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Check prices for these dates

Next weekend
30 Jan - 1 Feb
In two weeks
6 Feb - 8 Feb
In one month
20 Feb - 22 Feb
In two months
20 Mar - 22 Mar

Our top choices for Winchendon bed & breakfast

Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (167 reviews)
"Very helpful and welcoming host. "
United States
Bruce
The price is AED 445
AED 482 total
includes taxes & fees
26 Jan - 27 Jan
The Carriage Barn Inn
Free daily full breakfast

Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (173 reviews)
"great proprietors beautiful vintage home excellent breakfast"
United States
JAMES
The price is AED 691
AED 731 total
includes taxes & fees
1 Feb - 2 Feb
Centennial House
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 AED 939
AED 939 total
includes taxes & fees
5 Feb - 6 Feb
The Maguire House Bed & Breakfast
Front of property - evening/night

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (112 reviews)
"Absolutely beautiful house. The owners are so kind and the breakfast is amazing."
United States
James
Howarth House B&B
Exterior

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.6 out of 10, Good, (278 reviews)
"The Inn was cozy, the room was clean and comfortable. The owner was engaging and helpful. Would definitely stay there again. "
United States
E S
Monadnock 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

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

10/10 Excellent
"Clean room. Comfortable bed. Quiet. Nice breakfast."
Joanne 1-night trip
Posted 5 days ago
Hampton Inn & Suites Keene

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 downtown core. 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 Otter River State Forest 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.