Middlebury Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by David Alpert

  • Plan, book, travel with confidence

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    Better together

    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

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

    Packages with flights are ATOL protected

Your Middlebury Holiday

Our holiday packages to Middlebury let you customise your own adventure. Tailor your journey to your interests and needs and make the most of your time in this fabulous city. You'll want to do some exploring during your trip to Middlebury. Make time for major attractions such as Middlebury College, National Museum of the Morgan Horse and UVM Morgan Horse Farm. A couple of clicks is all it takes to build the perfect Middlebury holiday on Expedia.

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 Lincoln Peak Vineyard

Top hotels in Middlebury

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square, Middlebury, VT
The price is £121 per night from 14 Sept to 15 Sept
£121
14 Sept - 15 Sept
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"This is a beautiful old in, very well maintained. Friendly welcoming staff."

Reviewed on 25 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 £117 per night from 7 Sept to 8 Sept
£117
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (523 reviews)
"Daily or at least every other day housekeeping service would have been appreciated."

Reviewed on 14 Aug 2025

Courtyard Middlebury
Brandon Inn

Brandon Inn

3 out of 5
20 Park Street, Brandon, VT
The price is £111 per night from 28 Aug to 29 Aug
£111
28 Aug - 29 Aug
includes taxes & fees
8.6/10 Excellent! (507 reviews)
"A very old historic hotel. Has the oldest elevator in VT. Charming. Nice gardens. Guest can not use elevator and all rooms are upstairs. so if you have any mobility issues its a problem."

Reviewed on 22 Aug 2025

Brandon Inn
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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Middlebury travel package cost?
We make it easy to travel somewhere new, with Middlebury travel packages starting from as little as . You'll have the flexibility to bundle your favourite hotels, airlines and car rental. For the ultimate escape, why not add some tours and activities to your itinerary?
If I'm not able to travel, can I cancel my Middlebury travel package?
Because we know life can throw you a few curveballs, the answer is yes. To learn more, check out our Customer Service Portal. But generally speaking, if you've booked your Middlebury travel package in the last 24 hours, you may be able to change or cancel it with no penalties. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.
How do I get a cheap travel package to Middlebury?
Combine your flight and hotel bookings, throw in extras such as tours, and save with a Middlebury travel package. You won't just pick up amazing discounts on your adventure — you'll have loads of choice within your reach too. When you book through Expedia, you can choose from more than 550 airlines and 1,000,000 hotels across the globe. Your unforgettable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later Middlebury holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a fantastic getaway without hurting your hip pocket. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's monthly instalment plans. If paying a little each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: If you'd prefer to pay for your escape across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you want to grab an awesome deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Middlebury?
A trip to Middlebury wouldn't be complete without visiting Middlebury College, Otter Creek Brewing and Lincoln Peak Vineyard. Spend your nights close to these popular attractions and make sightseeing easy.
What are the top hotels in Middlebury?
Middlebury Inn in the Weybridge neighbourhood is an excellent choice for a Middlebury holiday. Reserve a room here and you'll be well-positioned to explore all that this colourful city has to offer.
How far in advance should I book my Middlebury holiday?
To land cheap prices, book nice and early. Air carriers typically advertise flight tickets, along with some of the lowest fares, up to a year ahead of time. Hotels, car rental and activities should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway to Middlebury, there are always lots of great bargains to be had on Expedia. Check them out now!
What does an Expedia Middlebury travel package include?
Choose from any combination of rental cars, hotels and flights. Once you've made your booking, you can add the fun stuff like activities and tours. Want to pick your fare class? That's also easy to do. The choice is yours when it comes to putting together your dream Middlebury getaway.
What should I know before booking a Middlebury travel package?
Bundling your bookings into a Middlebury travel package is the easiest way to organise your trip. Not only that, you'll get great discounts just for combining your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Middlebury Expedia travel package?
Yes, you can. We offer more than 550 partner airlines around the world, so opt for the carrier that best suits your budget needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.