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Rutland County Vacations & Trips from $590
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Top destinations in Rutland County
Killington
Rutland
Brandon
Castleton
Bomoseen
Poultney
Chittenden
Fair Haven
Wells
The Latest Rutland County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Latchis Hotel
Aug 27 - Aug 30Latchis Hotel + Flight
Brattleboro3 nights2.5 star property8.6/10 - Excellent (939 reviews)"The parking lot is too small, with tight spaces that are difficult to maneuver. It required multiple passes to get my vehicle safely positioned. Only one space was open. The hotel has no food service, only coffee and tea. The plumbing is old and leaky. However, everything does work, the location is extremely convenient, and the price is reasonable. I will stay there again because of the convenient location."Reviewed July 24, 2026Roundtrip • New York (NYC) - Springfield (VSF)LGA - ALB • Nonstop ALB - LGA • Nonstop$772$590found 9 hours agoper traveler - Vikings Villages Resort
Aug 27 - Aug 30Vikings Villages Resort + Flight
Guilford3 nights2.0 star property10/10 - Exceptional (211 reviews)"One of the most unique and beautiful properties I’ve experienced in the US. I highly recommend it!"Reviewed July 23, 2026Roundtrip • New York (NYC) - Springfield (VSF)LGA - ALB • Nonstop ALB - LGA • Nonstop$897$686found 9 hours agoper traveler - The Shire Woodstock
Sep 7 - Sep 11The Shire Woodstock + Flight
Woodstock4 nights3.0 star property8.8/10 - Excellent (967 reviews)"There for one night. Stayed in the river house. Room was good. Very quiet. The fire pits and sitting area along the river was fantastic. Sat out there at night after dinner and for coffee the next morning."Reviewed July 18, 2026Roundtrip • New York (NYC) - Springfield (VSF)JFK - LEB • 1 stop LEB - JFK • 1 stop$1,034$853found 1 day agoper traveler - Sleeping Bear by Avantstay Heated Pool + Rec Center Near Gore Mtn
Sep 4 - Sep 7Sleeping Bear by Avantstay Heated Pool + Rec Center Near Gore Mtn + Flight
North Creek3 nights3.0 star propertyRoundtrip • New York (NYC) - Glens Falls (GFL)LGA - ALB • Nonstop ALB - LGA • Nonstop$711$592found 1 day agoper traveler - The Landgrove
Aug 27 - Aug 30The Landgrove + Flight
Londonderry3 nights3.5 star property10/10 - Exceptional (1 review)"Tammy, the assistant inn keeper and restaurant manager was fantastic. She was attentive to every need. The restaurant staff was phenomenal as well highly recommend, it’s a little hidden gem off the beaten path. I will definitely return. Had a fabulous time."Reviewed June 27, 2026Roundtrip • New York (NYC) - Rutland (RUT)LGA - ALB • Nonstop ALB - LGA • Nonstop$780$652found 9 hours 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, (1,008 reviews)
8.2/10
Very Good
(1,008 reviews)
"Q"
$123 nightly
The price is $135
$135 total
Jul 27 - Jul 28
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, (2 reviews)
10/10
Exceptional
(2 reviews)
"Great place, friendly owners. I will be coming back."
$148 nightly
The price is $161
$161 total
Jul 27 - Jul 28
Total with taxes and fees
9.0 out of 10, Wonderful, (1,001 reviews)
9.0/10
Wonderful
(1,001 reviews)
$151 nightly
The price is $166
$166 total
Aug 9 - Aug 10
Total with taxes and fees
8.8 out of 10, Excellent, (1,000 reviews)
8.8/10
Excellent
(1,000 reviews)
$109 nightly
The price is $120
$120 total
Jul 26 - Jul 27
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, (1,005 reviews)
6.8/10
(1,005 reviews)
"The staff was incredibly kind and welcoming!! It’s an old place but the renovations they are working on make the rooms so comfortable. The bed was extraordinary!! The gentleman at the front was so kind and accommodating!!"
$104 nightly
The price is $114
$114 total
Jul 30 - Jul 31
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, (1,006 reviews)
9.2/10
Wonderful
(1,006 reviews)
"This property is liking being home. Everyone was very helpful and welcoming. I needed to call the desk twice for something and they were at my room with what I needed in minutes. The one thing I would let others know is it is an older building so no elevator. It was a bit of a struggle for this 68 year old to lug my bags up three flights of steps especially since I was exhausted from my seven hour drive to get here from Pennsylvania. E still very much enjoyed our stay and the morning continental...
$156 nightly
The price is $172
$172 total
Jul 26 - Jul 27
Total with taxes and fees
9.8 out of 10, Exceptional, (400 reviews)
9.8/10
Exceptional
(400 reviews)
$142 nightly
The price is $156
$156 total
Jul 29 - Jul 30
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, (1,000 reviews)
8.8/10
Excellent
(1,000 reviews)
"Staff was very nice and went extra miles with finding activities I was interested in doing."
$179 nightly
The price is $197
$197 total
Aug 4 - Aug 5
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.