Middlebury Vacations from $680

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Your Middlebury Vacation

Our vacation packages to Middlebury let you customize 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 vacation on Expedia.

The Latest Middlebury vacation packages

Price found within the past 48 hours. Click for updated prices.
Swanson Inn of Vermont

Swanson Inn of Vermont

3 out of 5
Price was $861, price is now $680 per person
$680
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
9.6/10 Exceptional! (155 reviews)
A really friendly welcome and peaceful stay

Reviewed on Oct 7, 2025

Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was $1,015, price is now $771 per person
$771
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Burlington (BTV)
8.4/10 Very Good! (196 reviews)
Quiet easy access to everything.

Reviewed on Oct 9, 2025

von Trapp Family Lodge & Resort

von Trapp Family Lodge & Resort

3.5 out of 5
Price was $1,828, price is now $1,445 per person
$1,445
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Burlington (BTV)
9/10 Wonderful! (880 reviews)
The room was large and had been renovated recently. But the common area could use some work. Elevator got stuck several times. Dining room doors were dirty and staff had dirty uniforms on. It was not worth the price.

Reviewed on Oct 9, 2025

Blind Tiger Burlington

Blind Tiger Burlington

3.5 out of 5
South End
Price was $1,617, price is now $1,300 per person
$1,300
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Burlington (BTV)
9.6/10 Exceptional! (204 reviews)
Beautiful architecture and a great staff making sure that all your needs are met.

Reviewed on Oct 8, 2025

AWOL Stowe

AWOL Stowe

3.5 out of 5
Price was $1,292, price is now $1,061 per person
$1,061
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Burlington (BTV)
9.2/10 Wonderful! (177 reviews)
Nice breakfast. Comfortable rooms. Nice cleaning products.

Reviewed on Oct 9, 2025

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Discover the most popular places to visit in Middlebury

Northern Vermont showing drinks or beverages

Otter Creek Brewing

4.5/5(11 reviews)

Learn about the local history of Middlebury with a stop at Otter Creek Brewing. While you're here, you can savor the top-notch restaurants.

Otter Creek Brewing

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

Learn about the local history of Weybridge when you take a trip to UVM Morgan Horse Farm. While you're here, you can savor the top-notch restaurants.

UVM Morgan Horse Farm

Middlebury Hotel Deals

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square, Middlebury, VT
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,004 reviews)
"Our room was updated with a jacuzzi! Staff was very polite and welcoming. They were very helpful with information about the area. Had a great stay!"

Reviewed on Oct 7, 2025

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Middlebury Inn
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street, US Rt 7 / Historic Ethan Allen Hwy, Middlebury, VT
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (527 reviews)
"Great hotel, fairly centered , great staff!"

Reviewed on Oct 4, 2025

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Courtyard Middlebury
Cozy Loft for two with Hot Tub & Mtn Views

Cozy Loft for two with Hot Tub & Mtn Views

Granville
10/10 Exceptional! (260 reviews)
"Charming little cabin with a relaxing hot tub! The kitchenette was perfect for our meals and the instructions for everything were clear. Jeff was very friendly and quick to answer any questions we had. We hope to stay again in the future and would recommend it to anyone else!"

Reviewed on Oct 1, 2025

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Cozy Loft for two with Hot Tub & Mtn Views
See all 950 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.

Middlebury Essential Information

Language
English
Currency
U.S dollars
Population
6,600
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Branbury State Park, Otter Creek Brewing and Lincoln Peak Vineyard

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Frequently asked questions

How much does a Middlebury vacation package cost?
Offering excellent value package deals from $680 on Expedia, you'll be surprised at how little a vacation 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 snag a cheap Middlebury vacation package, consider traveling in September, October and December. You'll generally find better rates on airfares and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Middlebury?
Generally, a few days is ideal for a Middlebury vacation. With a carefully crafted itinerary, you can go to all the main sights such as Town Hall Theater, as well as explore some hidden gems along the way.
Is it worth booking a vacation package to Middlebury?
Middlebury is a good vacation destination with attractions like UVM Morgan Horse Farm among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Middlebury vacation promises fun for everyone.
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 vacation package as soon as possible.
Is it cheaper to book a Middlebury vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels separately. Better still, you can customize 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 vacation 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.
Does Expedia offer Book Now, Pay Later Middlebury vacation packages?
Jet off on your ideal getaway to Middlebury with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until payday — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to budget for your trip and snap up cheap deals before they sell out.

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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.