Search Resorts in Rutland

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 5 Resorts in Rutland with updated reviews, rates, and availability.

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (517)
"The Woodstock Inn is beautiful. Nice having access to the Athletic Club and a shuttle."
The price is AED 1,135
AED 1,410 total
includes taxes & fees
26 May - 27 May
Woodstock Inn & Resort
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (700)
"Were there for work and it was a quiet place for us to stay. "
The price is AED 547
AED 647 total
includes taxes & fees
19 May - 20 May
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
The Mountain Top Inn & Resort
The Jewel | Living area | TV

The Mountain Top Inn & Resort

3.5 star property
9.0 out of 10, Wonderful, (81)
"Great views and food. "
The price is AED 1,194
AED 1,496 total
includes taxes & fees
19 May - 20 May
The Mountain Top Inn & Resort
Killington Weekly/Monthly/Seasonal/Holiday 5/6 Bdrms 2Game RM 2 Kit 3 LVR 4BA
Exterior

Killington Weekly/Monthly/Seasonal/Holiday 5/6 Bdrms 2Game RM 2 Kit 3 LVR 4BA

Killington Weekly/Monthly/Seasonal/Holiday 5/6 Bdrms 2Game RM 2 Kit 3 LVR 4BA
On The Mountain - 1 - Bedroom - Sleeps 6
Interior

On The Mountain - 1 - Bedroom - Sleeps 6

On The Mountain - 1 - Bedroom - Sleeps 6
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Rutland

Muwu in Killington Area with Jacuzzi
Terrace/patio

Muwu in Killington Area with Jacuzzi

The price is AED 1,010
AED 1,888 total
includes taxes & fees
20 May - 21 May
Muwu in Killington Area with Jacuzzi
Stunning Wedding & Retreat Venue (19 bedrooms)
Dining

Stunning Wedding & Retreat Venue (19 bedrooms)

10.0 out of 10, Exceptional, (2)
"We hosted an intimate company retreat at the beautiful, idyllic Red Clover and we could not have had a better experience. Everything was seamless, from the planning stage with Carol and her team, check-in, throughout the weekend, and checking out. The property was perfectly kept and equipped-- we had everything we needed and more-- and this has set the bar VERY high for future events. Thanks so much Red Clover Team!!!"
Stunning Wedding & Retreat Venue (19 bedrooms)
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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.

Frequently asked questions

What is Rutland like for a resort vacation?
You deserve a getaway, and a resort is just the place to pamper yourself with the amenities and services you need for a relaxing stay in Rutland. One of the comfortable resorts in the surrounding area might be just what you’re looking for, whether you’re hoping for great restaurants on site, a state-of-the-art fitness center, or activities for the kids.
What's a favorite resort for my stay in Rutland?
Our highest-rated resorts near Rutland: Woodstock Inn & Resort - Luxury resort. 23.1 mi (37.2 km) from Rutland. Features 4 restaurants, 2 bars, and a golf course. Holiday Inn Club Vacations Mount Ascutney Resort by IHG - 27.3 mi (43.9 km) from Rutland. Has a seasonal outdoor pool, a bar, and an indoor pool. The Mountain Top Inn & Resort - Beach resort. 8.8 mi (14.1 km) from Rutland. Enjoy the private beach, ski-in/ski-out access, and seasonal outdoor pool. Killington Weekly/Monthly/Seasonal/Holiday 5/6 Bdrms 2Game RM 2 Kit 3 LVR 4BA - 10.6 mi (17.1 km) from Rutland. Amenities include a hot tub. On The Mountain - 1 - Bedroom - Sleeps 6 - Located right by Killington Resort. 9.4 mi (15.1 km) from Rutland. Access to a fitness center.
What can I do in Rutland?
Travelers come to Rutland for winter sports like skiing, and also love the shopping and other activities. Head to Green Mountain Shopping Plaza and Diamond Run Mall for some retail therapy, or take the whole family to Green Mountain Rock Climbing Center and Hathaway Farm. A few other attractions you may want to see are Paramount Theater and Vermont State Fairgrounds.
What's the seasonal weather like in Rutland?
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 the best way to get to and around Rutland?
Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 5.7 mi (9.2 km) away from the heart of the city. You can also search for flights into Springfield, VT (VSF-Hartness State), which is 29.3 mi (47.1 km) away. To venture out into the surrounding area, hop on a train at Rutland Station.