Chittenden Vacations from $932
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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.
Mountain Green Resort
$3,144
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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
Greenbrier Inn
$987
per person
Oct 19 - Oct 24
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rutland (RUT)
9.4/10 Exceptional! (686 reviews)
Nice place. Rooms are large, and there is ample space in the common areas. Breakfast was simple but sufficient. My room had a small balcony.
Reviewed on Aug 3, 2026
Stay near popular Chittenden attractions
Lefferts Pond
Tucked within Vermont's Green Mountain National Forest, Lefferts Pond offers 55 acres of motorboat-free tranquility. Kayak while watching for moose, otters, and warblers in this peaceful wilderness retreat.
Chittenden Hotel Deals
The Mountain Top Inn & Resort
195 Mountain Top Road Chittenden VT
$325 nightly
$354 total
Aug 19 - Aug 20
Total with taxes and fees
9/10 Wonderful! (121 reviews)
"The room was spacious with beautiful view. Not much to do from activities perspective, beach was closed, kayak rentals were not open for the season. Breakfast was booked out due to Mothers Day weekend,"
Reviewed on Jun 26, 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
$449 nightly
$494 total
Sep 7 - Sep 8
Total with taxes and fees
9.4/10 Exceptional! (598 reviews)
"Amazing! Will visit again."
Reviewed on Aug 7, 2026
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
$146 nightly
$161 total
Aug 19 - Aug 20
Total with taxes and fees
9.2/10 Wonderful! (1,020 reviews)
"there are some hidden charges"
Reviewed on Aug 16, 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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Frequently asked questions
How much does a Chittenden vacation package cost?
Offering great value package deals from $932 on Expedia, you'll be pleasantly surprised at how much a vacation to Chittenden costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Chittenden?
You're likely to find lower prices and greater availability in April, May and June. Explore our cheap Chittenden vacation packages and you could score some excellent off-season deals.
How many days is enough for Chittenden?
Usually, a handful of days is enough to tick off the major sights during your Chittenden vacation. But if you prefer to have more time to rest or go on day trips, consider extending your itinerary.
How to find the best Chittenden package deals?
Use Expedia's handy filters to help you find some of the best Chittenden package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Chittenden package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Chittenden vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Chittenden vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Chittenden?
If you're considering an impromptu Chittenden adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Chittenden vacation packages?
Your Chittenden break is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to allow you more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
Explore a world of travel with Expedia
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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.
