Find Romantic Hotels in Proctorsville, VT

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Check availability on Proctorsville Romantic Hotels

Our top choices for Proctorsville romantic hotels

Indoor pool
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (927)
"Great place to stay while skiing at okemo"
United States
Ken
The price is AED 528
AED 601 total
includes taxes & fees
18 Dec - 19 Dec
Pointe at Castle Hill Resort
Lobby lounge
Castle Hill Resort And Spa

Castle Hill Resort And Spa

Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (104)
"Convenient that there is a restaurant is in the Castle, we also loved the outdoor hot tub and pool. "
United States
Jeff
The price is AED 840
AED 916 total
includes taxes & fees
8 Jan - 9 January 2026
Castle Hill Resort And Spa
Interior
The Inn at Weathersfield

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (70)
"The location of the Inn was in an area that was just wonderful. Staff was very friendly and the menu options were very tasty. Room was clean and well maintained. "
United States
Joshua
The Inn at Weathersfield
Terrace/patio
Killington Mountain Lodge, Tapestry Collection by Hilton

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, (1006)
"Staff was very helpful and room service was great."
United States
Ankita
The price is AED 773
AED 850 total
includes taxes & fees
13 Jan - 14 January 2026
Killington Mountain Lodge, Tapestry Collection by Hilton
Exterior
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

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, (779)
"Clean room, very nice staff, everything was excellent! "
United States
Karen
The price is AED 437
AED 536 total
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Premium bedding, desk, blackout drapes, iron/ironing board
The Common Man Inn & Restaurant

The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (370)
"Great place to stay! "
United States
Candace M
The price is AED 459
AED 498 total
includes taxes & fees
17 Dec - 18 Dec
The Common Man Inn & Restaurant
Exterior
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is AED 624
AED 1,357 total
includes taxes & fees
23 Dec - 24 Dec
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Breakfast and dinner served
The Mountain Inn at Killington

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (961)
"Great place to stay!"
United States
Stephen
The price is AED 823
AED 951 total
includes taxes & fees
21 Dec - 22 Dec
The Mountain Inn at Killington
Interior
Beautiful home offering privacy on 7 acres with private pond

Beautiful home offering privacy on 7 acres with private pond

Beautiful home offering privacy on 7 acres with private pond
West Windsor
10.0 out of 10, Exceptional, (30)
"Very relaxing house, we all enjoyed the fireplaces and pellet stove and the well-equipped kitchen allowed us to cook beautiful meals. The property is gorgeous and neighbors are far away. This was the perfect place for a friends reunion/ski trip!"
United States
Roy S.
The price is AED 747
AED 1,787 total
includes taxes & fees
17 Dec - 18 Dec
Beautiful home offering privacy on 7 acres with private pond
Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (555)
"Highly recommend stay here"
United States
Margie
The price is AED 1,355
AED 1,652 total
includes taxes & fees
17 Dec - 18 Dec
Woodstock Inn & Resort
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

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"Hotel staff was top shelf!!! Ate at the bar. Flatbread was great! And beer was ice cold !!! Great hotel definitely will stay here again!!"
Andy 1-night trip
Posted 1 day ago
Killington Mountain Lodge, Tapestry Collection by Hilton

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Frequently asked questions

Searching for romantic hotels in Proctorsville?
Are you and your partner in need of a romantic vacation? Our guests also enjoy Proctorsville for its restaurants, skiing, and mountain views. If you want to see some sights and attractions in the greater Proctorsville area, you might head to Fox Run Golf Course, Okemo Mountain Resort, or Solitude Express Ski Lift. If you're interested in staying close to a certain attraction, you can sort by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Proctorsville?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures 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 is there to do in Proctorsville?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Proctorsville. Couples looking for a little of everything will enjoy Proctorsville for its restaurants, skiing, and mountain views. There's plenty to see in the greater Cavendish area, so you might plan to visit Fox Run Golf Course, Okemo Mountain Resort, or Solitude Express Ski Lift.
What's the best way to get to Proctorsville and around town during my romantic getaway?
These transportation options in Proctorsville might help your romantic trip go off without a hitch: To get to Proctorsville, book a flight to Springfield, VT (VSF-Hartness State), which is the closest major airport, located 6.4 mi (10.3 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.