Middlebury Vacation Packages 2026 from $772

Middlebury flight + hotel vacation packages

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

Club Wyndham Smugglers’ Notch Vermont

$772

per person

Sep 23 - Sep 26

found 5 hours ago

Roundtrip flight included

Dallas (DAL) 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.

Valcour Inn & Boathouse

$824

per person

Sep 19 - Sep 24

found 6 hours ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Stoweflake Mountain Resort & Spa

West Branch

$1,209

per person

Sep 19 - Sep 24

found 6 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Burlington (BTV)

2 outdoor tennis courts, a gym, and a hot tub 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 sauna and free continental breakfast each morning.

The Essex Resort & Spa

$921

per person

Sep 23 - Sep 26

found 5 hours ago

Roundtrip flight included

Dallas (DAL) 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.

Basin Harbor

$1,372

per person

Sep 23 - Sep 26

found 5 hours ago

Roundtrip flight included

Dallas (DAL) to Burlington (BTV)

This historic hotel features a golf course, a nightclub, and a marina. Enjoy a day at the beach kayaking, or relax with sun loungers. There's fun for all ages with a children's club and a playground, and families will appreciate the onsite laundry facilities.

Top Middlebury hotels deals

Middlebury Inn

14 Court Square Middlebury VT

Free Cancellation

Reserve now, pay when you stay

$151 nightly

$166 total

Jul 27 - Jul 28

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.

Spa

Parking included

Courtyard Middlebury

309 Court Street Middlebury VT

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$157 total

Jul 21 - Jul 22

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.

Parking included

Free WiFi

Swift House Inn

57 North Pleasant Street Middlebury VT

$249 nightly

$274 total

Jul 28 - Jul 29

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.

Breakfast included

Pet friendly

Middlebury Sweets Motel

1395 Rt 7 South Middlebury VT

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$151 total

Jul 22 - Jul 23

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

Get rates

This cabin featured laundry facilities and barbecue grills.

Kitchen

Washer

Brandon Inn

20 Park Street Brandon VT

$151 nightly

$166 total

Jul 21 - Jul 22

Total with taxes and fees

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

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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.

Stay near popular Middlebury attractions

Otter Creek Brewing

9.2/10 (38 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.

See properties

Frequently asked questions

How much are vacation packages to Middlebury?

Travelocity has package deals to Middlebury, including flights and hotels, starting from an impressive $772. 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.