Photo by Holly Warren Norman
Open Photo by Holly Warren Norman
Rutland County Vacations & Trips from $590
Book a Hotel + Flight or Car together to unlock savings
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 (941 reviews)Roundtrip • New York (NYC) - Springfield (VSF)LGA - ALB • Nonstop ALB - LGA • Nonstop$772$590found 1 day agoper traveler - Follansbee Inn
Oct 7 - Oct 12Follansbee Inn + Flight
North Sutton5 nights3.0 star property9.6/10 - Exceptional (97 reviews)"I grew up on a lake nearby...and Kezar Lake reminded me of how rustic and undeveloped Lake Sunapee was in the 1960s. The Follansbee Inn has true charm and is located right on the lake. The owners were low key and charming, and the breakfasts were fabulous."Reviewed June 16, 2026Roundtrip • Minneapolis (MSP) - Lebanon (LEB)MSP - BOS • 1 stop BOS - MSP • 2 stops$1,069$805found 1 day agoper traveler - Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Oct 7 - Oct 12Holiday Inn Club Vacations Mount Ascutney Resort by IHG + Flight
Brownsville5 nights3.0 star property9.0/10 - Wonderful (860 reviews)"It was clean an convenient"Reviewed July 25, 2026Roundtrip • Minneapolis (MSP) - Lebanon (LEB)MSP - BOS • 1 stop BOS - MSP • 2 stops$1,280$973found 1 day 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 1 day agoper traveler - Okemo Mountain Lodging by Vail Resorts
Oct 7 - Oct 12Okemo Mountain Lodging by Vail Resorts + Flight
Clock Tower Base Area5 nights3.5 star property7.8/10 - Good (28 reviews)"Stayed at this resort for 4 nights while biking in the Vermont area. At check I had reserved a condo without ac but it was in the 90’s and the person checking me in offered to move me to the Inn which had same room set up with Kitchen etc and AC - That was Great!!! After morning riding my husband spent a few hours working while I enjoyed the fitness center as well as indoor and outdoor pools. Very few people here during June. "Reviewed June 26, 2025Roundtrip • Minneapolis (MSP) - Springfield (VSF)MSP - BOS • 1 stop BOS - MSP • 2 stops$1,241$966found 1 day agoper traveler
Discover the most popular places to visit in Rutland County
Rutland County Hotel Deals
9.0 out of 10, Wonderful, (1,002 reviews)
9.0/10
Wonderful
(1,002 reviews)
$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, (1,010 reviews)
8.2/10
Very Good
(1,010 reviews)
"Q"
$123 nightly
The price is $135
$135 total
Jul 28 - Jul 29
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."
$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, (1,006 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
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, (1,006 reviews)
6.8/10
(1,006 reviews)
"The room was clean and well sized for 2 people. Nice to have a mini fridge in the room. Friendly helpful staff. Only suggestion is make coffee in the lobby instead of having a machine."
$116 nightly
The price is $128
$128 total
Jul 28 - Jul 29
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, (246 reviews)
9.6/10
Exceptional
(246 reviews)
$160 nightly
The price is $175
$175 total
Aug 9 - Aug 10
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.