Middlebury Holidays from £1,433

Book a Hotel + Flight or Car together to unlock savings

Photo by David Alpert

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    Save up to £335 when you book a flight and hotel together*
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    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.

Top Middlebury Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was £1,931, price is now £1,433 per person
£1,433
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
London (LON) to Burlington (BTV)
8.4/10 Very Good! (186 reviews)
Wyndham is the resort. If adults want to swim it’s 89.00 a person, if children want to it’s 69.00 a person. They will try to sell you time shares. Run.

Reviewed on 12 Aug 2025

Outbound Stowe

Outbound Stowe

3.5 out of 5
Save 100% on your flight
Price was £2,674, price is now £1,760 per person
£1,760
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
London (LON) to Burlington (BTV)
9/10 Wonderful! (174 reviews)
Loved our stay so much we stayed an extra day.

Reviewed on 15 Aug 2025

Smugglers' Notch Resort Private Suites

Smugglers' Notch Resort Private Suites

3.5 out of 5
Price was £1,937, price is now £1,495 per person
£1,495
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
London (LON) to Burlington (BTV)
7.8/10 Good! (17 reviews)
AWOL Stowe

AWOL Stowe

3.5 out of 5
Price was £2,469, price is now £1,960 per person
£1,960
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
London (LON) to Burlington (BTV)
9/10 Wonderful! (162 reviews)
A beautiful surprise. Nice, clean, beautiful property. Clean pool, nice staff, and awesome healthy breakfast... oh, that bread!!!!

Reviewed on 13 Aug 2025

Bluebird Cady Hill Lodge

Bluebird Cady Hill Lodge

3 out of 5
Price was £1,915, price is now £1,560 per person
£1,560
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
London (LON) to Burlington (BTV)
9.2/10 Wonderful! (530 reviews)
Our room was simple and quaint but smelled musty. I appreciated the location and quietness of the property. There was a big group in the main lodge and only one carafe of coffee and you had to ask the desk(which was sometimes unattended) for ice.

Reviewed on 20 Aug 2025

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 16 Sept to 17 Sept
£121
16 Sept - 17 Sept
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"The oldest continuously operating hotel in the States but it doesn’t seem that way. The lobby is spacious, the staff friendly and helpful. The rooms are good sized, TV, WiFi, A/C, soft but comfy beds. We stayed in the original part of the hotel, but they also have newer buildings in back. There is ..."

Reviewed on 17 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! (522 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 £118 per night from 21 Aug to 22 Aug
£118
21 Aug - 22 Aug
includes taxes & fees
8.6/10 Excellent! (504 reviews)
"The only problem is the elevator that is not accessible to everyone"

Reviewed on 16 Aug 2025

Brandon Inn
See all 913 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 £1,433. 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.