Rutland County Vacations & Trips from $403
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Your Rutland County Vacation
Make planning your next big adventure easy with a Rutland County vacation package. Whether it's the cuisine, nature or something else entirely that lures you to this destination, our packages will help you experience the best of it. Your trip to Rutland County wouldn't be complete without exploring some of its most well-known cities, starting with Rutland. Some of the most popular attractions here include Killington Peak and Killington Adventure Center. Leicester is another favorite city with Rutland County travelers. Visitors to this exciting destination love Lake Dunmore and Robert Frost Wayside Trail. Whether you're planning to travel for a week or a month, Expedia are here to help you tailor-make your next Rutland County vacation.
Top destinations in Rutland County
Killington
The Latest Rutland County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Jackson Gore Village, A Vail Resorts Property
Jackson Gore Base Area
Price was $491, price is now $403 per person
$403
per person
Jun 27 - Jun 30
found 2 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
8.6/10 Excellent! (853 reviews)
I’ve stayed here with my two daughters multiple times and it’s always incredible.
Reviewed on May 17, 2026
The Shire Woodstock
Price was $1,528, price is now $1,161 per person
$1,161
per person
Aug 1 - Aug 6
found 10 hours ago
Roundtrip non-stop flight included
Washington (WAS) to Springfield (VSF)
8.8/10 Excellent! (929 reviews)
Lovely hotel with views of river and walkable to variety of shops and restaurants
Reviewed on May 12, 2026
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $530, price is now $416 per person
$416
per person
Jun 27 - Jun 30
found 2 hours ago
Roundtrip flight included
New York (NYC) to Lebanon (LEB)
9/10 Wonderful! (833 reviews)
The accommodations were clean and comfortable, the staff friendly, the on site restaurant had several delicious options, the views were amazing!
Reviewed on Apr 27, 2026
Golden Stage Inn B&B
Price was $715, price is now $566 per person
$566
per person
Jun 27 - Jun 30
found 2 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
10/10 Exceptional! (44 reviews)
We stayed for the weekend and went skiing at Okemo. It was a 10 min drive away. The staff was very accommodating, welcoming and friendly. The food provided was delicious. We will definitely be back!
Reviewed on Mar 8, 2026
Winterplace at Okemo, A Vail Resorts Property
Clock Tower Base Area
Price was $1,209, price is now $991 per person
$991
per person
Aug 1 - Aug 6
found 10 hours ago
Roundtrip non-stop flight included
Washington (WAS) to Springfield (VSF)
8.8/10 Excellent! (26 reviews)
The place was not cleaned well. The water was off we had to call the front desk. The Diswasher was fully of dishes. There was only one roll of toilet paper in the bathroom. No paper towel in the kitchen, not even one to start. The wall in the kitchen was dirty
Reviewed on Dec 1, 2025
Find the Best Rutland County Vacation Packages
Rutland County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rutland Southern Vermont Regional Airport (RUT) |
Top Sights | Pond Hill Ranch and Pro Rodeo, Lake Saint Catherine State Park and Otter Creek |
Rutland County Hotel Deals
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $161 total per night from Jun 11 to Jun 12
$161 total
Jun 11 - Jun 12
Total with taxes and fees
7.4/10 Good! (1,000 reviews)
"Place is beautiful well kept rooms are clean nice sized. My only “complaint” was hot tub area which is fabulous opens at 10am, and we were leaving that day at 9. But that was a very minor inconvenience I will be back next year for sure!"
Reviewed on May 15, 2026
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $149 total per night from Jun 21 to Jun 22
$149 total
Jun 21 - Jun 22
Total with taxes and fees
8/10 Very Good! (1,006 reviews)
"Free parking, clean room."
Reviewed on May 25, 2026
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $167 total per night from May 31 to Jun 1
$167 total
May 31 - Jun 1
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
"We had a fantastic time at the Mountain Inn. I was there for a 100 mile race and the staff went above and beyond to ensure I had everything I needed to be successful. They even went to the trouble to make me my own breakfast to go! We will absolutely be back to see JP and Bodie!"
Reviewed on May 24, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.