Chittenden Vacations

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Find the Best Chittenden Vacation Packages

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 ￥42,731 per night from Jun 23 to Jun 24
￥42,731
￥53,565 total
Jun 23 - Jun 24
includes taxes & fees
9/10 Wonderful! (83 reviews)
"The long view barn house was beautiful and well appointed."

Reviewed on Mar 17, 2025

The Mountain Top Inn & Resort
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is ￥62,673 per night from Jul 6 to Jul 7
￥62,673
￥75,368 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (520 reviews)
"Nice, historic vibe, a centerpiece of Woodstock."

Reviewed on Jun 20, 2025

Woodstock Inn & Resort
Middlebury Inn
Middlebury Inn
3 out of 5
14 Court Square, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is ￥24,689 per night from Jun 25 to Jun 26
￥24,689
￥27,158 total
Jun 25 - Jun 26
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Wonderful place to stay in quaint Middlebury. Historic inn and very nice, clean rooms. Love the rocking chairs on the front porch."

Reviewed on Jun 18, 2025

Middlebury Inn
See all 1,852 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.

Frequently asked questions

How much does a Chittenden vacation package cost?
Offering great value package deals 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?
Plan your trip for the off-peak season and you're likely to score cheap Chittenden vacation packages. Keep in mind that school vacation periods and major festivals and events can have an impact on prices, so do a little research before booking.
How many days is enough for Chittenden?
With a well-planned schedule, you can easily visit the top Chittenden sights in a few days. But if you prefer to discover hidden spots or take day trips, consider booking your Chittenden vacation for longer.
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.
How to plan a trip to Chittenden?

  1. Choose when to get away: Check your schedule and get your bags packed. Your favorite season and the available activities will also help you decide when to escape to Chittenden.
  2. Set a budget: Consider expenses such as food, flights and transportation when working out how much to set aside for your trip to Chittenden. Then, select a hotel that works with your budget, whether that's an affordable stay or a high-end retreat.
  3. Decide how long to go away for: Now that you're up to speed on Chittenden, you can work out the ideal length of your break. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your accommodations and airfare: Once you've settled on your dates and duration, lock in the ideal Chittenden vacation package for you.

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