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Check prices for these dates

Next weekend
12 Dec - 14 Dec
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19 Dec - 21 Dec
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2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

B&B in Pittsfield

Exterior
Mountain Valley Retreat

Mountain Valley Retreat

2.5 star property
Killington
9.6 out of 10, Exceptional, (189)
"Absolutely lovely stay!"
United States
Elizabeth
The price is SAR 413
SAR 466 total
includes taxes & fees
2 Dec - 3 Dec
Mountain Valley Retreat
Front of property
The Jackson

The Jackson

4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (256)
"Very cute inn, the restaurant was a plus. Had a great dinner there and def will come back. "
United States
Jaunita
The price is SAR 591
SAR 650 total
includes taxes & fees
2 Dec - 3 Dec
The Jackson
Exterior
Inn at Neshobe River

Inn at Neshobe River

3.0 star property
Brandon
9.4 out of 10, Exceptional, (16)
"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 SAR 709
SAR 780 total
includes taxes & fees
5 Dec - 6 Dec
Inn at Neshobe River
Front of property
Snowed Inn

Snowed Inn

3.5 star property
Killington
9.8 out of 10, Exceptional, (370)
"The inn truly stands out for it's naturally beautifully decorated all bright wooden interior. Their recent breakfast area expansion is wonderfully bright and cheery, as are the hosts. Thank you and we are looking forward to seeing you again!"
United States
Bradford
The price is SAR 664
SAR 804 total
includes taxes & fees
3 Dec - 4 Dec
Snowed Inn
Front of property
Stay At Jimmy's

Stay At Jimmy's

3.0 star property
Woodstock
10.0 out of 10, Exceptional, (46)
"Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!"
United States
Thomas
The price is SAR 747
SAR 821 total
includes taxes & fees
3 Dec - 4 Dec
Stay At Jimmy's
Front of property
The Vermont Inn

The Vermont Inn

3.0 star property
Rutland
9.2 out of 10, Wonderful, (415)
"Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again. "
United States
Jodie
The price is SAR 760
SAR 828 total
includes taxes & fees
2 Dec - 3 Dec
The Vermont Inn
Economy Room | Individually decorated, individually furnished, free WiFi, bed sheets
The Vesper

The Vesper

3.0 star property
Woodstock
9.2 out of 10, Wonderful, (46)
"Cute B&B, great location! Easy walk to coffee house and downtown area. We really enjoyed our stay!"
United States
Roger
The price is SAR 584
SAR 642 total
includes taxes & fees
2 Dec - 3 Dec
The Vesper
Exterior
The Lilac Inn

The Lilac Inn

3.5 star property
Brandon
9.6 out of 10, Exceptional, (213)
"Clean, quaint and lovely! Great service and located in a cozy little town. "
United States
Jessica
The price is SAR 808
SAR 888 total
includes taxes & fees
2 Dec - 3 Dec
The Lilac Inn
Outdoor pool
Echo Lake Inn

Echo Lake Inn

2.5 star property
Plymouth
8.6 out of 10, Excellent, (98)
"Old fashioned inn with wonderful hosts."
United States
James
The price is SAR 984
SAR 1,073 total
includes taxes & fees
2 Dec - 3 Dec
Echo Lake Inn
Front of property - evening/night
Woodbridge Inn

Woodbridge Inn

3.0 star property
Woodstock
9.6 out of 10, Exceptional, (67)
"Staff was very friendly and welcoming "
United States
Michael
The price is SAR 1,670
SAR 1,836 total
includes taxes & fees
11 Dec - 12 Dec
Woodbridge 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

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
"The room was immaculate. It was clean and we appreciated the layout of the room, making it feel larger than most hotel rooms. We also loved the kitchenette in the room, even though we did t stay long enough to use it. We will most definitely be booking future stays at this hotel, especially given the proximity to Norwich University. "
Jennifer 1-night trip
Posted 15 hours ago
My Place Hotel-Randolph VT

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. The Vesper: 9 rooms. Situated 18 mi (29 km) from the heart of Pittsfield. Snowed Inn: 19 rooms. 8.9 mi (14.4 km) from the heart of downtown. Enjoy the hot tubs and unique décor. The Lilac Inn: 9 rooms. Located 13.6 mi (21.9 km) from the core of Pittsfield. Enjoy the free cooked breakfast 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 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.