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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

B&B in Winchendon

Free daily continental breakfast
The Carriage Barn Inn
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (162)
"Great BB. Very charming and cozy! Will definitely stay again! "
United States
Maria
The price is AED 664
AED 721 total
includes taxes & fees
20 Nov - 21 Nov
The Carriage Barn Inn
Free daily full breakfast
Centennial House
Centennial House
3.5 star property
9.6 out of 10, Exceptional, (171)
"The property was wonderful and the hosts exceptional❤️"
United States
Susan
The price is AED 673
AED 712 total
includes taxes & fees
3 Nov - 4 Nov
Centennial House
Property grounds
The Maguire House Bed & Breakfast
The Maguire House Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (35)
"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 980
AED 980 total
includes taxes & fees
12 Nov - 13 Nov
The Maguire House Bed & Breakfast
Garden
Howarth House B&B
Howarth House B&B
3.0 star property
10.0 out of 10, Exceptional, (109)
"Beautiful gardens"
United States
Christine
Howarth House B&B
Exterior
Monadnock Inn
Monadnock Inn
2.5 star property
7.6 out of 10, Good, (272)
"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
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

Motel 6 Leominster, MA

Motel 6 Leominster, MA

10/10 Excellent
"Amazing nice tubs and beds! Very nice hot water and good coffee "
Brandon 2-night trip
Posted 3 days ago
Motel 6 Leominster, MA

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, V F W Park and Wendall P. Clark Memorial 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. 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, Millers River and V F W Park are some notable spots. You might put Lake Dennison State Recreation Area and Blueberry Island 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.