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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.

North Star Lodge and Resort
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
8.6/10 Excellent! (1,004 reviews)
An older, but well-maintained lodge. The staff was pleasant, the room was clean and the pool was clean and enjoyable. Overall a very good experience. I would stay here again.
Reviewed on Jul 16, 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
$374 nightly
The price is $407 total per night from Jul 20 to Jul 21
$407 total
Jul 20 - Jul 21
Total includes taxes and fees
9/10 Wonderful! (85 reviews)
"The long view barn house was beautiful and well appointed."
Reviewed on Mar 17, 2025

Comfort Inn Rutland - Killington
19 Allen St, Rutland, VT
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $138 total per night from Aug 17 to Aug 18
$138 total
Aug 17 - Aug 18
Total includes taxes and fees
8/10 Very Good! (1,003 reviews)
"The staff was friendly and accomadating. The pool area was set up well with plenty of clean towels. The breakfast offered a lot of options. As an elderly woman traveling alone with children I felt safe. The parking lot isn't well marked from the street."
Reviewed on Jul 14, 2025

Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
$489 nightly
The price is $538 total per night from Aug 17 to Aug 18
$538 total
Aug 17 - Aug 18
Total includes taxes and fees
9.2/10 Wonderful! (524 reviews)
"Service and concierge were excellent. Property was kept in a beautiful condition. Lost of inspiring rooms."
Reviewed on Jul 13, 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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- Hotels near Lefferts Pond
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- Killington Hotels
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- Hotels near Otter Valley Winery
- Hotels near Gifford Woods State Park
- Hotels near Fire Tower
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- Rutland Hotels
- Hotels near Pico Peak
- 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.