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Middlebury Vacations

Your trip

Hotel options

Hotel stay must be within date range of Leave and Return.

Room 1
Age categories
Ages of children at time of trip (for pricing, discounts)

Your Middlebury vacation

From family vacations to last-minute romantic getaways, make Orbitz your first and only stop for Middlebury vacations. You can customize your trip with flights, hotels and activities to match your travel plans and tastes. Sweeten the pot with extra savings when you book your flight and hotel together.

Create your own Middlebury travel plans
Build your own Middlebury vacation itinerary. Choose a flight that matches your schedule and a hotel with the amenities you need. Book them together for extra discounts you won't find when booking separately.

Find Middlebury travel discounts
Be the first to know about exclusive offers and last-minute deals on Middlebury travel. Sign for our deals e-mail , or follow us on Twitter and Facebook for promo codes, discounts and more. Our global network of travel experts find big-time savings and travel deals just for you.

Get Middlebury travel support 24/7
Reach out to an Orbitz travel specialist for Middlebury vacation assistance. Our specialists are available around the clock at 1-800-504-3248. We can even help with last-minute Middlebury vacations.

Sign up for free Middlebury travel alerts
Make travel plans smoother with Orbitz Care Alerts. Receive real-time info about flight delays, weather and other events via phone, e-mail or text. Keep up to six other people in the loop with travel alerts, too.

Scope out your Middlebury vacation options and savings
With the Orbitz Matrix Display, you can view all your flight and hotel options quickly. Plus, you'll see what you can save on your travel packages when you book them together.

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Middlebury Vacation Packages

Hotel only $129

1 Middlebury Inn

3 stars
3.8 / 5 23 reviews

14 Court Square Map

Middlebury Inn offers newly renovated guestrooms in four adjacent buildings providing guests with a wide selection of accommodations. All rooms include modern amenities expected from a large hotel, but in a historic setting, including high speed wireless internet,... More

Hotel only $145

2 Courtyard by Marriott Middlebury

3 stars
3.8 / 5 12 reviews

309 Court Street, US Route 7 / Historic Ethan Alle Map

Rate includes breakfast

Get FREE high-speed Internet access at this Courtyard. The Middlebury Courtyard is Vermont's most unique Marriott property (opened in 2003). Combining New England design and decor such as its wrap-around porch and fireplace suites, with modern services and amenities the... More