Photo by Killington Resort

Find Luxury Hotels in Rutland, VT

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Check availability on Rutland Luxury Hotels

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Rutland luxury hotels

Terrace/patio
On The River Inn

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1000)
"Rearaurant staff was top notch. "
United States
Daniel
The price is ￥50,885
￥61,715 total
includes taxes & fees
Dec 29 - Dec 30
On The River Inn
Front of property
The Jackson

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (258)
"The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing."
United States
Abby
The Jackson
Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (558)
"Luxurious and friendly resort! Loved it"
United States
Elizabeth
The price is ￥49,809
￥61,660 total
includes taxes & fees
Jan 19 - Jan 20, 2026
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 Rutland Hotel Reviews

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

10/10 Excellent
"Super clean and staff was very accommodating when I needed to change to a larger room. Great stay!"
Erica 2-night trip
Posted 2 days ago
Comfort Inn Rutland - Killington

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Rutland?
Expedia can help you arrange a flight to Rutland, VT (RUT-Rutland Southern Vermont Regional) airport or Springfield, VT (VSF-Hartness State) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can help you find the best luxury hotel experience that Rutland has to offer. Known for its mountain views and shopping, Rutland also has some interesting things to see and do including Killington Resort, so you may want to take in the local sights during your visit.
When can I expect good weather in Rutland?
Planning for the weather is an important factor for making your trip to Rutland a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Rutland are January, March, November, and December, with each month seeing an average of 13 inches of snowfall.
What's there to see and do in Rutland?
Experience Rutland and visit Killington Resort, Paramount Theater, and Pine Hill Park. If you have a little extra time during your trip, you might want to make a stop at Vermont State Fairgrounds and Green Mountain National Forest.
How can I get around Rutland?
It's easier to get around town comfortably when you know your options. If you want to venture outside of the area, ride aboard one of the trains from Rutland Station.