Chittenden Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit
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    Plan, 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.

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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 CA $441 per night from Aug 4 to Aug 5
CA $441
CA $553 total
Aug 4 - Aug 5
includes taxes & fees
9/10 Wonderful! (84 reviews)
"The long view barn house was beautiful and well appointed."

Reviewed on Mar. 17, 2025

The Mountain Top Inn & Resort
Comfort Inn Rutland - Killington
Comfort Inn Rutland - Killington
2.5 out of 5
19 Allen St, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Jul 7 to Jul 8
CA $177
CA $195 total
Jul 7 - Jul 8
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"I believe I already submitted a review, but this was a great place to stay, convenient, clean, and friendly."

Reviewed on Jun. 26, 2025

Comfort Inn Rutland - Killington
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is CA $583 per night from Jul 6 to Jul 7
CA $583
CA $702 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (521 reviews)
"Relaxing"

Reviewed on Jun. 25, 2025

Woodstock Inn & Resort
See all 1,862 properties in Chittenden
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Chittenden vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Chittenden costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chittenden?
Plan your getaway for the low season and you're likely to score cheap Chittenden vacation packages. Remember that school vacation periods and local festivals and events can impact prices, so do a little research before booking.
How many days is enough for Chittenden?
The ideal length of your Chittenden vacation depends on what you'd like to do. Usually, a handful of days to a week will give you plenty of time to visit all the main sights and discover some hidden spots along the way.
How to find the best Chittenden package deals?
Use Expedia's handy filters to help you find some fabulous Chittenden package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Chittenden package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early 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, car rental and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Chittenden vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Chittenden?
If you're planning a spur-of-the-moment Chittenden adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Chittenden?

  1. Choose when to get away: Check your schedule and get packing. Your preferred time of year and the type of activities available will also help you decide when to vacation in Chittenden.
  2. Budget wisely: In addition to the cost of your accommodations, you'll need to factor in other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may crop up during your trip to Chittenden.
  3. Decide how many days away: Start by compiling a list of the attractions you'd like to get to in Chittenden. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Chittenden vacation package that brings all your bookings together.

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