Middlebury Vacations from $612

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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 $806, price is now $612 per person
$612
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Burlington (BTV)
8.4/10 Very Good! (219 reviews)
We had a great stay. The rooms and overall space were huge. It's located in a beautiful area and it's close enough to other fun locations to explore. I would recommend staying here and hope to come back someday.

Reviewed on Oct 29, 2025

Bluebird Cady Hill Lodge

Bluebird Cady Hill Lodge

3 out of 5
Save 100% on your flight
Price was $1,075, price is now $798 per person
$798
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Burlington (BTV)
9.2/10 Wonderful! (611 reviews)
Nice cozy room. Sofa bed was a bit uncomfortable but the lobby area was a nice hangout spot.

Reviewed on Jan 8, 2026

AWOL Stowe

AWOL Stowe

3.5 out of 5
Price was $903, price is now $676 per person
$676
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Burlington (BTV)
9/10 Wonderful! (204 reviews)
Nice breakfast and hot tub!

Reviewed on Dec 10, 2025

Green Mountain Inn

Green Mountain Inn

3.5 out of 5
Stowe Village Historic District
Price was $1,327, price is now $1,012 per person
$1,012
per person
Feb 18 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Burlington (BTV)
9.4/10 Exceptional! (1,002 reviews)
Such a great stay, we will absolutely be returning!

Reviewed on Jan 4, 2026

Blind Tiger Burlington

Blind Tiger Burlington

3.5 out of 5
South End
Price was $812, price is now $627 per person
$627
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Burlington (BTV)
9.4/10 Exceptional! (222 reviews)
Staff, clean room , location

Reviewed on Jan 1, 2026

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Discover the most popular places to visit in Middlebury

Northern Vermont showing drinks or beverages

Otter Creek Brewing

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

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

You can take time to visit UVM Morgan Horse Farm during your travels to Weybridge. 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
$144 nightly
The price is $158 total per night from Jan 11 to Jan 12
$158 total
Jan 11 - Jan 12
Total with taxes and fees
8.8/10 Excellent! (1,007 reviews)
Love the ambience of this historic inn. Staff was helpful and friendly.

Reviewed on Jan 3, 2026

Middlebury Inn
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $138 total per night from Jan 18 to Jan 19
$138 total
Jan 18 - Jan 19
Total with taxes and fees
8.8/10 Excellent! (549 reviews)
The hotel is convenient to Middlebury and comfortable, but a little worn. A limited breakfast is available for purchase (expensive) at the hotel, but there is a better breakfast place - - Rosie's - - about a 5 minute drive south of the hotel on Rt. 7.

Reviewed on Jan 5, 2026

Courtyard Middlebury
Middlebury Sweets Motel

Middlebury Sweets Motel

2.5 out of 5
1395 Rt 7 South Middlebury VT
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $132 total per night from Jan 11 to Jan 12
$132 total
Jan 11 - Jan 12
Total with taxes and fees
8.4/10 Very Good! (388 reviews)
Nice little room for a quick stay. We were in the Reese themed room. Thoughtful amenities, the dark makeup washcloth was a nice touch! Clean room and bathroom. Responsive front desk. Will stay again when visiting family in the area.

Reviewed on Nov 2, 2025

Middlebury Sweets Motel
See all 951 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 $612 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.