Middlebury Vacation Packages 2025/2026 from $637

Middlebury flight + hotel vacation packages

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The Village of Loon Mountain Fixed Rooms

Save 100% on your flight

per person

Jul 31 - Aug 3

found 1 day ago

Roundtrip non-stop flight included

New Orleans (MSY) to Burlington (BTV)

A seasonal outdoor pool, free self parking, and barbecue grills are featured at this aparthotel. A terrace and a picnic area are also provided.

Green Mountain Inn

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per person

Aug 2 - Aug 7

found 1 hour 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

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per person

Sep 15 - Sep 21

found 15 hours ago

Roundtrip non-stop flight included

Dallas (DAL) 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.

Swanson Inn of Vermont

Save 100% on your flight

per person

Jul 29 - Aug 5

found 4 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Burlington (BTV)

A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A garden, a lobby fireplace, and a picnic area are also on offer.

Outbound Stowe

Save 100% on your flight

per person

Sep 15 - Sep 21

found 15 hours ago

Roundtrip non-stop flight included

Dallas (DAL) to Burlington (BTV)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A terrace, a garden, and a lobby fireplace are also on offer.

Top Middlebury hotels deals

Middlebury Inn

14 Court Square, Middlebury, VT

Free Cancellation

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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, US Rt 7 / Historic Ethan Allen Hwy, Middlebury, VT

Free Cancellation

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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

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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.

Swift House Inn

57 North Pleasant Street, Middlebury, VT

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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.

Yurt in Middlebury, Vermont

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A garden is available at this apartment.

Circle Court Motel

6 Montcalm St, Ticonderoga, NY

Free Cancellation

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Stay at this motel in Ticonderoga. Enjoy free WiFi, free parking, and cable TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fort Ticonderoga and Ticonderoga Historical Society are located nearby.

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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 $637. 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.