Rutland County Vacations & Trips from $820
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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
Castleton
Rutland
Brandon
Poultney
Chittenden
Bomoseen
Mount Holly
The Latest Rutland County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
1846 Inn and Tavern
$820
per person
Nov 3 - Nov 7
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Springfield (VSF)
10/10 Exceptional! (1 review)
We went for a girls trip for one night! Everything was amazing from check in to check out! We felt like we were greeting and taking care of our stay. The food is amazing the atmosphere is fantastic and can’t wait till next year!!!!
Reviewed on Sep 21, 2026
Mountain Green Resort
$1,764
per person
Nov 20 - Nov 27
found 19 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
4/10 (2 reviews)
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.
Reviewed on Jan 28, 2026
The Shire Woodstock
$1,428
per person
Nov 6 - Nov 9
found 18 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Springfield (VSF)
8.8/10 Excellent! (989 reviews)
We loved everything about this hotel. It was a short walk to get downtown. Rooms were very clean. We loved the different areas for coffee so we didn’t have to walk too far in the morning.
Reviewed on Sep 26, 2026
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
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
$156 nightly
$172 total
Oct 19 - Oct 20
Total with taxes and fees
9.2/10 Wonderful! (1,006 reviews)
":)"
Reviewed on Sep 27, 2026
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
$158 nightly
$174 total
Oct 28 - Oct 29
Total with taxes and fees
7.4/10 Good! (1,001 reviews)
"Great outdoor hot tub"
Reviewed on Sep 25, 2026
Mountain Sports Inn
813 Killington Road Killington VT
Fully refundableReserve now, pay when you stay
$119 nightly
$131 total
Sep 29 - Sep 30
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"The receptionists were very helpful when I had car problems. The rooms were clean and comfortable thanks to Ashley!! The breakfasts were excellent!! We highly recommend this resort to everyone!!"
Reviewed on Sep 27, 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.
Stay near popular Rutland County attractions
Photo by Killington Resort
Killington Resort
9.4/10 (1,216 reviews)
Terrain parks, hiking trails, golf, après-ski entertainment and a range of slopes for all levels of skiers welcome visitors to this resort in the Green Mountains.
Pico Mountain at Killington Ski Resort
9.2/10 (274 reviews)
Hit the slopes in Killington with a visit to Pico Mountain at Killington Ski Resort. Discover the mountain views while you're in the area.
Killington Peak
9.6/10 (731 reviews)
Explore the great outdoors at Killington Peak and enjoy the mountain views during your trip to Killington. You can seek out the ski slopes while in the area.
Paramount Theater
8.6/10 (46 reviews)
You can enjoy a show at Paramount Theater during your stay in Rutland. Discover the area's mountain views, or seek out its ski slopes.
Vermont State Fairgrounds
8.2/10 (39 reviews)
Enjoy an outing to Vermont State Fairgrounds during your stay in Rutland. Discover the area's mountain views, or seek out its ski slopes.
Sunrise Village Triple Ski Lift
9.2/10 (25 reviews)
Enjoy a trip to Sunrise Village Triple Ski Lift and popular activities like skiing in Killington. Discover the mountain views in this quaint area.
K-1 Express Gondola
9.6/10 (355 reviews)
Enjoy a trip to K-1 Express Gondola and popular activities like skiing in Killington. Discover the mountain views while you're in the area.
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Other vacations you might like
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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.