Middlebury Vacation Packages 2026 from $758

Middlebury flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Bluebird Cady Hill Lodge

$758

per person

Mar 5 - Mar 8

found 21 hours ago

Roundtrip flight included

Charlotte (CLT) to Burlington (BTV)

This hotel features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Smugglers' Notch Resort

$973

per person

Mar 5 - Mar 8

found 21 hours ago

Roundtrip flight included

Charlotte (CLT) to Burlington (BTV)

Ski-in/ski-out access, 4 restaurants, and 8 outdoor pools are all featured at this smoke-free condo resort. Take advantage of ski passes on site, and enjoy downhill skiing and snowboarding. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities.

Green Mountain Inn

Stowe Village Historic District

$859

per person

Mar 5 - Mar 8

found 21 hours ago

Roundtrip flight included

Charlotte (CLT) to Burlington (BTV)

A full-service spa, 2 restaurants, and 2 hot tubs are all featured at this smoke-free resort. Enjoy the free ski shuttle and onsite ski storage. Enjoy the outdoor pool and perks like free self parking and free WiFi.

von Trapp Family Lodge & Resort

$965

per person

Mar 5 - Mar 8

found 21 hours ago

Roundtrip flight included

Charlotte (CLT) to Burlington (BTV)

Ski-in/ski-out access, 3 restaurants, and an indoor pool are all featured at this smoke-free lodge. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy cross-country skiing. Traveling on business? Take advantage of the 4 onsite conference rooms.

Old Stagecoach Inn

$801

per person

Mar 5 - Mar 8

found 21 hours ago

Roundtrip flight included

Charlotte (CLT) to Burlington (BTV)

A bar/lounge and a terrace are featured at this inn, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden, a lobby fireplace, and a communal living room are also on offer.

Top Middlebury hotels deals

Middlebury Inn

14 Court Square Middlebury VT

Free Cancellation

Reserve now, pay when you stay

$142 nightly

$156 total

Feb 8 - Feb 9

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A business center, a terrace, and a lobby fireplace are also on offer.

Courtyard Middlebury

309 Court Street Middlebury VT

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$130 total

Jan 25 - Jan 26

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a coffee shop, and a garden are also offered.

Middlebury Sweets Motel

1395 Rt 7 South Middlebury VT

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$108 total

Jan 21 - Jan 22

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli, a picnic area, and express check-in are also on offer.

Pet friendly

Parking included

Swift House Inn

57 North Pleasant Street Middlebury VT

$199 nightly

$219 total

Jan 29 - Jan 30

Total with taxes and fees

This hotel features a restaurant, a sauna, and a bar/lounge. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A garden, a lobby fireplace, and a library are also on offer.

The Mountain Top Inn & Resort

195 Mountain Top Road Chittenden VT

Free Cancellation

Reserve now, pay when you stay

$260 nightly

$283 total

Jan 19 - Jan 20

Total with taxes and fees

This resort features a private beach, ski-in/ski-out access, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.

White Horse Lodge

999 German Flats Rd Waitsfield VT

$155 nightly

$169 total

Jan 19 - Jan 20

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A library, express check-in, and express check-out are also on offer.

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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.

Popular places to visit

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.

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.

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.

Frequently asked questions

How much are vacation packages to Middlebury?

Travelocity has package deals to Middlebury, including flights and hotels, starting from an impressive $758. With the money you save, you could purchase some cool tours or maybe add on a few extra nights to your exciting adventure.

How long should my Middlebury vacation be?

Most travelers lock in their hotel for 2 nights in Middlebury. But that doesn't necessarily mean you have to follow in their footsteps. How long you stay all depends on how much you want to see on your vacation. If you want to familiarize yourself with every corner of this impressive place, consider booking another night or two (or even an extra week!).

Where can I get the best vacation package deals for Middlebury?

There are terrific Middlebury package deals to be scored with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties around the world? Keep this in mind when you're ready to cross another destination off your must-visit list.

Why should I purchase my Middlebury vacation bundle with Travelocity?

From our 24/7 customer support to our range of exciting destinations, we are dedicated to giving you the vacation of a lifetime. All you'll have to do is to click and book — our Price Match Guarantee will ensure you get the lowest price.

Can I save money on my Middlebury car rental if I combine it with hotels and flights?

With a Middlebury vacation package, you can combine your flight, car and hotel bookings and save loads. When you're ready to uncover the best of this awesome part of the world, why not start with Notre Dame Basilica? This top attraction is 100 mi from Middlebury. With your own rental car, you'll be there before you know it.

Which airport is best for Middlebury?

Many visitors choose to fly into Burlington Intl. Airport (BTV), 30 mi north of downtown Middlebury. Others prefer Lebanon Municipal Airport (LEB) (50 mi away from central Middlebury) or Adirondack Regional Airport (SLK) (55 mi away from central Middlebury).

What is there to do in Middlebury?

You'll sense a certain magic as you stroll the streets of Middlebury. Otter Creek Brewing and Henry Sheldon Museum of Vermont History are just two renowned sights that entice visitors to this wonderful city, so add them to your to-do list.

Where should I stay when visiting Middlebury?

Many visitors check in to the Middlebury Inn. It's sure to be a great base for your Middlebury escape.