Middlebury Vacations from $663

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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.
Stonybrook Motel & Lodge

Stonybrook Motel & Lodge

2 out of 5
Save 100% on your flight
Price was $1,082, price is now $663 per person
$663
per person
Dec 30 - Jan 4
found 19 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Burlington (BTV)
15.2/10 Exceptional! (1,000 reviews)
Perfectly fine for a quick stay and great price. WiFi didn’t work in room, otherwise, clean, hot shower, comfortable bed and pillows. Dining options within 15 minutes

Reviewed on Nov 11, 2025

Field Guide Lodge

Field Guide Lodge

3.5 out of 5
Save 100% on your flight
Price was $1,107, price is now $732 per person
$732
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Burlington (BTV)
18/10 Exceptional! (1,004 reviews)
Clean, well appointed room. Very comfy bed, large bathroom with lots of towels. The fireplace made the living room very cozy for relaxing on the couch. Breakfast was rather offbeat (chia seed pudding one day, prosciutto and cheese another day), but nice quality items and fresh croissants. Great location close to many shops and restaurants. We would definitely go back again.

Reviewed on Nov 17, 2025

Tälta Lodge, A Bluebird by Lark

Tälta Lodge, A Bluebird by Lark

3 out of 5
Price was $1,093, price is now $791 per person
$791
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Burlington (BTV)
18.4/10 Exceptional! (864 reviews)
The room spotless, a staff very great, nice view, great pace Looking forward to be back.

Reviewed on Nov 24, 2025

Outbound Stowe

Outbound Stowe

3.5 out of 5
Price was $1,195, price is now $868 per person
$868
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Burlington (BTV)
18/10 Exceptional! (260 reviews)
I received an upgrade. Very clean and nice staff

Reviewed on Nov 13, 2025

von Trapp Family Lodge & Resort

von Trapp Family Lodge & Resort

3.5 out of 5
Save 100% on your flight
Price was $1,358, price is now $1,004 per person
$1,004
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Burlington (BTV)
18/10 Exceptional! (935 reviews)
Amazing stay! Extremely clean rooms and bathrooms! Just wish the internet connection was better, we wanted to watch The Sound of Music in our room and has terrible luck!

Reviewed on Nov 16, 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

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
$125 nightly
The price is $138 total per night from Dec 1 to Dec 2
$138 total
Dec 1 - Dec 2
Total with taxes and fees
8.8/10 Excellent! (1,005 reviews)
Staff was lovely, got upgraded to a beautiful room on the second floor of the main building. We were able to walk to town. Everything was great!

Reviewed on Nov 18, 2025

Middlebury Inn
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $130 total per night from Dec 15 to Dec 16
$130 total
Dec 15 - Dec 16
Total with taxes and fees
8.8/10 Excellent! (538 reviews)
Clean room

Reviewed on Nov 15, 2025

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
$109 nightly
The price is $120 total per night from Nov 25 to Nov 26
$120 total
Nov 25 - Nov 26
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 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.

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 $663 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.