Historic Hotels & Resorts in Proctorsville from AU$290

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Check availability on Proctorsville Historic Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Proctorsville historic hotels

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 AU$371
includes taxes & fees
29 Jan - 30 Jan 2026
Castle Hill Resort And Spa
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 AU$551
includes taxes & fees
5 Jan - 6 Jan 2026
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Microwave, oven, stovetop, dishwasher
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
10.0 out of 10, Exceptional, (102)
"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."
United States
Andrew L.
The price is AU$533
includes taxes & fees
12 Jan - 13 Jan 2026
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Property grounds
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (104)
"Had a wonderful stay. Clean,well kept and cozy."
United States
Edwin G.
The price is AU$753
includes taxes & fees
13 Jan - 14 Jan 2026
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
TV, DVD player
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (26)
"Loved the location"
United States
Steven W.
The price is AU$501
includes taxes & fees
4 Jan - 5 Jan 2026
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Interior
Queen Studio on the 2nd floor with outdoor heated pool 207

Queen Studio on the 2nd floor with outdoor heated pool 207

Queen Studio on the 2nd floor with outdoor heated pool 207
Killington
8.0 out of 10, Very good, (6)
"It was fine for our 1 night stay in the area. When I booked I did not realize that this is a motel."
United States
Laura D.
The price is AU$302
includes taxes & fees
12 Jan - 13 Jan 2026
Queen Studio on the 2nd floor with outdoor heated pool 207
Interior
Two Double bed Hotel Room with outdoor heated pool 216

Two Double bed Hotel Room with outdoor heated pool 216

Two Double bed Hotel Room with outdoor heated pool 216
Killington
The price is AU$290
includes taxes & fees
4 Jan - 5 Jan 2026
Two Double bed Hotel Room with outdoor heated pool 216
Full-sized fridge, microwave, oven, stovetop
Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209

Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209

Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209
Killington
9.0 out of 10, Wonderful, (13)
"Our experience was easy and relaxing. It was nice and close to Killington Mountain and everything that we needed for the weekend was available."
United States
Parker D.
The price is AU$348
includes taxes & fees
11 Jan - 12 Jan 2026
Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209
Interior
Cedarbrook Junior Suite 11416

Cedarbrook Junior Suite 11416

Cedarbrook Junior Suite 11416
Killington
9.0 out of 10, Wonderful, (4)
"Location was perfect for wedding we attended Close availability to restaurants was a real plusOnly downside was the uncomfortable pull out sleeper- however the additional foam topper we got the next day from the staff made the second night much better "
United States
Jeff M.
The price is AU$392
includes taxes & fees
7 Jan - 8 Jan 2026
Cedarbrook Junior Suite 11416
Interior
Two Queen Bed Standard Hotel Room w/outdoor heated pool 204

Two Queen Bed Standard Hotel Room w/outdoor heated pool 204

Two Queen Bed Standard Hotel Room w/outdoor heated pool 204
Killington
8.4 out of 10, Very good, (18)
"Great property that is very easy to get to and super comfortable.The room was farther away from check in, with the small patio overlooking a wooded area. Was nice & relaxing and it was great to hear the birds singing.The room itself was roomy, especially for one and bed was comfy.I'd stay there again!"
United States
Joey F.
The price is AU$292
includes taxes & fees
4 Jan - 5 Jan 2026
Two Queen Bed Standard Hotel Room w/outdoor heated pool 204
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 Jackson

The Jackson

10/10 Excellent
"The staff was absolutely lovely. The Inn has a complimentary wine and cheese spread from 1730-1830. The hotel staff is on hand and its a great way to get to know fellow travelers and the staff themselves. My friend and I went both nights we were there and talked with Dave, one of the owners and the second night we spoke with Shawn (spelling?) We talked of books and going to Connecticut, to Yale and Mystic for Pizza. "
Nicole 2-night trip
Posted 5 days ago
The Jackson

Frequently asked questions

What can a history enthusiast expect from a trip to Proctorsville?
The historical sites in Proctorsville are likely a big part of your travel plans. While you're here, you can visit the ski slopes and mountain landscape. You also can spend time at the spas.
What's the best accommodation in Proctorsville to absorb the local history?
Based on our travel expertise, Castle Hill Resort And Spa is a top historic hotel bookable on Expedia and it features a full-service spa. Weston Priory is a short 17-minute drive away.
How many historically relevant hotels will I find in Proctorsville?
In Proctorsville, there are 28 hotels bookable on Expedia but not many designated as historic hotels.
What are the top historical places and other sights to visit in Proctorsville?
Notable places to visit in the surrounding area include Okemo Mountain Resort and Killington Resort. You'll also find Fox Run Golf Course and Solitude Express Ski Lift in the area.
What is a historic hotel like in Proctorsville?
A guest who chooses a historic hotel has an opportunity to stay in a place that's been recognised with a national historic designation. Historic hotels throughout the world come in all forms like castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers — any place of special interest. These types of hotels in Proctorsville typically preserve original characteristics such as period features or traditional architecture within the guestrooms or public spaces.
What is the difference between a historic hotel and a heritage hotel?
These terms are similar. "Historic hotel" is a term often used in the US, while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to put more importance on the building and architecture itself. Mainly a heritage hotel draws meaning from the cultural value and how it shaped the community.
Do historic hotels in Proctorsville have modern facilities?
Yes, efforts are made to preserve treasured traditions and historic facades, but hotel interiors are fitted with modern conveniences and safety features. Tourists who book a stay should expect the popular amenities you'd get from a hotel such as Smart TVs, WiFi and updated bathroom facilities. Booking a historic hotel in Proctorsville doesn't mean you will stay in a place that's uncomfortable for guests or rundown.