Find Family Hotels in Proctorsville, VT

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Check availability on Proctorsville Family Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Proctorsville Family Hotels

Exterior
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Cavendish
10.0 out of 10, Exceptional, (18)
"Amazing place! "
United States
Tara
The price is SAR 1,126
SAR 2,026 total
includes taxes & fees
6 Dec - 7 Dec
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Deluxe Suite | Individually decorated, desk, blackout drapes, iron/ironing board
Sleep Woodstock Motel

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (547)
"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"
United States
David
The price is SAR 290
SAR 616 total
includes taxes & fees
7 Dec - 8 Dec
Sleep Woodstock Motel
Lobby lounge
Sun Lodge

Sun Lodge

3.5 star property
Bromley Mountain
8.6 out of 10, Excellent, (298)
"Everything was fantastic from check-in the restaurant, the bar, the staff and just surrounding every area very very nice people would definitely come back back again"
United States
Beth
The price is SAR 561
SAR 611 total
includes taxes & fees
5 Jan - 6 January 2026
Sun Lodge
Terrace/patio
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
Killington
7.4 out of 10, Good, (1000)
"It’s a small beautiful cabin like/feel hotel and they have everything you need and most esp a quick drive to Killington resort Their food is also very good and well prepared. "
United States
Cynthia
The price is SAR 551
SAR 606 total
includes taxes & fees
9 Dec - 10 Dec
Killington Mountain Lodge, Tapestry Collection by Hilton
Interior
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
Brownsville
9.0 out of 10, Wonderful, (777)
"Very welcoming, spacious, clean. Perfect for a family of 4. "
United States
Kathleen
The price is SAR 349
SAR 442 total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Children's activities
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1010)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is SAR 889
SAR 1,116 total
includes taxes & fees
6 Dec - 7 Dec
On The River Inn
Interior
The Hartness House

The Hartness House

3.0 star property
Springfield
8.2 out of 10, Very Good, (328)
"nice folks, practical place to stay. "
United States
Mark
The price is SAR 591
SAR 650 total
includes taxes & fees
19 Dec - 20 Dec
The Hartness House
Lobby
Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls

2.0 star property
Bellows Falls
6.2 out of 10, (288)
"Clean room. Very basic. Easy access to the interstate."
United States
Bruce
The price is SAR 348
SAR 379 total
includes taxes & fees
3 Jan - 4 January 2026
Rodeway Inn Bellows Falls
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 784
SAR 854 total
includes taxes & fees
18 Dec - 19 Dec
Stone Hearth Inn and Eatery
Interior
Whimsical Room & Private Bathroom in Historic Inn

Whimsical Room & Private Bathroom in Historic Inn

Chester Depot
8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
United States
Paul S.
The price is SAR 484
SAR 761 total
includes taxes & fees
7 Dec - 8 Dec
Whimsical Room & Private Bathroom 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 Proctorsville Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Nice amenities, clean room, welcoming staff. Only 2 min drive from the Snowshed lodge. The on-site brewery and restaurant are pretty great."
Dmitriy 3-night trip
Posted 14 hours ago
The Mountain Inn at Killington

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Frequently asked questions

What's Proctorsville like for family-friendly vacations?
You might want to consider the historic destination of Proctorsville if you've been thinking about a trip for the whole family. The castle, cafes, and coffee shops are just a few things that make this a great choice for a family vacation. Arrange a flight into Springfield, VT (VSF-Hartness State), which is the closest airport, or Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 18.4 mi (29.5 km) from the city center.
When's the best time to book a family-friendly vacation in Proctorsville?
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's there to see and do with your family in Proctorsville?
While you and your family are vacationing in Proctorsville, you might want to visit some family-friendly attractions such as Okemo Mountain Resort and Green Mountain Sugar House. Make sure you have lots of time for activities like Weston Playhouse and Calvin Coolidge Historic Site.