Vermont may have travel restrictions in place due to COVID-19.

Find out moreOpens in new tab or window

Middlebury Vacation Packages

Choose two or more items and save on your trip:

Top Hotels in Middlebury

Middlebury Inn
Middlebury Inn
3 out of 5
14 Court Square, Middlebury, VT
Free cancellationReserve now, pay when you stay
The price is CA $162 per night from Nov 1 to Nov 2
4.2/5Excellent! (678 reviews)

"The hotel staff were so accommodating. At check in, there was a snafu regarding pet friendly rooms (Expedia was very unclear and confusing!! We thought we had booked a pet friendly room, but we didn’t.) and the front desk attendant resolved the issue without a problem. The restaurant staff are equally ..."…"

Reviewed on Oct. 19, 2020

Middlebury Inn
Courtyard Middlebury
Courtyard Middlebury
3 out of 5
309 Court Street, US Rt 7 / Historic Ethan Allen Hwy, Middlebury, VT
Free cancellationReserve now, pay when you stay
The price is CA $182 per night from Nov 9 to Nov 10
4.4/5Wonderful! (297 reviews)

"This property exceeded my expectations. I know I can rely on Marriott, but this was great. Nice work-out facility, smart TV that allowed us to log in to our streaming services, and the breakfast in the bistro was yummy (though a complimentary breakfast would have been better)."…"

Reviewed on Feb. 21, 2020

Courtyard Middlebury
Swift House Inn
Swift House Inn
3 out of 5
25 Stewart Ln, Middlebury, VT
Free cancellation
The price is CA $190 per night from Oct 22 to Oct 23
4.8/5Exceptional! (134 reviews)

"The property was beautiful. Spacious rooms and comfortable bedding. The owners were lovely to chat with. We will go back again."…"

Reviewed on Jul. 3, 2020

Swift House Inn
See all 593 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.

Save Time and Money with Middlebury Vacation Packages

Expedia's Middlebury vacation packages will help you save cash! Bundling your bookings will give you more cash to splurge for your amazing trip. Receive savings up to $583* with a package deal on Expedia. Search our intercontinental database of more than 550 airline partners and 1,000,000 worldwide properties. Too many to select from? Don't stress — we'll help you decide! If you have to change your vacation plans, we will honor your cancellation request on nearly all bookings with no added fees.

Places to Visit in Middlebury

Getting fired up about your trip to Middlebury? Looking for some suggestions about what to do when you get there? That's where we can help! If you have an inquisitive mind, it's worth a trip to National Museum of the Morgan Horse. You never know what you could discover there! Visitors have a wonderful selection of things to do in this destination. Kevin P. Mahaney '84 Center for the Arts puts on various performances and festivals throughout the year. Check out the calender of events to find an activity that suits. Still have time to spare? The intimacy and mastery of live theater is hard to deny. Grab tickets to a production at Town Hall Theater and experience the magic for yourself!

Middlebury Accommodations

Organizing cheap vacations and luxury getaways can be such an awesome experience, particularly if you're able to score the greatest deals! If you're planning on going to Middlebury, there are at least 2 options close by. We recommend the Courtyard Middlebury (309 Court Street) and the Middlebury Inn (14 Court Square). Look into the amenities and services and then take your pick.

Nearest Airports to Middlebury

Getting on a plane to Burlington International Airport (BTV) is the best option for many travelers. After you've collected your baggage, you'll be 30 miles from Middlebury.

More trip options