A winding road surrounded by autumn foliage.

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Check availability on Rutland Historic Hotels

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Rutland historic hotels

A large stone building with a steep roof, surrounded by dense forest and hills.
A traditional bedroom with a four-poster bed, two armchairs, a wooden wardrobe, and a mirror.
A spacious living room with a fireplace, comfortable seating, and a large window providing natural light.
A spacious living room with a fireplace, red sofas, a wooden coffee table, and a television.

1. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Brandon
NT$8,550
NT$9,320 total
includes taxes & fees
Oct 19 - Oct 20
Castle Hill Resort And Spa
View all properties

Top Rutland Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"Karen at the front desk was absolutely delightful. She saw me struggling with my dog and bags, and helped me to my room. Dan on the housekeeping was so nice. We saw him almost every day. The hotel is incredibly pet friendly. It's so convenient to walk out of your room directly onto the rear lawn, and down toward the river. I had a nice chat with the lady who lives across the river. She also has a dog. The drive to downtown was just a few minutes. I highly recommend the farmer's market (you pass it on the way to downtown Woodstock). The room was very clean. The sink and bathroom door could use some updates, but other than that it was lovely. I would definitely return again with my pup."
VS 4-night trip
Posted 2 hours ago
On The River Inn
The Jackson

The Jackson

10/10 Excellent
"Evelyn & Oakes was top notch."
Robert 3-night trip
Posted 5 hours ago
The Jackson
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

8/10 Good
"Older hotel with refreshed rooms that felt clean. Super friendly & helpful staff. Breakfast provided. Free, on-site parking. The highlight for me was the indoor, heated pool."
Liliana 1-night trip
Posted 17 hours ago
Days Inn by Wyndham Rutland/Killington Area
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

10/10 Excellent
"Nice people, the supervisor helped me when my reservation got messed up. Room was very nice."
Stephen 2-night trip
Posted 1 day ago
Best Western Inn & Suites Rutland-Killington
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

8/10 Good
"Great hotel. Clean. Breakfast was good. Great location."
Denise 1-night trip
Posted 2 days ago
Comfort Inn Rutland - Killington
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Very nice place, quiet and easily accessible. Room was large with separate large bedroom with door. Large LR with fireplace, sofa & recliner and fully stocked kitchen."
Mary 2-night trip
Posted 4 days ago
Pointe at Castle Hill Resort
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"Beautiful location. Helpful staff"
Richard 1-night trip
Posted 7 days ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Econo Lodge Rutland City near Hwy 7

Econo Lodge Rutland City near Hwy 7

8/10 Good
"I asked the girl at check-in for a first-floor room with 2 double beds. I am handicapped in a wheelchair, and she got us exactly what we wanted. Very clean room. Only one light in the room, so kind of on the dim side. The bed was too soft for me. The location was located to all kinds of stores and restaurants. They accept dogs for a small fee, which was great for us and our beloved Harleyquinn. Breakfast was supposed to be between 7 a.m.- 10 a.m., but at 7:15 am when I went to check out, the lobby was not open yet. I believe the worst thing is the parking. I do believe there is more in the back, but the front was pretty packed. I had to wait a few minutes for a truck to move so I could park in front of my room. Would stay here again, especially the price of the room."
Suzanne 2-night trip
Posted 2 weeks ago
Econo Lodge Rutland City near Hwy 7

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 116 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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