Middlebury Vacations

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Find the Best Middlebury Vacation Packages

Middlebury Hotel Deals

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
The price is AED 469 per night from Feb 22 to Feb 23
AED 469
AED 516 total
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Always an easy check-in and reliable stay. Thanks so much!

Reviewed on 2 February 2026

Middlebury Inn
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
The price is AED 459 per night from Feb 22 to Feb 23
AED 459
AED 505 total
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (552 reviews)
The hotel is convenient to Middlebury and comfortable, but a little worn. A limited breakfast is available for purchase (expensive) at the hotel, but there is a better breakfast place - - Rosie's - - about a 5 minute drive south of the hotel on Rt. 7.

Reviewed on 5 January 2026

Courtyard Middlebury
Swift House Inn

Swift House Inn

3 out of 5
57 North Pleasant Street Middlebury VT
9.4/10 Exceptional! (313 reviews)
Beautiful facility

Reviewed on 26 January 2026

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Swift House Inn
See all 967 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.

Discover the most popular places to visit in Middlebury

Pulp Mill Bridge, Middlebury, Vermont

Pulp Mill Covered Bridge

Find out about the history of Weybridge when you spend time at Pulp Mill Covered Bridge. While you're here, you can savor the top-notch restaurants.

Pulp Mill Covered Bridge

Middlebury College

4.5/5(108 reviews)

Enjoy the collegiate vibe when you visit Middlebury College, during your trip to Middlebury. Stroll along the riverfront or visit the cathedral while you're in the area.

Middlebury College

UVM Morgan Horse Farm

You can take time to visit UVM Morgan Horse Farm during your travels to Weybridge. While you're here, you can savor the top-notch restaurants.

UVM Morgan Horse Farm

Frequently asked questions

How do I find cheap flights to Middlebury that have flexible change policies?
Search for affordable flights to Middlebury, then select "No change fee" directly under the "Flexible change policies" filter. It's that simple. We know that travel plans can change and flexibility matters, so book with confidence with Expedia.
Which airlines fly to Middlebury?
Figure out your ideal travel dates and then touch down in or near Middlebury with one of these leading airlines:

  • American Airlines - 260 flights to or near Middlebury each month, including 260 flights to Burlington Intl. Airport (BTV) per month.
  • United Airlines - 212 flights to or near Middlebury each month, including 212 flights to Burlington Intl. Airport (BTV) per month.
  • Delta Air Lines - 173 flights to or near Middlebury each month, including 173 flights to Burlington Intl. Airport (BTV) per month.

How can I find cheap tickets to Middlebury?
Book ahead of time, fly with budget airlines, use miles or points — there are plenty of ways! One more is to use Expedia's "flexible dates" function. Search for a Middlebury flight, then check out the cheapest prices for nearby dates. In the last seven days, the lowest price for a flight to Middlebury was .
How much is a flight to Middlebury?
One-way flights taking off from () sold for as little as in the last seven days. During this time, the price of a return airfare to Middlebury varied between and . If you spot a deal, book quickly — these fares don't wait around for long.
What are the most popular airports to fly into in Middlebury?
Burlington Intl. Airport (BTV) is the main gateway for many traveling to and from Middlebury. Around 663 flights per month touch down here.
When is the cheapest time to fly to Middlebury?
Jet off on a Tuesday to increase your chances of scoring the cheapest fare to Middlebury. Mondays are usually the second most affordable day to take off. Saturday is typically the costliest day to fly anywhere.
How much is a plane ticket to Middlebury?
In the last seven days, fares ranged between and . Swipe through our fabulous deals to Middlebury, pick your favorite and get ready for your next fun vacation!
What months are the cheapest to book a flight to Middlebury?
February is the best month to score cheap flights to Middlebury. Keep in mind that the priciest time to reserve a seat in the States isn't during the height of summer, but the festive month of December.
How long is a flight to Middlebury?
It depends on where you travel from. These leading domestic routes and their average flight times will give you a clearer idea of how long it'll take to get to Middlebury:

  • Newark, NJ (EWR-Liberty Intl.) to Burlington Intl. Airport (BTV) - 1 hour and 21 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to Burlington Intl. Airport (BTV) - 1 hour and 41 minutes
  • Washington, DC (IAD-Washington Dulles Intl.) to Burlington Intl. Airport (BTV) - 1 hour and 37 minutes