Rutland County Vacations & Trips from $497
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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
Rutland
Brandon
Castleton
Poultney
Bomoseen
Chittenden
Mount Holly
The Latest Rutland County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Deerfield Valley Inn
$497
per person
Oct 1 - Oct 4
found 12 hours ago
Roundtrip flight included
Tampa (TPA) to Springfield (VSF)
9.4/10 Exceptional! (131 reviews)
We returned to this place on a quick 2-day/last minute get away. Owner is new from last time. Nice people; helpful and made a very good breakfast. Only issue we really had was the plumbing. Our room had some kind of venting issue with the sink/toilet/shower. Toilet bubbled and would go down at times; sink would go slow/stop at times; shower also stopped up and went down very slow. Told the owner about it and hopefully they can get it fixed. But overall, pleasant stay.
Reviewed on Aug 17, 2026
The Shire Woodstock
$1,234
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
8.8/10 Excellent! (969 reviews)
Great stay, staff and room was great. Bed was super comfy.
Only flaw, they should put a fence up in front of garbage and dumpsters. They are an eye sore.
Reviewed on Aug 22, 2026
Mountain Green Resort
$1,352
per person
Oct 1 - Oct 4
found 17 hours ago
Roundtrip non-stop flight included
Washington (WAS) 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
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
$1,118
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rutland (RUT)
9/10 Wonderful! (862 reviews)
The place was clean and well maintained. Ample room and comfortable as well. Having a kitchen and having it properly equipped was a big plus.
Reviewed on Aug 22, 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
Fully refundableReserve now, pay when you stay
$156 nightly
$172 total
Sep 6 - Sep 7
Total with taxes and fees
9.2/10 Wonderful! (1,027 reviews)
"Great location and very clean and cute property"
Reviewed on Aug 23, 2026
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundable
$119 nightly
$131 total
Aug 30 - Aug 31
Total with taxes and fees
8/10 Very Good! (1,009 reviews)
"Enjoyed my stay. Felt safe."
Reviewed on Aug 23, 2026
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
$139 nightly
$153 total
Aug 30 - Aug 31
Total with taxes and fees
7.4/10 Good! (1,005 reviews)
"Food was shocking ....."
Reviewed on Aug 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.
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.
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.
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.
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Other vacations you might like
- Top cities in Rutland County
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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.
