Middlebury Vacations from $730

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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.
Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was $897, price is now $730 per person
$730
per person
Aug 21 - Aug 24
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Burlington (BTV)
8.4/10 Very Good! (223 reviews)

Field Guide Lodge

Field Guide Lodge

3.5 out of 5
Price was $952, price is now $740 per person
$740
per person
Aug 21 - Aug 24
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Burlington (BTV)
9/10 Wonderful! (1,008 reviews)
This place is a hidden gem. The hotel has spacious and clean rooms. Our air conditioning worked just great ( in fact it got so cool at night that we had to shut the ac off in the morning). The location is perfect right next to downtown and near all recreational activities. However, the experience is nothing without helpful staff. Which brings us to Zane. What an amazing person! A credit to the organisation. Zane is kind, charming, helpful, no, not just helpful but goes out of the way to make guests feel valued and appreciated. He truly is the best advertisement and ambassador for the Lodge.

Reviewed on Jul 11, 2026

Holiday Inn Express St Albans by IHG

Holiday Inn Express St Albans by IHG

2.5 out of 5
Price was $1,013, price is now $794 per person
$794
per person
Aug 17 - Aug 24
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Burlington (BTV)
8/10 Very Good! (1,001 reviews)
.

Reviewed on Jul 10, 2026

Basin Harbor

Basin Harbor

3.5 out of 5
Price was $1,265, price is now $1,017 per person
$1,017
per person
Aug 21 - Aug 24
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Burlington (BTV)
8.4/10 Very Good! (197 reviews)
Staff, clean room

Reviewed on Jan 1, 2026

Best Western Plus Windjammer Inn & Conference Center

Best Western Plus Windjammer Inn & Conference Center

2.5 out of 5
Price was $1,169, price is now $958 per person
$958
per person
Sep 23 - Sep 28
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
9/10 Wonderful! (1,000 reviews)
Super accueil, le déjeuner était parfait, très commode pour une famille de 4 qu’il soit inclus. Les chambres sont par contre très humides et le plancher en tapis n’aide sûrement pas à l’odeur.

Reviewed on Jul 10, 2026

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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

Middlebury Hotel Deals

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $166 total per night from Jul 27 to Jul 28
$166 total
Jul 27 - Jul 28
Total with taxes and fees
9/10 Wonderful! (1,012 reviews)
"The annex provided modern conveniences alongside the old world charm"

Reviewed on Jul 11, 2026

Middlebury Inn
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $167 total per night from Jul 20 to Jul 21
$167 total
Jul 20 - Jul 21
Total with taxes and fees
9/10 Wonderful! (580 reviews)
"This was a great hotel. I would definitely stay there again. Highly recommended."

Reviewed on Jul 9, 2026

Courtyard Middlebury
Swift House Inn

Swift House Inn

3 out of 5
57 North Pleasant Street Middlebury VT
$249 nightly
The price is $274 total per night from Jul 13 to Jul 14
$274 total
Jul 13 - Jul 14
Total with taxes and 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 Jul 7, 2026

Swift House Inn
See all 985 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.

Find the Best Middlebury Vacation Packages

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 $730 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.