Search B&B in Pittsfield

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Compare 17 B&B in Pittsfield with updated reviews, rates, and availability.

Fireplace
The Jackson House Inn
4.0 star property
10.0 out of 10, Exceptional, (167)
"Fantastic homemade breakfast and cookies at night. The rooms were very clean and comfortable. The staff was fantastic! Will be staying again. Book directly and save money."
The price is NT$8,462
NT$9,308 total
includes taxes & fees
May 27 - May 28
The Jackson House Inn
Front of property
Stay At Jimmy's
3.0 star property
10.0 out of 10, Exceptional, (1)
"Our short but sweet stay was great. Check in was smooth and the breakfast bundles were a nice touch. The rooms are newly designed and felt like such a getaway!"
The price is NT$6,405
NT$7,046 total
includes taxes & fees
May 19 - May 20
Stay At Jimmy's
Exterior
The Buckmaster Inn
3.0 star property
10.0 out of 10, Exceptional, (49)
"This Inn was built in 1801, so it’s a very old Inn. There are not enough superlatives. Fantastic. Awesome. Amazing. Going back definitely. All rooms are beautifully furnished with four-posters and very comfortable chairs. Place to be lived in. Immaculately clean. As soon as you walk in you want to stay forever. Warm. Delicious homemade breakfasts. Innkeeper Elizabeth is friendly and accommodating. We could have talked for hours. Still blissing out days later. "
The Buckmaster Inn
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Front of property
The Woodstocker B&B
4.0 star property
10.0 out of 10, Exceptional, (50)
"This is a lovely and charming guest house / B&B, run by a very nice and friendly couple. During our stay they recommended a number of places to visit and were warm and welcoming every day. I would not hesitate to book with them again."
The Woodstocker B&B
Terrace/patio
Deer Brook Inn
4.0 star property
10.0 out of 10, Exceptional, (21)
"The Inn was so lovely and charming and exceeded our expectations! The hospitality offered by the Inn Keeper and his team was truly remarkable and we felt welcome and spoiled throughout our stay. The property itself is stunning and the attention to detail is five star in our book!!! We will definitely be back! Plan your stay!! You won’t be disappointed!!"
Deer Brook Inn
Exterior detail
I.B. Munson House
3.0 star property
10.0 out of 10, Exceptional, (12)
"The hosts Gloria and Stephen were so friendly and sweet! The house is beyond gorgeous and incredibly cozy. The room itself was beautifully appointed and we had a claw foot bathtub (swoon)! Breakfast every morning was delicious. Would love to return someday!"
I.B. Munson House
Outdoor spa tub
Snowed Inn
3.5 star property
9.8 out of 10, Exceptional, (252)
"The place is beautiful and the iwners are super friendly. The breakfast was delicious. Great place!"
The price is NT$4,617
NT$5,587 total
includes taxes & fees
May 23 - May 24
Snowed Inn
Exterior
Mountain Valley Retreat
2.5 star property
9.6 out of 10, Exceptional, (132)
"This was a beautiful home that felt homey. The view from our room was secluded, peaceful and Vermonty (a little brook, trees, untouched snow). Breakfast was delicious. The hosts spent time visiting with us and we had some good discussions."
The price is NT$3,541
NT$3,895 total
includes taxes & fees
May 19 - May 20
Mountain Valley Retreat
View from property
The Chipman Inn
3.0 star property
9.6 out of 10, Exceptional, (138)
"This is a lovely old Inn. We found that there was not good lighting to read in our room and just one chair. As the weather was poor It would have been nice to spend time reading. Ther is a couch downstairs that we could have used. "
The Chipman Inn
Front of property - evening/night
Woodbridge Inn
3.0 star property
9.6 out of 10, Exceptional, (57)
"Very nice experience. The people running the bed and breakfast were very nice "
Woodbridge Inn
Exterior
The Lilac Inn
3.5 star property
9.4 out of 10, Exceptional, (157)
"The most wonder made to order breakfast included. Super thoughtful manager and innkeeper. Warm and delightful ambiance."
The price is NT$5,258
NT$5,784 total
includes taxes & fees
May 19 - May 20
The Lilac Inn
Front of property
The Vermont Inn
3.0 star property
9.2 out of 10, Wonderful, (382)
"Very comfortable and clean. Conveniently located with much more charm and ambiance than chain hotels. Thoroughly enjoyed our stay!! Breakfast was great!! "
The Vermont Inn
Exterior
Inn at Neshobe River
3.0 star property
9.0 out of 10, Wonderful, (10)
"Owners were so nice, bed was great, linens and towels were wonderful. House is very old and only drawback (which is original to the house and should not be changed!) is the bar/latch style door handles. The Violet Room has its private bathroom across the hall landing, but if you get up in the night as we do, you do make a lot of noise rattling those handles! Walls are thin.But that didn't disturb us, since the other patrons on our visit were very quiet and considerate. If you are looking for...
Inn at Neshobe River
Exterior
Echo Lake Inn
2.5 star property
8.6 out of 10, Excellent, (90)
"Lovely inn. Went to VT to see the total eclipse "
The price is NT$6,351
NT$6,922 total
includes taxes & fees
May 27 - May 28
Echo Lake Inn
Economy Room | Individually decorated, individually furnished, free WiFi, bed sheets
The Vesper
3.0 star property
8.0 out of 10, Very Good, (1)
" Goof"
The price is NT$3,875
NT$4,262 total
includes taxes & fees
May 27 - May 28
The Vesper
Bar (on property)
Inn at Water's Edge
4.0 star property
Inn at Water's Edge
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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 Pittsfield

Studio | Aerial view
Killington Center Inn & Suites by Killington VR - Studios
3.0 star property
10.0 out of 10, Exceptional, (1)
"We loved our little unit. Everything was clean and very modern. We especially loved the electric fireplace. Would stay here again. "
Killington Center Inn & Suites by Killington VR - Studios
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (32)
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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.

Pittsfield B&B information

Number of reviews
1,476
Accommodation
17 B&B
Lowest Price
NT$3,541
Highest Price
NT$8,462

Frequently asked questions

Searching for B&Bs in Pittsfield?
If you’re looking for something a little more offbeat than your standard hotel experience, a stay at a bed and breakfast could be the perfect alternative for your getaway.
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 Lilac Inn: 9 rooms. 13.6 mi (21.9 km) from the heart of Pittsfield. Enjoy the free cooked breakfast and unique décor. Mountain Valley Retreat: 2 rooms. 6.3 mi (10.1 km) from the downtown core. Enjoy the free full breakfast and private yard. The Vesper: 9 rooms. Situated 18 mi (29 km) from the heart of Pittsfield. The Jackson House Inn: 11 rooms. 17.2 mi (27.7 km) from the heart of downtown. Enjoy the free full breakfast and designer toiletries. Snowed Inn: 19 rooms. Located 8.9 mi (14.4 km) from the core of Pittsfield. Enjoy the spa tubs and unique décor.
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 April, with each month seeing an average of 10 inches of snowfall.
What is there to do in Pittsfield?
When you want to spend some time in the great outdoors, Lake Dunmore and Gifford Woods State Park are some notable spots. You might put Pico Mountain at Killington Ski Resort and Killington Resort on your list if you want 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.

Recent reviews of Pittsfield hotels
Expedia verified reviews

The Shire Woodstock

The Shire Woodstock

5/5 Excellent
"Everything was great"
A verified traveler from Belton stayed at The Shire Woodstock
Posted 3 days ago
The Shire Woodstock