Chittenden Vacations from $1,177
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Mountain Green Resort
Save 100% on your flight
Price was $4,394, price is now $3,242 per person
$3,242
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) 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
The Vermont Inn
Price was $1,888, price is now $1,588 per person
$1,588
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Rutland (RUT)
9.2/10 Wonderful! (433 reviews)
Our room was large and comfortable, with a large, well-supplied bathroom. The fellow at the front desk was friendly and helpful. It feels like a very nice rural country inn. There isn't a lot else there, as there aren't 24-hour onsite staff or a fitness room or many other lobby amenities. I wouldn't hesitate to come back.
Reviewed on Oct 15, 2026
Stay near popular Chittenden attractions
Chittenden Hotel Deals
The Mountain Top Inn & Resort
195 Mountain Top Road Chittenden VT
$274 nightly
The price is $299 total per night from Nov 5 to Nov 6
$299 total
Nov 5 - Nov 6
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
$124 nightly
The price is $137 total per night from Nov 19 to Nov 20
$137 total
Nov 19 - Nov 20
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.
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 |
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
- B&B in Mendon
- Rutland Hotels
- Woodstock Hotels
- Hotels near Pico Mountain at Killington Ski Resort
- Cottages in Mendon
- B&B in Chittenden
- Burlington Hotels
- Motels in Killington
- Resorts in Pittsford
- Cheap Hotels in Rutland
- Guest Houses in Pittsford
- 4 Star Hotels in North Chittenden
- Condo Rentals in Killington
- Hotels near Killington Resort
- 5 Star Hotels in North Chittenden
- Cabin Rentals in Chittenden
- Motels in Chittenden
- Middlebury Hotels
- Luxury Hotels in Mendon
- Mendon Hotels
- Cabin Rentals in Killington
- Hotels with Restaurants in Mendon
- Independent Hotels in North Sherburne
- Pet-Friendly Hotels in Killington
- 3 Star Hotels in Chittenden
- Stowe Hotels
- Chittenden Hotels
- Extended Stay Hotels in Pittsford
- Hotels near Okemo Mountain Resort
- Best Western Hotels in North Chittenden
- Motels in Rutland
- Ski Hotels in Killington
- Marriott Hotels & Resorts in Killington
- Pittsford Hotels
- Cabin Rentals in Mendon
- Brandon Hotels
- Pittsfield Hotels
- Hotels near Green Mountain National Golf Course
- Hotel Wedding Venues Hotels in Chittenden
- Luxury Hotels in Killington
- Cheap Hotels in Killington
- Ludlow Hotels
- Killington Hotels
- Hotels near Lefferts Pond
- Cabin Rentals in Vermont
- Cottages in Pittsford
- Pet-Friendly Hotels in Chittenden
- B&B in Pittsford
- 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.
