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Dec 5 - Dec 7
In two weeks
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In two months
Jan 23 - Jan 25

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
$175 nightly
The price is $193
Dec 2 - Dec 3
Total with taxes and fees
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.
$172 nightly
The price is $193
Dec 2 - Dec 3
Total with taxes and fees
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
$199 nightly
The price is $219
Dec 3 - Dec 4
Total with taxes and fees
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
$176 nightly
The price is $197
Dec 2 - Dec 3
Total with taxes and fees
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
$163 nightly
The price is $180
Dec 2 - Dec 3
Total with taxes and fees
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
$202 nightly
The price is $221
Dec 11 - Dec 12
Total with taxes and fees
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
$277 nightly
The price is $302
Dec 2 - Dec 3
Total with taxes and fees
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
$445 nightly
The price is $490
Dec 11 - Dec 12
Total with taxes and fees
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.
$305 nightly
The price is $342
Dec 2 - Dec 3
Total with taxes and fees
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.
$363 nightly
The price is $407
Dec 2 - Dec 3
Total with taxes and fees
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

Find out more about Proctorsville

Proctorsville B&B information

Number of reviews
628
Accommodation
23 B&B
Lowest Price
$180
Highest Price
$490

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Proctorsville?
Prices for B&Bs in Proctorsville often vary, but you can find a great deal from $180 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Proctorsville B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Proctorsville?
The best time to book a B&B in Proctorsville is during the vibrant fall season, particularly from late September to early November. This time of year attracts travelers looking to immerse themselves in the stunning autumn foliage that blankets the Green Mountains. The crisp air and picturesque landscapes create an ideal backdrop for outdoor activities such as hiking, leaf-peeping, and scenic drives along the winding country roads.

During October, visitors can expect mild temperatures ranging from the mid-40s to the mid-60s Fahrenheit, making it superb for exploring the quaint town and its nearby attractions. The combination of comfortable weather and breathtaking views of the changing leaves enhances the overall experience, allowing guests to fully appreciate the natural beauty that Proctorsville has to offer.

For those seeking a quieter escape, consider planning your visit in early November. This month not only offers a peaceful atmosphere but also provides the chance to discover local shops and cozy eateries without the hustle and bustle of peak tourist crowds.
What is the difference between a Proctorsville Bed & Breakfast and a hotel?
Every Proctorsville B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Proctorsville B&Bs.

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