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Compare 5 B&B in Winchendon with updated reviews, rates, and availability.

Exterior
Monadnock Inn
2.5 star property
7.6 out of 10, Good, (256)
"Wonderful place."
The price is AED 580
AED 630 total
includes taxes & fees
1 Jun - 2 Jun
Monadnock Inn
Breakfast area
Centennial House
3.5 star property
9.4 out of 10, Exceptional, (127)
"The owners of this historic home are exceptionally helpful with all of the details for a pleasant visit. The particular highlight is the marvelous and creative breakfasts, in our case especially the frittatas and raspberry turnovers, which we wished we could take home by the dozen."
The price is AED 731
AED 773 total
includes taxes & fees
26 May - 27 May
Centennial House
Exterior
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (122)
"Great nights stay and very walkable to the center of town. The host Joe was awesome!"
The price is AED 723
AED 784 total
includes taxes & fees
26 May - 27 May
The Carriage Barn Inn
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Front of property - evening/night
Howarth House B&B
3.0 star property
10.0 out of 10, Exceptional, (81)
"Wonderful! Beautiful and comfortable. Sarah and Ryan are amazing and go above and beyond to make everything perfect. "
The price is AED 790
AED 790 total
includes taxes & fees
27 May - 28 May
Howarth House B&B
Front of property
The Maguire House Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (31)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
The price is AED 1,010
AED 1,010 total
includes taxes & fees
31 May - 1 Jun
The Maguire House Bed & Breakfast
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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.

Other property types in Winchendon

Exterior
Enjoy your stay in an antique home in an antique toy museum!
9.2 out of 10, Wonderful, (7)
"A unique enjoyable experience "
The price is AED 1,451
AED 1,922 total
includes taxes & fees
28 May - 29 May
Enjoy your stay in an antique home in an antique toy museum!
Property grounds
Charming Waterfront Log Cabin
10.0 out of 10, Exceptional, (24)
"Wonderful place it’s are 3rd time staying there an you can’t beat the location, pond view or the nature surrounding you. An a very fast response. I will be staying agsin!"
The price is AED 694
AED 1,494 total
includes taxes & fees
11 Jun - 12 Jun
Charming Waterfront Log Cabin
Cozy Cabin in a Rural Setting #16 near Temple,NH
10.0 out of 10, Exceptional, (4)
"It’s a cute little cabin with modern amenities. No supplies like tea coffee in the room but it did not matter to us :)"
The price is AED 477
AED 671 total
includes taxes & fees
4 Jun - 5 Jun
Cozy Cabin in a Rural Setting #16 near Temple,NH
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.

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. If your ideal vacation to Winchendon includes spending lots of time outside, Lake Dennison State Recreation Area is a good spot to enjoy the scenery.
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'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, April, March, and February, with each month seeing an average of 9 inches of snowfall.
What is there to do in Winchendon?
When you want to spend some time in the great outdoors, Lake Dennison State Recreation Area and Millers River are some notable spots. You might check out Wetmore Trailhead if you have time 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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