Middlebury Vacation Packages 2026 from $436

Middlebury flight + hotel vacation packages

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

Vermont Suites

$436

per person

Jul 18 - Jul 21

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Burlington (BTV)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.

Valcour Inn & Boathouse

$577

per person

Jul 18 - Jul 21

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Burlington (BTV)

This guesthouse features free WiFi in public areas, wedding services, and free self parking. Enjoy the free continental breakfast each morning. A garden and a communal living room are also provided.

The Essex Resort & Spa

$1,374

per person

Aug 28 - Aug 31

found 1 day ago

Roundtrip non-stop flight included

Fargo (FAR) to Burlington (BTV)

A full-service spa, 2 restaurants, and 6 outdoor tennis courts are all featured at this smoke-free hotel. Families will appreciate the playground and complimentary bicycles. Enjoy the indoor pool and perks like free WiFi and a free shopping center shuttle.

Club Wyndham Smugglers’ Notch Vermont

$548

per person

Jul 18 - Jul 21

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Burlington (BTV)

A water park, 9 restaurants, and 6 outdoor tennis courts 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 waterslide.

Stoweflake Mountain Resort & Spa

West Branch

$526

per person

Jul 18 - Jul 21

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Burlington (BTV)

2 outdoor tennis courts, an indoor pool, and a gym are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free continental breakfast each morning.

Top Middlebury hotels deals

Middlebury Inn

14 Court Square Middlebury VT

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$180 total

Jul 5 - Jul 6

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

$152 nightly

$167 total

Jun 28 - Jun 29

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.

Swift House Inn

57 North Pleasant Street Middlebury VT

$229 nightly

$252 total

Jul 6 - Jul 7

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.

Middlebury Sweets Motel

1395 Rt 7 South Middlebury VT

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$139 total

Jun 14 - Jun 15

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.

Lake George Water Front Cabin Spectacular Views

Ticonderoga NY

$1,067 nightly

$1,184 total

Jun 13 - Jun 14

Total with taxes and fees

This cabin featured laundry facilities and barbecue grills.

Trout House Village Resort

9117 Lake Shore Dr Hague NY

$189 nightly

$210 total

Jun 14 - Jun 15

Total with taxes and fees

This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and laundry facilities 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

Pulp Mill Covered Bridge

Find out about the history of Weybridge when you spend time at Pulp Mill Covered Bridge. While you're here, you can savor the top-notch restaurants.

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.

Frequently asked questions

How much are vacation packages to Middlebury?

Travelocity has package deals to Middlebury, including flights and hotels, starting from an impressive $436. 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.