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

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Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2

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Our top choices for Winchendon hotels

Breakfast included
Interior

1. The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
9.0 out of 10, Wonderful, (1,001 reviews)
"Food at restaurant was phenomenal"
United States
Zachary
The price is ₩226,374
₩252,867 total
includes taxes & fees
Jul 26 - Jul 27
The Colonial Hotel
Water park

2. Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,001 reviews)
"Family friendly, my kids really enjoyed it."
United States
Jaqueline
The price is ₩242,580
₩270,962 total
includes taxes & fees
Jul 22 - Jul 23
Great Wolf Lodge Boston / Fitchburg, MA
Lobby

3. 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, (1,006 reviews)
"Staff was very professional and friendly"
United States
Ramica
The price is ₩199,807
₩216,790 total
includes taxes & fees
Jul 29 - Jul 30
Keene Elm City Hotel, an Ascend Collection Hotel
Front of property

4. Gardner Inn

Gardner Inn
2.0 star property
Gardner
7.6 out of 10, Good, (38 reviews)
"Great for a quick stay while passing through!"
United States
Cristen
The price is ₩146,525
₩163,664 total
includes taxes & fees
Jul 23 - Jul 24
Gardner Inn
Lobby

5. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.6 out of 10, Excellent, (1,000 reviews)
"Staff was amazing!"
United States
Andrea Marie
The price is ₩265,530
₩296,594 total
includes taxes & fees
Aug 9 - Aug 10
Doubletree by Hilton Hotel Leominster
Restaurant

6. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,006 reviews)
"Staff was very friendly, accommodating, and attentive to our needs. Room was clean and comfortable!"
United States
Helen
The price is ₩205,727
₩223,221 total
includes taxes & fees
Jul 23 - Jul 24
Best Western Plus Keene Hotel
In-room safe, desk, blackout drapes, iron/ironing board

7. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,001 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is ₩138,370
₩150,132 total
includes taxes & fees
Aug 16 - Aug 17
Days Inn by Wyndham Keene NH
Exterior

8. The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (174 reviews)
"Wonderful stay"
United States
Justin
The price is ₩251,564
₩280,494 total
includes taxes & fees
Jul 21 - Jul 22
The Burrell House
Free daily buffet breakfast

9. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (393 reviews)
"Clean rooms, good location, easy parking, excellent service!"
United States
Kerry
The price is ₩228,165
₩247,559 total
includes taxes & fees
Jul 29 - Jul 30
Hampton Inn & Suites Keene
BBQ/picnic area

10. 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, (468 reviews)
"I love this place."
United States
Tracy
The price is ₩251,930
₩289,388 total
includes taxes & fees
Aug 10 - Aug 11
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Fireplace

11. Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.6 out of 10, Excellent, (171 reviews)
"Spacious room and bathroom. Staff very friendly and helpful."
United States
Linda
The price is ₩235,328
₩262,857 total
includes taxes & fees
Jul 20 - Jul 21
Chocksett Inn and Restaurant
Indoor pool

12. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.6 out of 10, Excellent, (1,000 reviews)
"Friendly staff"
United States
Nicholas Hamilton
The price is ₩265,743
₩288,331 total
includes taxes & fees
Aug 12 - Aug 13
Courtyard by Marriott Keene Downtown
Exterior

13. 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, (785 reviews)
"My favorite hotel!!!!"
United States
Brian
The price is ₩237,770
₩257,981 total
includes taxes & fees
Aug 12 - Aug 13
Fairfield Inn & Suites by Marriott Keene Downtown
Dinner served

14. 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 ₩259,009
₩281,032 total
includes taxes & fees
Jul 21 - Jul 22
The Birchwood Inn
Free daily continental breakfast

15. 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 ₩237,909
₩258,131 total
includes taxes & fees
Jul 19 - Jul 20
The Carriage Barn Inn
Standard Room, 1 King Bed, Non Smoking | WiFi (free), alarm clocks, bed sheets

16. Econo Lodge

Econo Lodge
2.0 star property
Westminster
6.4 out of 10, (321 reviews)
"Clean rooms and friendly staff "
United States
Steven
The price is ₩175,775
₩192,825 total
includes taxes & fees
Aug 17 - Aug 18
Econo Lodge
WiFi (free), bed sheets

17. Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.2 out of 10, Very Good, (1,000 reviews)
"Staff was very friendly and helpful Would stay again"
United States
Yvonne Nicole
The price is ₩127,631
₩145,539 total
includes taxes & fees
Aug 16 - Aug 17
Motel 6 Leominster, MA
Exterior

18. Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.8 out of 10, Good, (288 reviews)
"The Inn was charming with lots of character. You can see the pieces of history inside the rooms even though they’ve modernized it for comfort. It was perfect. Stay for us inconvenient locations to the places we needed to go. I would definitely stay there again."
United States
Nicole
The price is ₩243,572
₩264,278 total
includes taxes & fees
Jul 26 - Jul 27
Monadnock Inn
Front of property - evening/night

19. Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (116 reviews)
"Enjoyed our stay……breakfast was excellent"
United States
David
The price is ₩313,031
₩313,031 total
includes taxes & fees
Jul 28 - Jul 29
Howarth House B&B
Terrace/patio

20. The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (38 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 ₩421,814
₩421,814 total
includes taxes & fees
Aug 13 - Aug 14
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.
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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.
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
A river reflecting autumn trees and a dense forest.

Top Winchendon Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Thoughtful and attentive staff"
Charles 1-night trip
Posted 2 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

More cheap stays in Winchendon

Motel 6 Leominster, MA

Motel 6 Leominster, MA

48 Commercial Rd Leominster MA
The price is ₩127,631 per night from Aug 16 to Aug 17
₩127,631
₩145,539 total
Aug 16 - Aug 17
includes taxes & fees

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 Keene Elm City Hotel, an Ascend Collection 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 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 Keene Elm City Hotel, an Ascend Collection Hotel 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 Blueberry Island, Millers River, and Hyde Park. 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.