Photo by Killington Resort

Find Historic Hotels in Rutland, VT

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Our top choices for Rutland historic hotels

Lobby lounge
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
$251 nightly
The price is $274
Jan 7 - Jan 8, 2026
Total with taxes and fees
Castle Hill Resort And Spa
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

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.
$259 nightly
The price is $280
Dec 10 - Dec 11
Total with taxes and fees
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

Ludlow
9.8 out of 10, Exceptional, (103)
"A lovely time enjoying the off-season in a ski town. "
United States
Ed C.
$391 nightly
The price is $424
Dec 10 - Dec 11
Total with taxes and fees
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

Clock Tower Base Area
9.2 out of 10, Wonderful, (25)
"Loved the location"
United States
Steven W.
$254 nightly
The price is $287
Dec 16 - Dec 17
Total with taxes and fees
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

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.
$171 nightly
The price is $186
Dec 23 - Dec 24
Total with taxes and fees
Queen Studio on the 2nd floor with outdoor heated pool 207
Exterior
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool

107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool

Killington
8.0 out of 10, Very Good, (6)
"Efficient and affordable option for a short stay."
United States
Marnie O.
$170 nightly
The price is $185
Dec 14 - Dec 15
Total with taxes and fees
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool
Interior
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.
$171 nightly
The price is $186
Dec 10 - Dec 11
Total with taxes and fees
Two Queen Bed Standard Hotel Room w/outdoor heated pool 204
Fridge, microwave, oven, stovetop
Deluxe One bedroom Queen Suite with outdoor heated pool 203

Deluxe One bedroom Queen Suite with outdoor heated pool 203

Killington
9.4 out of 10, Exceptional, (12)
"This is a great place. Well maintained and had everything you need. "
United States
Ronald
$212 nightly
The price is $231
Jan 4 - Jan 5, 2026
Total with taxes and fees
Deluxe One bedroom Queen Suite with outdoor heated pool 203
Interior
Cedarbrook Hotel Room 2 Doubles 119

Cedarbrook Hotel Room 2 Doubles 119

Killington
9.0 out of 10, Wonderful, (7)
"The place was an ok place to "crash" after a day of out side activities. The rug needs to be replaced or shampooed. The beds are not very comfortable. "
United States
Leslie
$170 nightly
The price is $185
Dec 10 - Dec 11
Total with taxes and fees
Cedarbrook Hotel Room 2 Doubles 119
Interior
Two Double bed Standard Hotel room 218

Two Double bed Standard Hotel room 218

Killington
7.0 out of 10, Good, (2)
"The room was nice, clean and comfortable, but there was no coffee maker, no refrigerator, no microwave... we couldn't even make hot water in our room, let alone coffee. There wasn't even any coffee available in the lobby/office area in the morning! We had a restful stay, but if you're a morning coffee drinker, make sure you plan ahead for no coffee availability at all!!"
United States
Todd
$170 nightly
The price is $185
Dec 14 - Dec 15
Total with taxes and fees
Two Double bed Standard Hotel room 218
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 Rutland 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 3 days ago
Pointe at Castle Hill Resort

Frequently asked questions

What should a history buff expect from a stay in Rutland?
The historical places in Rutland are probably at the top of your travel itinerary. While you're here, you might want to visit the ski slopes and array of shops. You can also take some time in this family-friendly area to enjoy the majestic mountain landscape.
How many historical hotels are there in Rutland?
In Rutland, you'll find 106 hotel accommodations bookable on Expedia though you won't find many designated historic hotels.
What are the most important historical sites and other places to visit in Rutland?
Favorite places to visit include Paramount Theater, Pine Hill Park, and Vermont State Fairgrounds. A couple of additional sights to add to your agenda are Killington Resort and Green Mountain National Forest.
What is a historic hotel like in Rutland?
When you choose a historic hotel, you'll stay in a building that has an official historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be identified as a historic hotel provided that it's a place of special interest. Traditional architecture and period features are often found in the guestrooms or communal spaces of such hotels in Rutland, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The architecture and actual building of historic hotels are generally the most important aspect. For a heritage hotel, mainly, it's cultural value and how it inspired the community.
Do historic hotels in Rutland have modern facilities?
Hotels include modern conveniences and safety features you've come to expect, while every effort is made to preserve historic facades and treasured traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the popular amenities found in any hotel should be available at a historic hotel. Rest assured that when you choose a historic hotel in Rutland, you won't find a place that is rundown or uncomfortable.

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