Chittenden Holidays

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Top hotels in Chittenden

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 Rp4.796.122 per night from 22 Jun to 23 Jun
Rp4.796.122
Rp6.012.042 total
22 Jun - 23 Jun
includes taxes & fees
9/10 Wonderful! (83 reviews)
"The long view barn house was beautiful and well appointed."

Reviewed on 17 Mar 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 Rp7.034.313 per night from 6 Jul to 7 Jul
Rp7.034.313
Rp8.459.212 total
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (519 reviews)
Stunning
"Always a stunning stay in Woodstock!"

Reviewed on 2 Jun 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 Rp2.632.538 per night from 9 Jul to 10 Jul
Rp2.632.538
Rp2.895.791 total
9 Jul - 10 Jul
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 18 Jun 2025

Middlebury Inn
See all 1,859 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 holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday 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 holiday packages. Keep in mind that school holiday 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 holiday 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 holiday package as soon as possible.
Is it cheaper to book a Chittenden holiday as a package?
Expedia holiday 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 personalised Chittenden holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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 favourite 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 accommodation and airfare: Once you've settled on your dates and duration, lock in the ideal Chittenden holiday package for you.

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