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Open Photo by Holly Warren Norman
Rutland County Vacations & Trips from $790
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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.
- Vikings Villages Resort
Sep 17 - Sep 20Vikings Villages Resort + Flight
Guilford3 nights2.0 star property10/10 - Exceptional (219 reviews)"Found out about this place on TikTok and it is a must see! It’s way better in person than any photos I’ve seen. The chalets are roomy, have all the amenities needed, very clean, I could go on and on with great things to say! Staff was very friendly and helpful when asking questions. Next visit will be for more than one night for sure!"Reviewed August 2, 2026Roundtrip • Phoenix (PHX) - Springfield (VSF)PHX - MHT • 1 stop MHT - PHX • 2 stops$986$790found 1 day agoper traveler - Golden Stage Inn B&B
Oct 15 - Oct 20Golden Stage Inn B&B + Flight
Cavendish5 nights3.5 star property10/10 - Exceptional (45 reviews)"Julie and Mike were the nicest most amazing hosts! The breakfast was fantastic, the atmosphere was perfect for rest and relaxation. Our room was clean and cool and cozy, the bathroom was nice and the bath products were great, and sold on sight. We had such a nice time! We will definitely be back!"Reviewed July 6, 2026Roundtrip • Minneapolis (MSP) - Rutland (RUT)MSP - BOS • 1 stop BOS - MSP • 1 stop$1,053$839found 1 day agoper traveler - Lincoln Inn & Gallery
Oct 15 - Oct 20Lincoln Inn & Gallery + Flight
Woodstock5 nights3.0 star property8.8/10 - Excellent (83 reviews)"Building is of historical interest, clean, comfortable, simple rooms, friendly staff."Reviewed July 31, 2026Roundtrip • Minneapolis (MSP) - Springfield (VSF)MSP - BOS • 1 stop BOS - MSP • 1 stop$1,637$1,358found 1 day agoper traveler - 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) - Lebanon (LEB)EWR - RUT • 1 stop RUT - EWR • 1 stop$1,074$904found 1 day agoper traveler - Brookside Hideaway, Brook Road Inn
Oct 15 - Oct 20Brookside Hideaway, Brook Road Inn + Flight
Goshen5 nights3.5 star property10/10 - Exceptional (1 review)"This is a secret Hidaway. Don't judge a book by its cover. Very cozy, roomy cottage. We were a family of 4 and there was more than enough room. Communication was amazing and is what made our stay easy! Perfect distance to Mount Sunapee. "Reviewed February 21, 2025Roundtrip • Minneapolis (MSP) - Lebanon (LEB)MSP - BOS • 1 stop BOS - MSP • 1 stop$1,335$1,134found 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, (1,004 reviews)
8.2/10
Very Good
(1,004 reviews)
"Quiet room decent size...would have liked a second chair"
$122 nightly
The price is $134
$134 total
Aug 30 - Aug 31
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!!"
$130 nightly
The price is $143
$143 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, (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 4 - Aug 5
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 10 - Aug 11
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, (1,004 reviews)
6.8/10
(1,004 reviews)
"The front desk clerk, and older woman, was repeatedly rude and condescending"
$114 nightly
The price is $125
$125 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)
"This is my number one choice when I need to stay in Killington. Such a cool place, super helpful staff, fair prices. The air-conditioning in the room was a welcome addition, even though it was a tad bit loud. Absolutely fantastic definitely recommended."
$109 nightly
The price is $120
$120 total
Aug 5 - Aug 6
Total with taxes and fees
8.8 out of 10, Excellent, (1,001 reviews)
8.8/10
Excellent
(1,001 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 6 - Aug 7
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, (1,002 reviews)
9.2/10
Wonderful
(1,002 reviews)
"The staff was excellent; helpful, cheery, and knowledgeable. The place is a bit old but is very clean. The breakfast was good and the breakfast sandwiches excellent."
$154 nightly
The price is $170
$170 total
Aug 30 - Aug 31
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.