Chittenden Vacations from $658
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Your Chittenden Vacation
The exciting city of Chittenden is calling your name. Delve into everything from its highlights to its hidden gems with a Chittenden vacation package that's custom made for you. Make your trip to Chittenden even more fun and exciting by going sightseeing. Appalachian Trail Adventures, Green Mountain National Golf Course and New England Maple Museum are some of the big attractions worth exploring. A few clicks is all it takes to create your perfect Chittenden vacation on Expedia.
The Latest Chittenden vacation packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $846, price is now $658 per person
$658
per person
Jan 15 - Jan 19
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
9/10 Wonderful! (774 reviews)
Very welcoming, spacious, clean.
Perfect for a family of 4.
Reviewed on Nov 18, 2025
Discover the most popular places to visit in Chittenden
Lefferts Pond
Explore the lovely green spaces of Lefferts Pond and enjoy the ski slopes in Chittenden. Discover the mountain views while you're in the area.
Chittenden Hotel Deals
The Mountain Top Inn & Resort
195 Mountain Top Road Chittenden VT
Fully refundableReserve now, pay when you stay
$325 nightly
The price is $354 total per night from Dec 10 to Dec 11
$354 total
Dec 10 - Dec 11
Total with taxes and fees
9/10 Wonderful! (95 reviews)
Absolutely wonderful! The hotel and staff were great. We deeply appreciated the upgrade! No one wanted to leave.
Reviewed on Nov 19, 2025
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $179 total per night from Dec 14 to Dec 15
$179 total
Dec 14 - Dec 15
Total with taxes and fees
7.2/10 Good! (1,000 reviews)
If you want to travel to Killington with your pup, this is a great spot to stay! Right next to a golf course and other open space for dogs to run. Super friendly staff (Tahoe got lots of treats from the front desk). Great location. Good breakfast. Nice outdoor hot tub for a soak after hitting the ...
Reviewed on Dec 1, 2025
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
$379 nightly
The price is $417 total per night from Dec 16 to Dec 17
$417 total
Dec 16 - Dec 17
Total with taxes and fees
9.2/10 Wonderful! (552 reviews)
Top notch service. Great property and beautiful room. Went for anniversary and it did not disappoint. Romantic hotel and town
Reviewed on Nov 26, 2025
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.
Find the Best Chittenden Vacation Packages
Chittenden Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rutland Southern Vermont Regional Airport (RUT) |
Population | 1,250 |
Max Temp Winter | 25ºF |
Max Temp Summer | 75ºF |
Top Sights | Pico Mountain at Killington Ski Resort, Killington Peak and Killington Adventure Center |
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- Rutland Hotels
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- Hotels near Bucklin Trailhead
- Lefferts Pond
- Visit North Chittenden
- Proctor-Pittsford Country Club
- New England Maple Museum
- Visit Pittsford
- Hathaway Farm
- Appalachian Trail Adventures
- Visit Mendon
- Green Mountain National Golf Course
- Dorset Quarry
- Golden Express Quad
- Pico Mountain at Killington Ski Resort
- Green Mountain Rock Climbing Center
- Otter Valley Winery
- Gifford Woods State Park
- Visit Pittsfield
- Fire Tower
- Pine Hill Park
- Pico Peak
- Paramount Theater
- Rutland Vacations
- McLaughlin Falls
- Brandon Vacations
- Brandon Music
- Killington Vacations
- Neshobe River Winery
- Stephen A Douglas Birthplace
- Rutland Regional Medical Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.