Middlebury Holidays

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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
Fully refundableReserve now, pay when you stay
The price is £111 per night from 27 Jul to 28 Jul
£111
27 Jul - 28 Jul
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Everything was clean and the ambiance of the old building was wonderful. Our air conditioner had trouble keeping up in the 90+ degree heat, but that was the only complaint."

Reviewed on 10 Jul 2026

Middlebury Inn
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Fully refundableReserve now, pay when you stay
The price is £130 per night from 26 Jul to 27 Jul
£130
26 Jul - 27 Jul
includes taxes & fees
9/10 Wonderful! (580 reviews)
"This was a great hotel. I would definitely stay there again. Highly recommended."

Reviewed on 9 Jul 2026

Courtyard Middlebury
Swift House Inn

Swift House Inn

3 out of 5
57 North Pleasant Street Middlebury VT
The price is £191 per night from 14 Jul to 15 Jul
£191
14 Jul - 15 Jul
includes taxes & fees
9.6/10 Exceptional! (344 reviews)
"We stayed in one of the rooms in the Carriage House (as opposed to the Main House). It's by the road but wasn't too loud. The grounds are impeccably kept, with beautiful flowers and veggies growing everywhere. We enjoyed the buffet breakfast (shout-out to Linus for being the most friendly and welcoming ..."

Reviewed on 7 Jul 2026

Swift House Inn
See all 983 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

Stay near popular Middlebury attractions

Pulp Mill Covered Bridge

9.6/10 (20 reviews)
One of America's oldest double-barreled covered bridges, this 19th-century wooden marvel spans Otter Creek with its distinctive kingpost truss design. Photographers capture its charm against Vermont's seasonal backdrops.
See properties

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.

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* 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.