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

Find a Bed and Breakfast in Winchendon from CA $184

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Winchendon bed & breakfast

A two-story building with a white facade and green shutters, a covered front porch, and a sign for the "M" Inn.

1. 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 CA $206
CA $224 total
includes taxes & fees
Nov 9 - Nov 10
Monadnock Inn
A covered porch with Adirondack chairs and a table with wine glasses, overlooking a lake and lush greenery.

2. 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 CA $382
CA $382 total
includes taxes & fees
Dec 2 - Dec 3
The Maguire House Bed & Breakfast
A well-lit garden area with a gazebo, a small house, and a large tree in the background.

3. Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (124 reviews)
"We needed somewhere near Mt. Wachusett to stay and this was a perfect spot. Very cozy and well decorated. The breakfast was such a nice touch."
United States
Maddy
The price is CA $296
CA $296 total
includes taxes & fees
Nov 15 - Nov 16
Howarth House B&B
A two-story house with a red door, green shutters, and a snow-covered front yard.

4. Centennial House

Centennial House
3.5 star property
Northfield
9.8 out of 10, Exceptional, (193 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 CA $236
CA $249 total
includes taxes & fees
Nov 16 - Nov 17
Centennial House
A dining area with wooden tables and chairs, large windows with a view of trees, and a bench along the wall.

5. 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 CA $169
CA $184 total
includes taxes & fees
Dec 6 - Dec 7
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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Top Winchendon Hotel Reviews

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent
"Great staying over there for 2 night my family and I loved it. Looking forward at visiting this place again in the future!"
Laura 2-night trip
Posted 1 day ago
Great Wolf Lodge Boston / Fitchburg, MA

Find out more about Winchendon

Winchendon B&B information

Number of reviews
597
Accommodation
5 B&B
Lowest Price
CA $184
Highest Price
CA $382

Frequently asked questions

Searching for B&Bs in Winchendon?
If you're looking for something a little different than your standard hotel experience, a stay at a bed and breakfast might be the perfect option for your getaway. While you're enjoying your trip to Winchendon, Wendall P. Clark Memorial and Hyde Park are perfect spots to get in some fresh air and greenery.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to interact with the owner, and top-rated breakfasts, B&Bs offer a unique setting.
What are the top B&Bs in Winchendon?
Here are some well-liked B&Bs in the surrounding area: Monadnock Inn: 11 rooms. 9.7 mi (15.7 km) from the downtown core. Howarth House B&B: 3 rooms. 14.5 mi (23.3 km) from the heart of downtown. Enjoy the free full breakfast and in-room pools. The Maguire House Bed & Breakfast: 3 rooms. Located 6.7 mi (10.8 km) from the core of Winchendon. Enjoy the free full breakfast and deli.
What's the best time of year to stay at a B&B in Winchendon?
When you're dreaming of a getaway to Winchendon, year-round temperatures and rainfall may be important factors to consider. 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.
What is there to do in Winchendon?
When you want to spend some time in the great outdoors, Wendall P. Clark Memorial and Hyde Park are some notable spots. You might put Lake Dennison State Recreation Area and Beals Memorial Library on your list if you want to see more of the area.
How can I get to and around Winchendon?
Planning your excursions in and around Winchendon is easier with these transportation options. Fly into Nashua, NH (ASH-Nashua Municipal), which is located 28 mi (45.1 km) away from the city center. Otherwise, look for flights into Worcester, MA (ORH-Worcester Regional), which is 30.1 mi (48.5 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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