Middlebury Vacation Packages 2025/2026 from $461

Middlebury flight + hotel vacation packages

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

Valcour Inn & Boathouse

$461

per person

Feb 6 - Feb 10

found 7 hours ago

Roundtrip non-stop flight included

Tampa (TPA) 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.

Field Guide Lodge

Save 100% on your flight

$698

per person

Feb 6 - Feb 10

found 15 hours ago

Roundtrip non-stop flight included

Tampa (TPA) 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

Save 100% on your flight

$665

per person

Feb 6 - Feb 10

found 15 hours ago

Roundtrip non-stop flight included

Tampa (TPA) 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.

Tälta Lodge, A Bluebird by Lark

Save 100% on your flight

$811

per person

Feb 6 - Feb 10

found 15 hours ago

Roundtrip non-stop flight included

Tampa (TPA) to Burlington (BTV)

This hotel features an indoor pool and a hot tub. Enjoy the sauna and perks like free self parking and free WiFi. There's a bar/lounge on site, and a fireplace in the lobby and concierge services are also provided.

Green Mountain Inn

Stowe Village Historic District

Save 100% on your flight

$762

per person

Feb 6 - Feb 10

found 15 hours ago

Roundtrip non-stop flight included

Tampa (TPA) to Burlington (BTV)

A full-service spa, 2 restaurants, and 2 hot 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

$125 nightly

$138 total

Dec 1 - Dec 2

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.

Courtyard Middlebury

309 Court Street Middlebury VT

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$130 total

Dec 7 - Dec 8

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.

Middlebury Sweets Motel

1395 Rt 7 South Middlebury VT

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$108 total

Dec 3 - Dec 4

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

$1,017 nightly

$1,129 total

Nov 30 - Dec 1

Total with taxes and fees

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

Brandon Inn

20 Park Street Brandon VT

$112 nightly

$124 total

Dec 7 - Dec 8

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.

Lake Bomoseen Lodge

2551 Vermont 30N Bomoseen VT

Free Cancellation

Reserve now, pay when you stay

$146 nightly

$159 total

Dec 7 - Dec 8

Total with taxes and fees

A private beach and a restaurant are featured at this smoke-free lodge. Enjoy the seasonal outdoor pool and perks like free self parking. There's a bar/lounge on site, and a terrace and barbecue grills are also provided.

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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

You can take time to visit UVM Morgan Horse Farm during your travels to Weybridge. 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 $461. 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.