Find a Bed and Breakfast in Pittsfield from CA $170

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Our top choices for Pittsfield bed & breakfast

The Vesper

The Vesper
3.0 star property
Woodstock
9.4 out of 10, Exceptional, (58 reviews)
"Uniqueness of rooms, breakfast options and walking distance to so many great spots!"
United States
Emily
The price is CA $214
CA $235 total
includes taxes & fees
Apr 22 - Apr 23
The Vesper

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (278 reviews)
"Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly,"
United States
Michael
The price is CA $204
CA $225 total
includes taxes & fees
May 20 - May 21
The Jackson

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (1 review)
"The property manager greeted us when we walked in and she was extremely friendly and kind. The inn was charming and had a homey feel, and the rooms were very clean and well maintained with awesome amenities."
United States
Sara
The price is CA $346
CA $380 total
includes taxes & fees
Apr 24 - Apr 25
Deer Brook Inn

Sleep Woodstock Mobility Impaired Accessible Suite

Sleep Woodstock Mobility Impaired Accessible Suite
Woodstock
The price is CA $101
CA $170 total
includes taxes & fees
Apr 20 - Apr 21
Sleep Woodstock Mobility Impaired Accessible Suite

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is CA $101
CA $172 total
includes taxes & fees
Apr 29 - Apr 30
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is CA $101
CA $172 total
includes taxes & fees
Apr 20 - Apr 21
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $108
CA $180 total
includes taxes & fees
Apr 20 - Apr 21
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $108
CA $180 total
includes taxes & fees
Apr 20 - Apr 21
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $108
CA $180 total
includes taxes & fees
Apr 21 - Apr 22
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $108
CA $180 total
includes taxes & fees
Apr 21 - Apr 22
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is CA $101
CA $172 total
includes taxes & fees
Apr 20 - Apr 21
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is CA $101
CA $172 total
includes taxes & fees
Apr 27 - Apr 28
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $108
CA $180 total
includes taxes & fees
Apr 20 - Apr 21
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $108
CA $180 total
includes taxes & fees
Apr 20 - Apr 21
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is CA $101
CA $172 total
includes taxes & fees
Apr 27 - Apr 28
Sleep Woodstock - 2 Double Beds - Dog Friendly

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (394 reviews)
"Wonderful stay"
United States
Gregory
The price is CA $305
CA $369 total
includes taxes & fees
Apr 22 - Apr 23
Snowed Inn

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (428 reviews)
"Greeted with cookies and a cozy living room with games and cute decorations. Nice, clean room with a comfortable bed. Breakfast was great (fresh berries, make your own waffles, muffins, etc). Breakfast is at 8 so you may not make first tracks in the slopes"
United States
Piruz
The price is CA $267
CA $291 total
includes taxes & fees
May 3 - May 4
The Vermont Inn

Inn at Neshobe River

Inn at Neshobe River
3.0 star property
Brandon
9.4 out of 10, Exceptional, (16 reviews)
"Great little BAnd B just outside town. Shares property with a brewery and also offers a small food menu for dinner Fantastic view of the golf course 5 th hole Great hospitality and crazy good breakfast "
United States
Keith
The price is CA $240
CA $264 total
includes taxes & fees
May 15 - May 16
Inn at Neshobe River

The Lilac Inn

The Lilac Inn
3.5 star property
Brandon
9.6 out of 10, Exceptional, (216 reviews)
"Great breakfast….friendly staff…spotless room"
United States
Judith M
The price is CA $327
CA $360 total
includes taxes & fees
Apr 21 - Apr 22
The Lilac 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 Pittsfield Hotel Reviews

Find out more about Pittsfield

Pittsfield B&B information

Number of reviews
1,175
Accommodation
33 B&B
Lowest Price
CA $170
Highest Price
CA $380

Frequently asked questions

Searching for B&Bs in Pittsfield?
If you want to find a place to stay with fewer rooms than a hotel and a cozy environment, a bed and breakfast may be the perfect thing for your getaway to Pittsfield. When you want to explore some attractions in town, Green Mountain National Forest and Roger Clark Memorial Central Library are worth a stop.
Why should you consider B&Bs instead of traditional hotels?
With attentive service, opportunities to meet other guests, and hearty breakfasts, B&Bs provide a unique environment.
What are the best bed and breakfasts in Pittsfield?
Here are some well-liked B&Bs in the area: The Jackson: 11 rooms. 17.2 mi (27.7 km) from the heart of Pittsfield. Enjoy the designer toiletries and library. The Vermont Inn: 16 rooms. 9 mi (14.5 km) from the downtown core. Enjoy the 24-hour fitness center and sauna. Snowed Inn: 19 rooms. Situated 8.9 mi (14.4 km) from the heart of Pittsfield. Enjoy the hot tubs and unique décor. The Vesper: 9 rooms. 18 mi (29 km) from the heart of downtown.Stay At Jimmy's: 3 rooms. Located 18.2 mi (29.2 km) from the core of Pittsfield. Enjoy the jetted tubs and private yard.
When should I book my B&B in Pittsfield?
When you're dreaming of a escape to Pittsfield, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.
What is there to do in Pittsfield?
When you want to explore some things to do in town, Green Mountain National Forest and Roger Clark Memorial Central Library are some notable sights to visit. You might check out Pittsfield Town Hall if you have time to see more of the area.
How can I get to and around Pittsfield?
You can map out your trip in and around Pittsfield ahead of time with these transportation options. Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 18.1 mi (29.2 km) from the heart of the city. Otherwise, you can search for flights to Lebanon, NH (LEB-Lebanon Municipal), which is 27.2 mi (43.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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