Middlebury Vacation Packages 2025 from $498

Middlebury flight + hotel vacation packages

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

Outbound Stowe

Save 100% on your flight

per person

Jan 23 - Jan 26

found 5 hours ago

Roundtrip flight included

Orlando (MCO) to Burlington (BTV)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the spa 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

per person

Jan 23 - Jan 26

found 5 hours ago

Roundtrip flight included

Orlando (MCO) 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.

The Inn at Burlington

Save 100% on your flight

per person

Mar 14 - Mar 18

found 7 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Burlington (BTV)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Smugglers' Notch Resort Private Suites

per person

Jan 30 - Feb 1

found 8 hours ago

Roundtrip non-stop flight included

Charleston (CHS) 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.

Green Mountain Inn

Save 100% on your flight

per person

Jan 23 - Jan 26

found 5 hours ago

Roundtrip flight included

Orlando (MCO) to Burlington (BTV)

A full-service spa, 2 restaurants, and 2 spa tubs are all featured at this smoke-free resort. Enjoy the free ski shuttle and onsite ski storage. Enjoy the outdoor pool and perks like free self parking and free WiFi.

Top Middlebury hotels deals

Middlebury Inn

14 Court Square, Middlebury, VT

Free Cancellation

Reserve now, pay when you stay

$150

includes taxes & fees

$137 per night

Jan 22 - Jan 23, 2025

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.

Parking included

Free WiFi

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

Dec 24 - Dec 25

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

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.

Breakfast included

Parking included

Middlebury Sweets Motel

1395 Rt 7 South, Middlebury, VT

Free Cancellation

Reserve now, pay when you stay

$132

includes taxes & fees

$120 per night

Dec 26 - Dec 27

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

Swift House Inn

57 North Pleasant Street, Middlebury, VT

$219

includes taxes & fees

$199 per night

Jan 2 - Jan 3, 2025

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

Brandon Inn

20 Park Street, Brandon, VT

$153

includes taxes & fees

$139 per night

Dec 29 - Dec 30

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

Don't see what you're looking for?

See all available properties in Middlebury

View all properties

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 $498. 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.