Middlebury Vacation Packages 2025 from $291

Middlebury flight + hotel vacation packages

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

Sunset Hill House

Save 100% on your flight

per person

Apr 4 - Apr 8

found 16 hours ago

Roundtrip flight included

Tampa (TPA) to Burlington (BTV)

A golf course and an outdoor pool are featured at this smoke-free hotel. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. There's a bar/lounge on site, and a terrace and wedding services are also provided.

Best Western Plus Windjammer Inn & Conference Center

per person

Mar 21 - Mar 23

found 13 hours ago

Roundtrip flight included

Detroit (DTW) to Burlington (BTV)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the indoor pool and free perks like continental breakfast and free self parking. There's a 24-hour gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.

DoubleTree by Hilton Burlington Vermont

per person

Mar 14 - Mar 17

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Burlington (BTV)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Residence Inn by Marriott Colchester

per person

Mar 14 - Mar 17

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Burlington (BTV)

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

Best Western Plus Waterbury - Stowe

per person

Mar 14 - Mar 17

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Burlington (BTV)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and free perks like buffet breakfast and free self parking.

Top Middlebury hotels deals

Middlebury Inn

14 Court Square, Middlebury, VT

$157

includes taxes & fees

$142 per night

Jan 28 - Jan 29

This hotel features a restaurant, a gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. 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

Reserve now, pay when you stay

$153

includes taxes & fees

$139 per night

Jan 23 - Jan 24

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.

Waybury Inn

457 East Main Street, Middlebury, VT

Get rates

A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A garden is also provided.

Swift House Inn

57 North Pleasant Street, Middlebury, VT

$219

includes taxes & fees

$199 per night

Jan 27 - Jan 28

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

$120

includes taxes & fees

$109 per night

Jan 23 - Jan 24

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

White Horse Lodge

999 German Flats Rd, Waitsfield, VT

$157

includes taxes & fees

$140 per night

Jan 23 - Jan 24

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A library, express check-in, and express check-out 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.

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 $291. 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.