Find hotels in Winchendon, MA from Rp1.697.527

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Go beyond your typical stay in Winchendon

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Check prices for these dates

Tonight
15 Nov - 16 Nov
Tomorrow
16 Nov - 17 Nov
Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

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Our top choices for Winchendon hotels

A grand lobby with a staircase, a piano, comfortable seating, and large windows.

1. The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,003 reviews)
"loved the restaurant."
United States
Greg
The price is Rp2.620.754
Rp2.927.525 total
includes taxes & fees
16 Nov - 17 Nov
The Colonial Hotel
A hotel lobby with a central circular skylight, a reception desk, and a seating area with sofas.

2. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.8 out of 10, Excellent, (1,006 reviews)
"Good customer service and great location"
United States
louis
The price is Rp2.561.584
Rp2.861.290 total
includes taxes & fees
22 Nov - 23 Nov
Doubletree by Hilton Hotel Leominster
An indoor swimming pool with a spectator area and a stage.

3. 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)
"Great place for a Family vacation"
United States
Josefa
The price is Rp2.893.844
Rp3.232.424 total
includes taxes & fees
29 Nov - 30 Nov
Great Wolf Lodge Boston / Fitchburg, MA
A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.

4. 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)
"Excellent stay"
United States
Lisa
The price is Rp2.421.398
Rp2.627.308 total
includes taxes & fees
16 Nov - 17 Nov
Keene Elm City Hotel, an Ascend Collection Hotel
A hotel lobby with a check-in counter, a reception desk, a clock, a potted plant, and seating areas.

5. Gardner Inn

Gardner Inn
2.0 star property
Gardner
7.8 out of 10, Good, (99 reviews)
"It was a very good stay for the price. Very clean and the location was very good. I would definitely stay here again."
United States
Leila
The price is Rp1.966.248
Rp2.196.372 total
includes taxes & fees
16 Nov - 17 Nov
Gardner Inn
A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.

6. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.2 out of 10, Very good, (1,001 reviews)
"Great place to go"
United States
Ruddy
The price is Rp2.577.059
Rp2.796.109 total
includes taxes & fees
17 Nov - 18 Nov
Best Western Plus Keene Hotel
A covered porch with Adirondack chairs and a table with wine glasses, overlooking a lake and lush greenery.

7. The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (41 reviews)
"Terry and Paul are wonderful warm Innkeepers. The inn is classically New England charming. The lake view is stunning. Appreciated the little touches like nighty cookies, water and snacks in the room."
United States
Jeffrey
The price is Rp5.188.710
Rp5.188.710 total
includes taxes & fees
2 Dec - 3 Dec
The Maguire House Bed & Breakfast
A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

8. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (431 reviews)
"Comfortable, clean, friendly staff, great breakfast"
United States
Dayle
The price is Rp2.867.445
Rp3.111.178 total
includes taxes & fees
28 Nov - 29 Nov
Hampton Inn & Suites Keene
A dining area with wooden tables and chairs, a mural on the wall, and large windows.

9. The Birchwood Inn

The Birchwood Inn
3.5 star property
Temple
9.4 out of 10, Exceptional, (243 reviews)
"The host was absolutely wonderful in making recommendations for a future visit with our extended family❣️ We were pleasantly surprised by all that the surrounding smaller towns had to offer and cannot wait to return🌹"
United States
Karen
The price is Rp3.186.050
Rp3.456.955 total
includes taxes & fees
17 Nov - 18 Nov
The Birchwood Inn
A wooden picnic table with a bottle and two glasses, surrounded by lush greenery and a wooden fence.

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, (483 reviews)
"Very clean and convenient. Staff were lovely, big rooms."
United States
Kathleen
The price is Rp2.053.091
Rp2.424.957 total
includes taxes & fees
19 Nov - 20 Nov
Riverhouse by Weekender (Formerly Jack Daniels Inn)
A modern hotel room with a large bed, a bedside table, a nightstand, a mirror, and a bathroom with a sink and towel rack.

11. Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.4 out of 10, Very good, (1,000 reviews)
"Clean room, staff was helpful and even tho I only stayed 2 nights I felt safe and comfortable. Would stay again when in the area."
United States
Ruth
The price is Rp1.697.527
Rp1.932.385 total
includes taxes & fees
16 Nov - 17 Nov
Motel 6 Leominster, MA
Exterior

12. 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, (810 reviews)
"Looking for a quite stay there perfect"
United States
Christopher
The price is Rp3.528.323
Rp3.828.230 total
includes taxes & fees
22 Nov - 23 Nov
Fairfield Inn & Suites by Marriott Keene Downtown
A well-lit garden area with a gazebo, a small house, and a large tree in the background.

13. Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (126 reviews)
"Ryan and Sarah were wonderful hosts, we are so happy we discovered their bed and breakfast. The entire home is beautifully decorated. Our room was spacious annd we enjoyed using the gas fireplace. Breakfast was absolutely delicious! We highly recommend staying at Howarth House!"
United States
Paula
The price is Rp3.850.569
Rp3.850.569 total
includes taxes & fees
16 Nov - 17 Nov
Howarth House B&B
A two-story building with a white facade and green shutters, a covered front porch, and a sign for the "M" Inn.

14. Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.8 out of 10, Good, (296 reviews)
"The building and interior was big on ambiance and charm. The staff was very cordial and helpful. I would suggest the addition of an ice machine"
United States
Jim
The price is Rp2.214.214
Rp2.402.464 total
includes taxes & fees
16 Nov - 17 Nov
Monadnock Inn
A modern hotel room with a large bed, a desk, and a chair. There are two bedside tables with lamps.

15. Econo Lodge

Econo Lodge
2.0 star property
Westminster
6.6 out of 10, (347 reviews)
"What a lovely place to stay"
Canada
Talauna
The price is Rp1.902.527
Rp2.451.256 total
includes taxes & fees
17 Nov - 18 Nov
Econo Lodge
A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.

16. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.6 out of 10, Excellent, (1,000 reviews)
"I found the room to be very clean, which is my number one thing that I want. The people who work there were all informative and kind I like where the hotel is located so you can leave there and walk to different restaurants and shops. It was a great stay"
United States
Madeline
The price is Rp3.079.545
Rp3.341.306 total
includes taxes & fees
29 Nov - 30 Nov
Courtyard by Marriott Keene Downtown
A hotel room with two beds, a TV, a desk, and a window with curtains.

17. 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)
"Everything went well was in and out."
United States
Latisha
The price is Rp1.826.062
Rp1.981.278 total
includes taxes & fees
17 Nov - 18 Nov
Days Inn by Wyndham Keene NH
A room with a fireplace, a large mirror, and a window with a view of the outside.

18. Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.8 out of 10, Excellent, (196 reviews)
"Good for one night stopover."
United States
Lisa
The price is Rp2.894.754
Rp3.233.386 total
includes taxes & fees
16 Nov - 17 Nov
Chocksett Inn and Restaurant
A two-story house with a red door, green shutters, and a snow-covered front yard.

19. Centennial House

Centennial House
3.5 star property
Northfield
9.8 out of 10, Exceptional, (195 reviews)
"Excellent host making us feel very welcome. Very nice room and really lovely breakfast. Would certainly stay again if we are in the area."
United Kingdom
Alan
The price is Rp3.267.577
Rp3.453.829 total
includes taxes & fees
18 Nov - 19 Nov
Centennial House
A wooden table set with plates, cutlery, and a folded napkin.

20. The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (177 reviews)
"Clean,quiet, beautiful inn in the heart of downtown Keene,NH. Joe was friendly and accommodating and a hell of a great guy. A+++++++"
United States
Richard
The price is Rp2.454.169
Rp2.662.773 total
includes taxes & fees
16 Nov - 17 Nov
The Carriage Barn 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.
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Hotels recommended for families in Winchendon

A wooden picnic table with a bottle and two glasses, surrounded by lush greenery and a wooden fence.

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, (483)
The price is Rp2.053.091
Rp2.424.957 total
includes taxes & fees
19 Nov - 20 Nov
Riverhouse by Weekender (Formerly Jack Daniels Inn)

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

A wooden picnic table with a bottle and two glasses, surrounded by lush greenery and a wooden fence.
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
Peterborough

10/10 Excellent

2nd stay in this great little motor inn. Very friendly and helpful staff.
United Kingdom
Ian
Reviewed September 25, 2018
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Frequently Asked Questions

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: 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 10 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 Hyde Park, V F W Park and Militia Training Field. 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.

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 Motel 6 Leominster, MA and The Colonial Hotel. See all available top hotels, or vacation rentals in Winchendon.