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Check prices for these dates

Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec
In one month
26 Dec - 28 Dec
In two months
23 Jan - 25 Jan

B&B in Proctorsville

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
Terrace/patio
Room in Historic Inn! 20 Minutes to Okemo!

Room in Historic Inn! 20 Minutes to Okemo!

Chester Depot
9.2 out of 10, Wonderful, (18)
"The Chester Inn was beautiful and located in downtown Chester. "
United States
Peter C.
The price is SAR 450
SAR 723 total
includes taxes & fees
2 Dec - 3 Dec
Room in Historic Inn! 20 Minutes to Okemo!
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
4 Dec - 5 Dec
Stay At Jimmy's
Dining
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Chester Depot
9.0 out of 10, Wonderful, (2)
"Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn. "
United States
Jacque
The price is SAR 446
SAR 740 total
includes taxes & fees
2 Dec - 3 Dec
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
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
Front of property
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3.0 star property
Chester
9.2 out of 10, Wonderful, (106)
"Good breakfast and dinner options. Great location for hiking."
United States
Paul
The price is SAR 775
SAR 845 total
includes taxes & fees
1 Jan - 2 January 2026
Stone Hearth Inn and Eatery
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
1 bedroom, desk, iron/ironing board, free WiFi
Honeymoon Suite with Jacuzzi Tub in Historic Inn

Honeymoon Suite with Jacuzzi Tub in Historic Inn

Chester Depot
8.6 out of 10, Excellent, (7)
"Charming place, hope to go back soon."
United States
Sharon S.
The price is SAR 897
SAR 1,282 total
includes taxes & fees
2 Dec - 3 Dec
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Interior
King & Queen Suite in Historic Inn Circa 1780

King & Queen Suite in Historic Inn Circa 1780

Chester Depot
9.8 out of 10, Exceptional, (16)
"Central for our needs. easy check in process. Lovely large room with comfy beds. "
United States
HIlary H.
The price is SAR 1,047
SAR 1,525 total
includes taxes & fees
2 Dec - 3 Dec
King & Queen Suite in Historic Inn Circa 1780
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 Proctorsville Hotel Reviews

Jackson Gore Village

Jackson Gore Village

10/10 Excellent
"Very clean, everyone was so nice. Food at restaurant is a little pricey but was very good. "
William 2-night trip
Posted 6 hours ago
Jackson Gore Village

Frequently asked questions

Searching for B&Bs in Proctorsville?
If you want to find an accommodation with a small number of rooms and a more personalized environment, a bed and breakfast might be just the right fit for your getaway to Proctorsville.
Are you thinking about a B&B for your stay?
Every B&B has a unique charm. Whether it's a picturesque garden or a beautiful dining room, the little details are what make bed and breakfasts the perfect escape.
What are the top B&Bs in Proctorsville?
Here are some well-liked B&Bs in the surrounding area: Golden Stage Inn B&B: 8 rooms. 0.4 mi (0.6 km) from the heart of Proctorsville. Enjoy the free full breakfast and outdoor pool. The Jackson: 11 rooms. 16.5 mi (26.5 km) from the downtown core. Enjoy the designer toiletries and library. The Vesper: 9 rooms. Situated 18 mi (28.9 km) from the heart of Proctorsville. Stay At Jimmy's: 3 rooms. 18 mi (29 km) from the heart of downtown. Enjoy the jetted tubs and private yard. Echo Lake Inn: 23 rooms. Located 6.6 mi (10.6 km) from the core of Proctorsville. Enjoy the free cooked breakfast and private yard.
When should I book my B&B in Proctorsville?
When you're planning your escape to Proctorsville, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Proctorsville are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What is there to do in Proctorsville?
Travelers enjoy Proctorsville for its restaurants and historic landmarks. You might also consider a trip to sites like Fox Run Golf Course or Okemo Mountain Resort if you have time to see more of the area.
How can I get to and around Proctorsville?
Mapping out your trip in and around Proctorsville is easy with these transportation options. Fly into Springfield, VT (VSF-Hartness State), which is located 6.4 mi (10.3 km) away from the city center. You can also search for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 18.4 mi (29.5 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.