Chittenden Vacations from $793
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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.
Days Inn by Wyndham Rutland/Killington Area
Price was $926, price is now $793 per person
$793
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Rutland (RUT)
7/10 Good! (1,003 reviews)
Spacious updated rooms. LOVE the vinyl vs. carpeted floors in the rooms, much cleaner. Breakfast needs more healthy options... low fat or fat free yogurts/milk, lower sugar options, eggs.
Overall, a great overnight stay.
Reviewed on Nov 7, 2026
Mountain Green Resort
Price was $2,567, price is now $1,940 per person
$1,940
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Rutland (RUT)
4/10 (2 reviews)
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.
Reviewed on Jan 28, 2026
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $934, price is now $795 per person
$795
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
President Donald J. Trump Intl. Airport (DJT) to Rutland (RUT)
9/10 Wonderful! (890 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 on Nov 9, 2026
Stay near popular Chittenden attractions
Chittenden Hotel Deals
The Mountain Top Inn & Resort
195 Mountain Top Road Chittenden VT
$295 nightly
The price is $322 total per night from Nov 11 to Nov 12
$322 total
Nov 11 - Nov 12
Total with taxes and fees
Luxury Mountain Home with Hot Tub, Sauna & Views — Walk to Mountain Top Inn
Chittenden VT
10/10 Exceptional! (58 reviews)
"Our daughter was getting married at the Mountain Top Resort and we rented this home in addition to the accommodations provided by the resort. It was just what we needed to house our family in comfort and size. The house is beautiful, comfortable and has everything we needed for our stay. Thank you, ..."
Reviewed on Oct 12, 2026
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundable
$126 nightly
The price is $139 total per night from Nov 15 to Nov 16
$139 total
Nov 15 - Nov 16
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
"Great"
Reviewed on Nov 8, 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.
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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- Snowshed Express Quad Ski Lift
- Green Mountain National Golf Course
- Superstar Express Quad Ski Lift
- Mclaughlin Falls
- Visit Rutland
- Killington Golf Course
- Northridge Triple Ski Lift
- Vermont Vacations
- Killington Resort
- Lefferts Pond
- Fire Tower
- K-1 Express Gondola
- Killington Peak
- Snowdon Triple Ski Lift
- Visit Pittsford
- Wilson Castle
- Black Dog Sports
- Visit North Chittenden
- Killington School for Tennis
- Judith Reilly Gallery
- Neshobe River Winery
- Otter Valley Winery
- Brandon Museum
- Visit Mendon
- Pico Peak
- New England Maple Museum
- Vermont State Fairgrounds
- Hathaway Farm
- Sugarbush Ski Resort
- Visit Chittenden
- Gifford Woods State Park
- Green Mountain Rock Climbing Center
- Killington Vacations
- Rutland Vacations
- Visit Killington
- Pico Mountain at Killington Ski Resort
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.