Middlebury Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by David Alpert

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Middlebury Holiday

Our holiday packages to Middlebury give you endless opportunities to immerse yourself in new sights, sounds and activities. And with all the planning worked out, you can breathe easy and enjoy your city getaway in the way that you deserve. Any trip to Middlebury needs a well-designed itinerary. Fill yours with leading attractions like Middlebury College, UVM Morgan Horse Farm and National Museum of the Morgan Horse. Don't put off your visit to this city any longer. The perfect Middlebury holiday is only a few clicks away with Expedia.

Middlebury Holiday

Middlebury Essential Information

Language
English
Currency
U.S dollars
Population
6,600
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Branbury State Park, Otter Creek Brewing and Town Hall Theatre

Our pick of the best Middlebury Hotel Deals

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is AU$244 per night from 10 Aug to 11 Aug
AU$244
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"This inn was great! I loved all the historical pieces that are shown around the inn. It is close enough to be able to walk to all the little shops and cafes in town. The staff were wonderful and super friendly. The food in the restaurant was amazing!"

Reviewed on 5 Aug. 2025

Middlebury Inn
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street, US Rt 7 / Historic Ethan Allen Hwy, Middlebury, VT
The price is AU$241 per night from 17 Aug to 18 Aug
AU$241
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (519 reviews)
"Everything was good, except that we asked for full housekeeping and they did not change the linens."

Reviewed on 5 Jul. 2025

Courtyard Middlebury
Middlebury Sweets Motel

Middlebury Sweets Motel

2.5 out of 5
1395 Rt 7 South, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is AU$260 per night from 10 Aug to 11 Aug
AU$260
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very Good! (367 reviews)
"Nice and clean. Plus we love the candy shop!"

Reviewed on 4 Aug. 2025

Middlebury Sweets Motel
See all 917 properties in Middlebury
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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Middlebury

Middlebury College

Explore the campus of Middlebury College during your trip to Middlebury. Stroll along the riverfront or visit the cathedral while you're in the area.

Middlebury College

Frequently asked questions

How much does a Middlebury holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Middlebury costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Middlebury?
If you're hoping to book a cheap Middlebury holiday package, consider travelling in January, March and November. You'll typically find better rates on airfares and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Middlebury?
When planning your Middlebury holiday, a handful of days will be enough to tour the best spots. Be sure to check out Town Hall Theatre — it's one of the top attractions in this destination. If you want more adventure, think about basing yourself here and going on some tours from Middlebury.
Is it worth booking a holiday package to Middlebury?
It's easy to see why a Middlebury holiday is on the to-do list of many travellers. Popular attractions like Henry Sheldon Museum of Vermont History are just the start of what you can explore here.
How to find the best Middlebury package deals?
Use Expedia's handy filters to find some great Middlebury package deals. When you start your search, just 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 search for Middlebury package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Middlebury holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and hotels separately. Better still, you can customise your Middlebury getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Middlebury?
If you have your Middlebury travel dates locked in, book as early as you can to grab some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Middlebury?

  1. Choose when to go: Check your diary and get your bags packed. Your preferred season and the activities on offer will also help you decide when to escape to Middlebury.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and meals to activities and airfares. Your hotel will likely be the largest expense during your trip to Middlebury.
  3. Work out your trip length: Consider how long you want to spend exploring Middlebury. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodation: Once you've settled on your trip dates and duration, book the ideal Middlebury 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.