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Open Photo by Holly Warren Norman
Rutland County Vacations & Trips from $530
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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.
- Latchis Hotel
Oct 7 - Oct 10Latchis Hotel + Flight
Brattleboro3 nights2.5 star property8.6/10 - Excellent (943 reviews)Roundtrip • New York (EWR) - Springfield (VSF)EWR - ALB • 1 stop ALB - EWR • 1 stop$671$530found 1 day agoper traveler - The Shire Woodstock
Oct 7 - Oct 10The Shire Woodstock + Flight
Woodstock3 nights3.0 star property8.8/10 - Excellent (969 reviews)"It would be great to have a coffee maker in the room"Reviewed July 31, 2026Roundtrip • New York (EWR) - Springfield (VSF)EWR - ALB • 1 stop ALB - EWR • 1 stop - Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Oct 7 - Oct 10Holiday Inn Club Vacations Mount Ascutney Resort by IHG + Flight
Brownsville3 nights3.0 star property9.0/10 - Wonderful (862 reviews)Roundtrip • New York (EWR) - Rutland (RUT)EWR - ALB • 1 stop ALB - EWR • 1 stop$852$670found 1 day agoper traveler - Chalet 239
Oct 7 - Oct 10Chalet 239 + Flight
West Dover3 nights2.0 star property9.4/10 - Exceptional (137 reviews)"The room was small. But very new, modern and clean. I’d stay again."Reviewed August 1, 2026Roundtrip • New York (EWR) - Springfield (VSF)EWR - ALB • 1 stop ALB - EWR • 1 stop$665$537found 1 day agoper traveler - Jackson Gore Village, A Vail Resorts Property
Oct 7 - Oct 10Jackson Gore Village, A Vail Resorts Property + Flight
Jackson Gore Base Area3 nights3.0 star property8.6/10 - Excellent (876 reviews)"Staff, room, and amenities were awesome. Would stay here again in a heartbeat. A few hot tubs to chose from for adults and pool for kids."Reviewed July 26, 2026Roundtrip • New York (EWR) - Springfield (VSF)EWR - ALB • 1 stop ALB - EWR • 1 stop$651$542found 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, (1,001 reviews)
8.2/10
Very Good
(1,001 reviews)
$125 nightly
The price is $138
$138 total
Aug 9 - Aug 10
Total with taxes and fees
9.0 out of 10, Wonderful, (1,001 reviews)
9.0/10
Wonderful
(1,001 reviews)
"The room was beautiful!! And… it was the BEST hotel breakfast we have had in a very long time!!"
$151 nightly
The price is $166
$166 total
Aug 9 - Aug 10
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, (1,001 reviews)
8.8/10
Excellent
(1,001 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 9 - Aug 10
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, (4 reviews)
10/10
Exceptional
(4 reviews)
"We had an absolutely lovely stay at Bentley House! The owners were so welcoming and we felt right at home in their whimsical Victorian wonderland :)
Oh! And breakfast was delicious!"
$130 nightly
The price is $142
$142 total
Aug 3 - Aug 4
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, (1,000 reviews)
6.8/10
(1,000 reviews)
$124 nightly
The price is $137
$137 total
Aug 30 - Aug 31
Total with taxes and fees
8.8 out of 10, Excellent, (1,000 reviews)
8.8/10
Excellent
(1,000 reviews)
"Absence de personnel au desk lors de notre départ à 7h le matin. Restaurant ouvert seulement les vendredis et samedis."
$118 nightly
The price is $130
$130 total
Aug 4 - Aug 5
Total with taxes and fees
8.8 out of 10, Excellent, (1,002 reviews)
8.8/10
Excellent
(1,002 reviews)
$114 nightly
The price is $125
$125 total
Aug 2 - Aug 3
Total with taxes and fees
9.6 out of 10, Exceptional, (250 reviews)
9.6/10
Exceptional
(250 reviews)
"Beautiful property, wonderful lodge. Can’t recommend enough!"
$168 nightly
The price is $185
$185 total
Aug 18 - Aug 19
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.