Middlebury Vacation Packages 2025/2026 from $514

Middlebury flight + hotel vacation packages

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

Grunberg Haus Inn & Cabins

$514

per person

Oct 22 - Oct 25

found 24 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Burlington (BTV)

A restaurant, free self parking, and express check-in are among this hotel's amenities. Guests will appreciate free perks like full breakfast and WiFi in public areas. Express check-out is also provided.

Outbound Stowe

Save 100% on your flight

$527

per person

Oct 22 - Oct 25

found 24 hours ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Club Wyndham Smugglers’ Notch Vermont

Save 100% on your flight

$603

per person

Oct 22 - Oct 25

found 24 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.

Comfort Inn & Suites Montpelier-Berlin

$552

per person

Oct 22 - Oct 25

found 24 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Burlington (BTV)

A restaurant and a 24-hour gym are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Smugglers' Notch Resort Private Suites

Save 100% on your flight

$732

per person

Oct 22 - Oct 25

found 24 hours ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Top Middlebury hotels deals

Middlebury Inn

14 Court Square, Middlebury, VT

$165 nightly

$182 total

Sep 16 - Sep 17

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

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$157 total

Sep 7 - Sep 8

Total includes 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

Brandon Inn

20 Park Street, Brandon, VT

$143 nightly

$158 total

Aug 26 - Aug 27

Total includes 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

Lake George Water Front Cabin Spectacular Views

$962 nightly

$1,068 total

Sep 2 - Sep 3

Total includes taxes and fees

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

Kitchen

Washer

Basin Harbor

4800 Basin Harbor Rd, Vergennes, VT

$294 nightly

$320 total

Aug 28 - Aug 29

Total includes taxes and fees

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.

Pool

Pet friendly

Breathtaking Mountain Views Surround New Lakefront Condo

Get rates

This condo featured laundry facilities and barbecue grills.

Kitchen

Washer

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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 $514. 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.