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

Find a Bed and Breakfast in Winchendon from CA $226

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Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

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, (292 reviews)
"Very nice, clean, and a good vibe. An older building but very charming. Would certainly stay again."
United States
Jed
The price is CA $233
CA $253 total
includes taxes & fees
Sep 10 - Sep 11
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, (39 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 CA $403
CA $403 total
includes taxes & fees
Sep 10 - Sep 11
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, (119 reviews)
"Enjoyed our stay……breakfast was excellent"
United States
David
The price is CA $292
CA $292 total
includes taxes & fees
Sep 14 - Sep 15
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
9.6 out of 10, Exceptional, (177 reviews)
"David was incredibly hospitable. I thoroughly enjoyed my stay. "
United States
Amy
The price is CA $240
CA $254 total
includes taxes & fees
Sep 22 - Sep 23
Centennial House
A wooden table set with plates, cutlery, and a folded napkin.

5. The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (176 reviews)
"Perfectly clean and quaint. Friendly owner, great location"
United States
Jonathan
The price is CA $208
CA $226 total
includes taxes & fees
Sep 21 - Sep 22
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

Gardner Inn

Gardner Inn

8/10 Good
"This place was nicer than I expected. My room looked recently remodeled."
Darell 2-night trip
Posted 14 hours ago
Gardner Inn

Find out more about Winchendon

Winchendon B&B information

Number of reviews
803
Accommodation
5 B&B
Lowest Price
CA $226
Highest Price
CA $403

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 B&Bs in the surrounding area: Monadnock Inn: 11 rooms. 9.7 mi (15.7 km) from the heart of Winchendon.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, Blueberry Island and Wendall P. Clark Memorial 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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