Sullivan County Vacations & Trips from $436
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Your Sullivan County Vacation
Make organizing your next adventure simple with a Sullivan County vacation package. Whether it's the cuisine, nature or something else entirely that lures you here, our packages will help you experience it all. Kick off your trip to Sullivan County with a visit to Claremont, one of the top cities here. Expedia has flights, hotels and everything else you need to help you create your own tailored Sullivan County vacation today.
Top destinations in Sullivan County
Claremont
Sunapee
Newport
Goshen
Grantham
Washington
Charlestown
Plainfield
Lempster
The Latest Sullivan County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Bentley House Bed and Breakfast
Feb 2 - Feb 6Bentley House Bed and Breakfast + Flight
Poultney4 nights2.0 star property10/10 - Exceptional (45 reviews)"Clean, comfortable, convenient. We couldn't stay for breakfast."Reviewed November 8, 2026Roundtrip • Washington (IAD) - Rutland (RUT)IAD - ALB • Nonstop ALB - IAD • Nonstop$559$436found 8 hours agoper traveler - Vikings Villages Resort
Feb 2 - Feb 6Vikings Villages Resort + Flight
Guilford4 nights2.0 star property10/10 - Exceptional (260 reviews)"Viking Village is perfect in every way! If you're looking for a relaxed retreat, trails, nature, and delightfully detailed cabins and buildings, this is your dream stay. As you drive up toward the gates a sense of anticipation builds until the stockade fence and gate comes into view. It truly looks like you've traveled back in time once you arrive. Every cabin is slightly different. A raised walkway was thoughtfully built along the fronts of the cabins so you can avoid any snow or dirt as you..."Reviewed November 7, 2026Roundtrip • Washington (IAD) - Springfield (VSF)IAD - ALB • Nonstop ALB - IAD • Nonstop$987$679found 8 hours agoper traveler - Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Jan 22 - Jan 25Holiday Inn Club Vacations Mount Ascutney Resort by IHG + Flight
Brownsville3 nights3.0 star property9.0/10 - Wonderful (900 reviews)"We were so happy with everything Clean linens Well stocked kitchen Great grounds Helpful staff One minor issue--heat in halls too high, like uncomfortably warm We had windows open at times in November"Reviewed November 9, 2026Roundtrip • Baltimore (BWI) - Rutland (RUT)BWI - ALB • Nonstop ALB - BWI • Nonstop$685$512found 21 hours agoper traveler - Solitude Village at Okemo by Vail Resorts
Jan 22 - Jan 26Solitude Village at Okemo by Vail Resorts + Flight
Clock Tower Base Area4 nights4.0 star property7.8/10 - Good (36 reviews)Roundtrip • Tampa (TPA) - Springfield (VSF)TPA - RUT • 1 stop RUT - TPA • 1 stop$8,432$6,485found 19 hours agoper traveler - The Suites at Killington Center
Dec 16 - Dec 19The Suites at Killington Center + Flight
Killington3 nights3.5 star propertyRoundtrip • New York (NYC) - Rutland (RUT)JFK - RUT • 1 stop RUT - JFK • 1 stop$1,234$988found 1 day agoper traveler
Discover the most popular places to visit in Sullivan County
Sullivan County Hotel Deals
The Common Man Inn & Restaurant
The Common Man Inn & Restaurant3.5 star property
8.3 mi from Sullivan County
9.6 out of 10, Exceptional, (450 reviews)
9.6/10
Exceptional
(450 reviews)
$144 nightly
The price is $156
$156 total
Nov 12 - Nov 13
Total with taxes and fees
8.8 out of 10, Excellent, (612 reviews)
8.8/10
Excellent
(612 reviews)
"Room was clean and parking was right out front."
$109 nightly
The price is $118
$118 total
Nov 12 - Nov 13
Total with taxes and fees
8.8 out of 10, Excellent, (386 reviews)
8.8/10
Excellent
(386 reviews)
"It’s a motel, so go in with that expectation and it is definitely a nice place to stay."
$115 nightly
The price is $125
$125 total
Dec 11 - Dec 12
Total with taxes and fees
6.8 out of 10, (364 reviews)
6.8/10
(364 reviews)
$120 nightly
The price is $130
$130 total
Nov 12 - Nov 13
Total with taxes and fees
8.6 out of 10, Excellent, (273 reviews)
8.6/10
Excellent
(273 reviews)
$96 nightly
The price is $104
$104 total
Nov 12 - Nov 13
Total with taxes and fees
9.0 out of 10, Wonderful, (70 reviews)
9.0/10
Wonderful
(70 reviews)
"This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee. "
$223 nightly
The price is $242
$242 total
Nov 12 - Nov 13
Total with taxes and fees
8.8 out of 10, Excellent, (3 reviews)
8.8/10
Excellent
(3 reviews)
$276 nightly
The price is $299
$299 total
Nov 19 - Nov 20
Total with taxes and fees
7.4 out of 10, Good, (10 reviews)
7.4/10
Good
(10 reviews)
"This was a very poor experience. We had no water for shower, and no water in kitchen sink. We checked in late at night, got up to take showers, and weren't able to do so because there was no water. We'd rented the cabin to go to a wedding and weekend events. Checked out an hour before checkout time to get to the event--unshowered-- and called the host, who didn't pick up. Left a message reporting the problem, and then we were told that we should have spoke to him to have him fix the problem...
$282 nightly
The price is $306
$306 total
Nov 12 - Nov 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.