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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Ascutney bed & breakfast

Porch
Harvest Barn Inn

Harvest Barn Inn

3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (244)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
Harvest Barn Inn
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 Jackson
Game room
Dexter's Inn

Dexter's Inn

3.0 star property
Sunapee
8.8 out of 10, Excellent, (70)
"This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee. "
United States
Lisa
The price is AED 964
AED 1,046 total
includes taxes & fees
13 Dec - 14 Dec
Dexter's Inn
Front of property
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3.0 star property
Chester
9.2 out of 10, Wonderful, (107)
"Good breakfast and dinner options. Great location for hiking."
United States
Paul
The price is AED 721
AED 786 total
includes taxes & fees
11 Dec - 12 Dec
Stone Hearth Inn and Eatery
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 AED 915
AED 1,006 total
includes taxes & fees
16 Dec - 17 Dec
Stay At Jimmy's
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 AED 592
AED 651 total
includes taxes & fees
11 Dec - 12 Dec
The Vesper
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 AED 441
AED 708 total
includes taxes & fees
14 Dec - 15 Dec
Room in Historic Inn! 20 Minutes to Okemo!
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 AED 437
AED 724 total
includes taxes & fees
11 Dec - 12 Dec
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
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 AED 1,006
AED 1,097 total
includes taxes & fees
5 Jan - 6 January 2026
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 AED 1,634
AED 1,798 total
includes taxes & fees
11 Dec - 12 Dec
Woodbridge 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 AED 951
AED 1,399 total
includes taxes & fees
3 Jan - 4 January 2026
King & Queen Suite in Historic Inn Circa 1780
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 AED 878
AED 1,267 total
includes taxes & fees
14 Dec - 15 Dec
Honeymoon Suite with Jacuzzi Tub in Historic 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 Ascutney Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Great place to stay while skiing at okemo"
Ken 1-night trip
Posted 4 days ago
Pointe at Castle Hill Resort

Frequently asked questions

Searching for B&Bs in Ascutney?
If you want to find a place to stay with fewer rooms than the traditional hotel and a more personalized environment, a B&B might be a great fit for your vacation to Ascutney. If your ideal vacation to Ascutney includes spending lots of time outside, Romaine Tenney Memorial Park is a good spot to enjoy the scenery.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, an atmosphere suited to mingling with other guests, and tasty breakfasts, B&Bs offer a unique environment.
What are the top B&Bs in Ascutney?
Here are some well-liked B&Bs in the surrounding area: The Jackson: 11 rooms. 16.2 mi (26.1 km) from the heart of Ascutney. Enjoy the designer toiletries and library. The Vesper: 9 rooms. 16.5 mi (26.5 km) from the downtown core. Stay At Jimmy's: 3 rooms. Situated 16.4 mi (26.4 km) from the heart of Ascutney. Enjoy the jetted tubs and private yard. Echo Lake Inn: 23 rooms. 15.6 mi (25.1 km) from the heart of downtown. Enjoy the free cooked breakfast and private yard. Harvest Barn Inn: 7 rooms. Located 17.6 mi (28.4 km) from the core of Ascutney. Enjoy the free full breakfast and patio area.
When is the best time to stay at a B&B in Ascutney?
When you're dreaming of a escape to Ascutney, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Ascutney are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What is there to do in Ascutney?
When you want to spend some time in the great outdoors, Connecticut River and Romaine Tenney Memorial Park are some notable spots. You might put Weathersfield Proctor Library and Wilgus State Park on your list if you want to see more of the area.
How can I get to and around Ascutney?
Planning your excursions in and around Ascutney is easier with these transportation options. Fly into Springfield, VT (VSF-Hartness State), which is located 7.1 mi (11.4 km) away from the heart of the city. Otherwise, look for flights into Lebanon, NH (LEB-Lebanon Municipal), which is 16.2 mi (26.1 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.