Photo by Holly Warren Norman
Open Photo by Holly Warren Norman
Rutland County Vacations & Trips from $500
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
Oct 2 - Oct 5Latchis Hotel + Flight
Brattleboro3 nights2.5 star property8.6/10 - Excellent (941 reviews)Roundtrip • New York (NYC) - Springfield (VSF)LGA - ALB • Nonstop ALB - LGA • Nonstop$637$500found 21 hours agoper traveler - My Place Hotel-Randolph VT
Oct 16 - Oct 19My Place Hotel-Randolph VT + Flight
Randolph Center3 nights2.0 star property9.4/10 - Exceptional (499 reviews)Roundtrip • Miami (MIA) - Lebanon (LEB)MIA - ALB • 1 stop ALB - MIA • 1 stop$747$575found 20 hours agoper traveler - Vikings Villages Resort
Oct 2 - Oct 5Vikings Villages Resort + Flight
Guilford3 nights2.0 star property10/10 - Exceptional (212 reviews)"A charming and unexpected stop! Beautiful property, very comfortable, outdoor games to play and sheep to watch. Everyone was really kind and helpful."Reviewed July 25, 2026Roundtrip • New York (NYC) - Springfield (VSF)LGA - ALB • Nonstop ALB - LGA • Nonstop$715$559found 21 hours agoper traveler - Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Oct 16 - Oct 19Holiday Inn Club Vacations Mount Ascutney Resort by IHG + Flight
Brownsville3 nights3.0 star property9.0/10 - Wonderful (860 reviews)"It was clean an convenient"Reviewed July 25, 2026Roundtrip • Miami (MIA) - Lebanon (LEB)MIA - ALB • 1 stop ALB - MIA • 1 stop$745$601found 20 hours agoper traveler - The Mountain Inn at Killington
Oct 16 - Oct 19The Mountain Inn at Killington + Flight
Killington3 nights2.5 star property9.2/10 - Wonderful (1,007 reviews)"Location is excellent"Reviewed July 26, 2026Roundtrip • Miami (MIA) - Rutland (RUT)MIA - ALB • 1 stop ALB - MIA • 1 stop$719$594found 20 hours agoper traveler
Discover the most popular places to visit in Rutland County
Rutland County Hotel Deals
9.0 out of 10, Wonderful, (1,003 reviews)
9.0/10
Wonderful
(1,003 reviews)
"The hotel supplied everything we needed. Plenty of toiletries and towels in the room. Bed and pillows were comfortable. The continental breakfast had plenty of items to choose from. Pool was clean and well maintained. The gym was spotless and had enough cardio and free weights."
$151 nightly
The price is $166
$166 total
Aug 9 - Aug 10
Total with taxes and fees
Comfort Inn Rutland - Killington
Comfort Inn Rutland - Killington2.5 star property
0.9 mi from Rutland County
8.2 out of 10, Very Good, (1,011 reviews)
8.2/10
Very Good
(1,011 reviews)
"Q"
$123 nightly
The price is $135
$135 total
Jul 29 - Jul 30
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, (3 reviews)
10/10
Exceptional
(3 reviews)
"Beautiful old building, well-maintained, filled with vintage furniture and collectable items. Like staying in a museum. Owners are very friendly and helpful. Breakfast was great."
$142 nightly
The price is $154
$154 total
Jul 28 - Jul 29
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, (1,007 reviews)
9.2/10
Wonderful
(1,007 reviews)
"Location is excellent"
$139 nightly
The price is $153
$153 total
Jul 28 - Jul 29
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
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)
"It was ok"
$118 nightly
The price is $130
$130 total
Jul 27 - Jul 28
Total with taxes and fees
9.4 out of 10, Exceptional, (957 reviews)
9.4/10
Exceptional
(957 reviews)
"Our stay was lovely , however if you are on the first floor you will hear the person walking above you , the walls are thin. We loved the restaurant it was nice & convent, however our waitress really showed little interest with us and our food took forever to get us. Also , last thing , when you arrive you have no idea where to check in. A suggestion for the main office is to put a sign on the front of the building that says office , we literally wandered for a solid 15min before we had to ask...
$235 nightly
The price is $256
$256 total
Jul 27 - Jul 28
Total with taxes and fees
9.6 out of 10, Exceptional, (247 reviews)
9.6/10
Exceptional
(247 reviews)
$172 nightly
The price is $190
$190 total
Aug 12 - Aug 13
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.