Book Winchendon Bed & Breakfast

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 $158
$176 total
includes taxes & fees
Jun 1 - Jun 2
Monadnock Inn
Exterior detail
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 $199
$210 total
includes taxes & fees
May 26 - May 27
Centennial House
Free daily continental breakfast
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 $197
$214 total
includes taxes & fees
May 26 - May 27
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 $215
$215 total
includes taxes & fees
May 27 - May 28
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 $258
$258 total
includes taxes & fees
Jun 6 - Jun 7
The Maguire House Bed & Breakfast
Don't see what you're looking for?
See all available properties in Winchendon
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

Interior
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 $395
$523 total
includes taxes & fees
May 28 - May 29
Enjoy your stay in an antique home in an antique toy museum!
Interior
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 $189
$407 total
includes taxes & fees
Jun 11 - Jun 12
Charming Waterfront Log Cabin
Fridge, microwave, stovetop, coffee/tea maker
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 $130
$183 total
includes taxes & fees
Jun 4 - Jun 5
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.

Winchendon B&B information

Number of reviews
511
Accommodation
5 B&B
Lowest Price
$158
Highest Price
$258

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 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, 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.

Recent reviews of Winchendon hotels
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