Rutland County Vacations & Trips from $559
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Your Rutland County Vacation
Make planning your next big adventure easy with a Rutland County vacation package. Whether it's the cuisine, nature or something else entirely that lures you to this destination, our packages will help you experience the best of it. Your trip to Rutland County wouldn't be complete without exploring some of its most well-known cities, starting with Rutland. Some of the most popular attractions here include Killington Peak and Killington Adventure Center. Leicester is another favorite city with Rutland County travelers. Visitors to this exciting destination love Lake Dunmore and Robert Frost Wayside Trail. Whether you're planning to travel for a week or a month, Expedia are here to help you tailor-make your next Rutland County vacation.
Top destinations in Rutland County
Killington
Rutland
Brandon
Castleton
Poultney
Chittenden
Bomoseen
Mount Holly
The Latest Rutland County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Colonial Motel
$559
per person
Nov 16 - Nov 23
found 4 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Springfield (VSF)
7/10 Good! (45 reviews)
It was dirty. The sink, bathroom, tub, floors. All dead bugs all over.
TV was great.
But a very musty smell in room. My sheets were not dry when we went to bed.
Reviewed on Aug 26, 2026
Latchis Hotel
$704
per person
Nov 16 - Nov 23
found 4 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Springfield (VSF)
8.6/10 Excellent! (965 reviews)
The hotel was very clean and the bed quite comfy. The only downside was insufficient parking. We had to use the adjacent lot but then had to leave there by 9:00 am. We ended up having to buy time to park which wasn’t a lot of money but was a bit of an irritant. Would def stay there again!
Reviewed on Aug 29, 2026
Sinclair Inn Bed and Breakfast
$952
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
10/10 Exceptional! (122 reviews)
Had an amazing time here, everyone was so friendly and welcoming and the property itself was beautiful! Breakfast was delicious and we were a huge fan of the late night snacks too! We’re looking forward to staying again the next time we visit the area!
Reviewed on Aug 27, 2026
Find the Best Rutland County Vacation Packages
Rutland County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rutland Southern Vermont Regional Airport (RUT) |
Top Sights | Pond Hill Ranch and Pro Rodeo, Lake Saint Catherine State Park and Otter Creek |
Rutland County Hotel Deals
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundable
$140 nightly
$155 total
Sep 6 - Sep 7
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
"we have been coming here every year for 6 years now. the room had a musty smell, we brought plug in air fresheners. The guest laundry room was not working; we were told by a manager to go up the road to the laundry mat... the ice machines on the 2nd and 3rd floor were not working; you had to go to ..."
Reviewed on Aug 26, 2026
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
$146 nightly
$161 total
Aug 31 - Sep 1
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
"We loved this hotel. We were here in the summer, so we enjoyed the outdoor seating and the outdoor heated pool, plus very close distance to Killington Adventure Center (could have walked but we chose to drive). The game room was great for our teenagers, with a full pool table and board games. The ..."
Reviewed on Aug 29, 2026
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
$139 nightly
$152 total
Sep 7 - Sep 8
Total with taxes and fees
7.4/10 Good! (1,003 reviews)
"Bathroom was clean with lots of towels, the room was larger than I expected and everything was ok with it."
Reviewed on Aug 27, 2026
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.
Stay near popular Rutland County attractions
Photo by Killington Resort
Killington Resort
9.4/10 (1,216 reviews)
Terrain parks, hiking trails, golf, après-ski entertainment and a range of slopes for all levels of skiers welcome visitors to this resort in the Green Mountains.
Pico Mountain at Killington Ski Resort
9.2/10 (274 reviews)
Hit the slopes in Killington with a visit to Pico Mountain at Killington Ski Resort. Discover the mountain views while you're in the area.
Killington Peak
9.6/10 (731 reviews)
Explore the great outdoors at Killington Peak and enjoy the mountain views during your trip to Killington. You can seek out the ski slopes while in the area.
K-1 Express Gondola
9.6/10 (355 reviews)
Enjoy a trip to K-1 Express Gondola and popular activities like skiing in Killington. Discover the mountain views while you're in the area.
Sunrise Village Triple Ski Lift
9.2/10 (25 reviews)
Enjoy a trip to Sunrise Village Triple Ski Lift and popular activities like skiing in Killington. Discover the mountain views in this quaint area.
Vermont State Fairgrounds
8.2/10 (39 reviews)
Enjoy an outing to Vermont State Fairgrounds during your stay in Rutland. Discover the area's mountain views, or seek out its ski slopes.
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Other vacations you might like
- Top cities in Rutland County
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
