Search B&B in Winchendon

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

B&B in Winchendon

Free daily continental breakfast
The Carriage Barn Inn

The Carriage Barn Inn

3.0 star property
Keene
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is SAR 596
SAR 647 total
includes taxes & fees
2 Dec - 3 Dec
The Carriage Barn Inn
Free daily full breakfast
Centennial House

Centennial House

3.5 star property
Northfield
9.6 out of 10, Exceptional, (173)
"The house was cozy and inviting. Felt the history all around me and the breakfast made and served by Joan was great. We recommend this place for those looking for that historical b&b experience. "
United States
Paul
The price is SAR 611
SAR 646 total
includes taxes & fees
1 Dec - 2 Dec
Centennial House
Exterior
Monadnock Inn

Monadnock Inn

2.5 star property
Jaffrey
7.6 out of 10, Good, (274)
"It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. "
United States
Sharon-Ann C
Monadnock Inn
Garden
Howarth House B&B

Howarth House B&B

3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (109)
"Beautiful gardens"
United States
Christine
Howarth House B&B
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.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchendon Hotel Reviews

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

10/10 Excellent
"Beautiful room. Breakdadt was good, staff very friendly"
Laurie 1-night trip
Posted 3 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 Militia Training Field 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. Situated 14.5 mi (23.3 km) from the heart of Winchendon. 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 Militia Training Field are some notable spots. You might put Lake Dennison State Recreation Area and Birch Hill Wildlife Management Area 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.