Middlebury Vacation Packages 2025/2026 from $614

Middlebury flight + hotel vacation packages

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

Green Mountain Inn

Stowe Village Historic District

$614

per person

Nov 20 - Nov 23

found 22 hours ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Club Wyndham Smugglers’ Notch Vermont

$621

per person

Nov 20 - Nov 23

found 22 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Burlington (BTV)

A water park, 9 restaurants, and 8 outdoor pools are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available on site. Bring the family and enjoy the children's club, mini golf, and children's pool.

von Trapp Family Lodge & Resort

$1,662

per person

Dec 26 - Dec 30

found 16 hours ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

AWOL Stowe

$1,360

per person

Dec 26 - Dec 30

found 16 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Burlington (BTV)

This inn features a hot tub and a sauna. Relax with a drink at the bar/lounge and enjoy free perks like self-serve breakfast and free self parking. Free WiFi in public areas, a snack bar/deli, and a lobby fireplace are also on offer.

InnSeason Resorts Pollard Brook

$623

per person

Dec 27 - Dec 30

found 18 hours ago

Roundtrip non-stop flight included

Tampa (TPA) to Burlington (BTV)

This aparthotel features an outdoor pool and an indoor pool. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and a free ski shuttle.

Top Middlebury hotels deals

Middlebury Inn

14 Court Square, Middlebury, VT

Free Cancellation

Reserve now, pay when you stay

$164 total

per night

Nov 2 - Nov 3

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.

Spa

Parking included

Courtyard Middlebury

309 Court Street, US Rt 7 / Historic Ethan Allen Hwy, Middlebury, VT

Free Cancellation

Reserve now, pay when you stay

$128 total

per night

Nov 2 - Nov 3

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.

Parking included

Free WiFi

Cozy Loft for two with Hot Tub & Mtn Views

Get rates

A hot tub is featured at this cabin, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Hot Tub

Kitchen

Brandon Inn

20 Park Street, Brandon, VT

$122 total

per night

Nov 3 - Nov 4

This hotel features an outdoor pool and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.

Pool

Breakfast included

Lake George Water Front Cabin Spectacular Views

$1,071 total

per night

Oct 7 - Oct 8

This cabin features a water park, laundry facilities, and barbecue grills.

Kitchen

Washer

Mad River Lodge

2354 Mill Brook Road, Waitsfield, VT

$159 total

per night

Nov 2 - Nov 3

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

Parking included

Free WiFi

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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

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.

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.

UVM Morgan Horse Farm

Learn about the local history of Weybridge when you take a trip to UVM Morgan Horse Farm. 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 $614. 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.