional hotels that offer an onsite pool. View all hotels with pools in Winchendon.
What's the best accommodation near Worcester Regional Airport (ORH)?
Hilton Garden Inn Worcester is one of the top choices for your stay and is a popular 3-star hotel featuring a restaurant and an indoor pool. It's located 3.7 mi (5.9 km) from Worcester Regional Airport. Other choices near the airport include Holiday Inn Express Worcester Downtown and AC Hotel by Marriott Worcester.
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 accommodations to choose from. Find out more about Winchendon.
What should I see while I'm in Winchendon?
Natural beauty is on display at V F W Park, Blueberry Island, and Millers River. A couple of additional sights to add to your agenda are Lake Dennison State Recreation Area and Beals Memorial Library. Check out what more to see and do in Expedia's Winchendon guide.
What's the weather like in Winchendon?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchendon are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.