Chittenden Vacations from $577

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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.
Lake Bomoseen Lodge
Brandon Inn
Days Inn by Wyndham Rutland/Killington Area
The Vermont Inn
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

One Key™ members save 30%+ on select hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.

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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Chittenden Hotel Deals

The Mountain Top Inn & Resort
The Mountain Top Inn & Resort
3.5 out of 5
195 Mountain Top Road, Chittenden, VT
Fully refundableReserve now, pay when you stay
The price is $300 per night from Nov 25 to Nov 26
$300
includes taxes & fees
$275 per night
Nov 25 - Nov 26
9/10 Wonderful! (62 reviews)
"Views were beautiful and good on property was excellent"

Reviewed on Nov 13, 2024

The Mountain Top Inn & Resort
Comfort Inn Trolley Square
Comfort Inn Trolley Square
2.5 out of 5
19 Allen St, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is $114 per night from Dec 8 to Dec 9
$114
includes taxes & fees
$103 per night
Dec 8 - Dec 9
8/10 Very Good! (1,001 reviews)
"Staff helpful and friendly. Rooms small, but space is used efficiently. Rooms were clean and welcoming. There is occasional noise from the mechanics of the building (e.g. HVAC). A bit outside of town, probably a 20 minute walk to city center. I was comfortable, felt safe, and would stay there again ..."

Reviewed on Nov 10, 2024

Comfort Inn Trolley Square
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 out of 5
2617 Killington Rd, Killington, VT
Fully refundableReserve now, pay when you stay
The price is $178 per night from Dec 9 to Dec 10
$178
includes taxes & fees
$162 per night
Dec 9 - Dec 10
7.2/10 Good! (1,000 reviews)
"Great experience! It was a lot of fun around the pool table or the fire pit outside. We loved it! It was great to have our dog with us everywhere around the hotel. Everything is very clean and in modern design. The only downside was that the restaurant dinner menu is limited to 5 options and there ..."

Reviewed on Oct 29, 2024

Killington Mountain Lodge, Tapestry Collection by Hilton
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.

Frequently asked questions

How much does a Chittenden vacation package cost?
Offering great value package deals from $577 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.