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Rutland County Vacations & Trips from $647
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Top destinations in Rutland County
Killington
Rutland
Brandon
Castleton
Bomoseen
Poultney
Chittenden
Fair Haven
Mount Holly
The Latest Rutland County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- The Landgrove
Sep 26 - Sep 29The Landgrove + Flight
Londonderry3 nights3.5 star property7.4/10 - Good (3 reviews)Roundtrip • Atlanta (ATL) - Rutland (RUT)ATL - ALB • 1 stop ALB - ATL • 1 stop$821$647found 4 hours agoper traveler - Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Sep 28 - Oct 4Holiday Inn Club Vacations Mount Ascutney Resort by IHG + Flight
Brownsville6 nights3.0 star property9.0/10 - Wonderful (862 reviews)Roundtrip • New York (NYC) - Lebanon (LEB)JFK - RUT • 1 stop RUT - LGA • 1 stop$1,451$1,176found 1 day agoper traveler - Mountain Green Resort
Sep 19 - Sep 24Mountain Green Resort + Flight
Killington5 nights4.0 star property4.0/10 - (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 January 28, 2026Roundtrip • Atlanta (ATL) - Rutland (RUT)ATL - RUT • 1 stop RUT - ATL • 2 stops - The Shire Woodstock
Sep 19 - Sep 24The Shire Woodstock + Flight
Woodstock5 nights3.0 star property8.8/10 - Excellent (971 reviews)"Giid hotel with several fire pits to sit by the river"Reviewed August 6, 2026Roundtrip • Atlanta (ATL) - Springfield (VSF)ATL - LEB • 1 stop LEB - ATL • 2 stops$2,532$2,099found 1 day agoper traveler - Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Sep 28 - Oct 4Ski in & out Spruce Glen Townhomes on Great Eastern Trail + Flight
Killington6 nights3.0 star property9.2/10 - Wonderful (65 reviews)"We completely. Enjoyed every second of this property We are now looking for. Homes. Near by! We. Would have rented this areas. /Condo. Of. At at. Possible. For. A. Few. Years etc; if there was an option, as well. As. Air. Conditioning on the lower level. A bit humid. But wonderful, beautiful home/condo, would. Go. Back any time. Currently looking for a home. On the area... It. Was. Beautiful. We are heading back on October. Hopefully that is an option while we look for a. New home. In the..."Reviewed August 3, 2026Roundtrip • New York (NYC) - Rutland (RUT)JFK - RUT • 1 stop RUT - LGA • 1 stop$1,320$1,101found 1 day agoper traveler
Discover the most popular places to visit in Rutland County
Rutland County Hotel Deals
Comfort Inn Rutland - Killington
Comfort Inn Rutland - Killington2.5 star property
0.9 mi from Rutland County
8.2 out of 10, Very Good, (1,007 reviews)
8.2/10
Very Good
(1,007 reviews)
$116 nightly
The price is $128
$128 total
Aug 16 - Aug 17
Total with taxes and fees
9.0 out of 10, Wonderful, (1,002 reviews)
9.0/10
Wonderful
(1,002 reviews)
$130 nightly
The price is $143
$143 total
Aug 30 - Aug 31
Total with taxes and fees
Best Western Inn & Suites Rutland-Killington
Best Western Inn & Suites Rutland-Killington2.5 star property
2.9 mi from Rutland County
8.8 out of 10, Excellent, (1,002 reviews)
8.8/10
Excellent
(1,002 reviews)
"Staff was very nice and went extra miles with finding activities I was interested in doing."
$152 nightly
The price is $167
$167 total
Aug 16 - Aug 17
Total with taxes and fees
Bentley House Bed and Breakfast
Bentley House Bed and Breakfast2.0 star property
14.5 mi from Rutland County
10.0 out of 10, Exceptional, (6 reviews)
10/10
Exceptional
(6 reviews)
"Very interesting collection of antiques."
$131 nightly
The price is $143
$143 total
Aug 31 - Sep 1
Total with taxes and fees
Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington Area2.5 star property
1.7 mi from Rutland County
6.8 out of 10, (1,007 reviews)
6.8/10
(1,007 reviews)
$114 nightly
The price is $125
$125 total
Aug 9 - Aug 10
Total with taxes and fees
8.8 out of 10, Excellent, (1,007 reviews)
8.8/10
Excellent
(1,007 reviews)
"Wry nice place and staff"
$109 nightly
The price is $120
$120 total
Aug 9 - Aug 10
Total with taxes and fees
8.8 out of 10, Excellent, (1,004 reviews)
8.8/10
Excellent
(1,004 reviews)
"Awesome spot!"
$121 nightly
The price is $133
$133 total
Aug 9 - Aug 10
Total with taxes and fees
The Mountain Inn at Killington
The Mountain Inn at Killington2.5 star property
9.3 mi from Rutland County
9.2 out of 10, Wonderful, (1,009 reviews)
9.2/10
Wonderful
(1,009 reviews)
"proche des pentes"
$156 nightly
The price is $172
$172 total
Sep 6 - Sep 7
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.