Middlebury Vacation Packages 2026 from $414

Middlebury flight + hotel vacation packages

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

Green Mountain Inn

Stowe Village Historic District

$414

per person

Aug 13 - Aug 15

found 20 hours ago

Roundtrip flight included

Washington (IAD) to Burlington (BTV)

This resort features 2 restaurants, 2 hot tubs, and an outdoor pool. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and perks like free self parking and free WiFi.

Smugglers' Notch Resort Private Suites

$834

per person

Oct 8 - Oct 10

found 20 hours ago

Roundtrip flight included

Washington (IAD) to Burlington (BTV)

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

Field Guide Lodge

$622

per person

Sep 17 - Sep 19

found 20 hours ago

Roundtrip flight included

Washington (IAD) to Burlington (BTV)

This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy free perks like on-the-go breakfast and free self parking. Free WiFi in public areas, a terrace, and a snack bar/deli are also on offer.

Club Wyndham Smugglers’ Notch Vermont

$481

per person

Sep 4 - Sep 6

found 20 hours ago

Roundtrip flight included

Washington (IAD) 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.

Fairfield Inn by Marriott Burlington Williston

Williston North

$696

per person

Sep 26 - Sep 30

found 2 hours ago

Roundtrip flight included

Tampa (TPA) to Burlington (BTV)

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

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

$152 nightly

$167 total

Jul 20 - Jul 21

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 13 - Jul 14

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 13 - Jul 14

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

Brandon Inn

20 Park Street Brandon VT

$149 nightly

$164 total

Aug 9 - Aug 10

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

Trout House Village Resort

9117 Lake Shore Dr Hague NY

Get rates

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.

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.

Stay near popular Middlebury attractions

Pulp Mill Covered Bridge

9.6/10 (20 reviews)

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.

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 $414. 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.