Book Exclusive Middlebury Vacation Packages

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Middlebury flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was CA $1,323, price is now CA $1,146 per person
CA $1,146
per person
Nov 19 - Nov 23
found 20 hours ago
Roundtrip flight included
Vancouver (YVR) to Burlington (BTV)
Book a stay at this ski hotel in Jeffersonville. Enjoy free parking, an outdoor pool, and 9 restaurants. Popular attractions Stowe Mountain Resort and Smugglers Notch are located nearby.
Outbound Stowe

Outbound Stowe

3.5 out of 5
Price was CA $1,804, price is now CA $1,362 per person
CA $1,362
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
Stay at this hotel in Stowe. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stowe Mountain Resort and West Branch Gallery & Sculpture Park are located nearby.
Fairbanks Inn

Fairbanks Inn

2 out of 5
Price was CA $1,512, price is now CA $1,273 per person
CA $1,273
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
Book a stay at this business-friendly hotel in St. Johnsbury. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions St. Johnsbury Athenaeum and Morse Center for the Arts are located nearby.
The Inn at Bolton Valley

The Inn at Bolton Valley

2.5 out of 5
Price was CA $1,745, price is now CA $1,508 per person
CA $1,508
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
Book a stay at this ski hotel in Richmond. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Wilderness Ski Lift and Mid Mountain Ski Lift are located nearby.
von Trapp Family Lodge & Resort

von Trapp Family Lodge & Resort

3.5 out of 5
Price was CA $1,459, price is now CA $1,268 per person
CA $1,268
per person
Nov 19 - Nov 23
found 20 hours ago
Roundtrip flight included
Vancouver (YVR) to Burlington (BTV)
Book a stay at this ski lodge in Stowe. Enjoy an outdoor pool, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Stowe Mountain Resort and von Trapp Brewing are located nearby.

Top Middlebury hotels deals

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Free cancellation
Reserve now, pay when you stay
The price is CA $211 per night
CA $211
CA $232 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this spa hotel in Middlebury. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Town Hall Theater and National Museum of the Morgan Horse are located nearby.
Spa
Parking included
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Free cancellation
Reserve now, pay when you stay
The price is CA $247 per night
CA $247
CA $272 total
Sep 17 - Sep 18
includes taxes & fees
Book a stay at this business-friendly hotel in Middlebury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Town Hall Theater and Vermont Folklife Center are located nearby.
Parking included
Free WiFi
Swift House Inn

Swift House Inn

3 out of 5
57 North Pleasant Street Middlebury VT
The price is CA $310 per night
CA $310
CA $341 total
Sep 14 - Sep 15
includes taxes & fees
Stay at this hotel in Middlebury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions National Museum of the Morgan Horse and Danforth Pewter are located nearby.
Breakfast included
Pet-friendly
Middlebury Sweets Motel

Middlebury Sweets Motel

2.5 out of 5
1395 Rt 7 South Middlebury VT
Free cancellation
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
CA $165 total
Sep 14 - Sep 15
includes taxes & fees
Stay at this motel in Middlebury. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Town Hall Theater and Emma Willard House are located nearby.
Pet-friendly
Parking included
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
1246 Franklin Street Brandon VT
The price is CA $224 per night
CA $224
CA $253 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this family-friendly hotel in Brandon. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Stephen A Douglas Birthplace and Judith Reilly Gallery are located nearby.
Pool
Hot tub
White Horse Lodge

White Horse Lodge

3 out of 5
999 German Flats Rd Waitsfield VT
The price is CA $136 per night
CA $136
CA $153 total
Sep 13 - Sep 14
includes taxes & fees
Stay at this hotel in Waitsfield. Enjoy free WiFi, free parking, and hiking/biking on site. Our guests praise the helpful staff in our reviews. Popular attractions Sugarbush Ski Resort and Sunshine Double Ski Lift are located nearby.
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

Otter Creek Brewing

9.2/10 (38 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.
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Middlebury Vacations

If you're on your way to Middlebury and you don't really know much about it, there's no need to worry — we can help you out!

Middlebury is a neighborhood in Middlebury - Warren. You'll discover it 0.6 miles (1 kilometer) to the northeast of the center.

Places to visit in Middlebury

It's often been said that knowledge is power. With that in mind, you're sure to feel a bit more powerful after spending some time at National Museum of the Morgan Horse. Want more close by options? Be sure to pull out your most avant-garde outfit if you're venturing to Kevin P. Mahaney '84 Center for the Arts. Putting on an array of events, performances and festivals around the year, it's a major part of the local cultural landscape. And that's not all. The intimacy and mastery of theater is difficult to ignore. Book your ticket for a play at Town Hall Theater and experience the wonder for yourself!

Where do you fly into for Middlebury?

Put your seat in the upright position, stow your tray table and prepare to disembark at Burlington International Airport (BTV). This is the closest terminal and it's about 30 miles (48 kilometers) to the north from the middle of Middlebury. Collect your suitcase and let the adventure begin!

Frequently asked questions

How much are vacation packages to Middlebury?
Travelocity has package deals to Middlebury, including flights and hotels, starting from an impressive CA $1,146. 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 161 kilometers 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), 48 kilometers north of downtown Middlebury. Others prefer Lebanon Municipal Airport (LEB) (80 kilometers away from central Middlebury) or Adirondack Regional Airport (SLK) (88 kilometers 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.

Photos of local treasures

Browse Middlebury vacation photos for more inspiration

A lakeside scene with a wooden dock, a blue canoe, and a rocky shoreline.
A waterfall under a stone bridge with buildings on either side.
A paved path by a lake with greenery on both sides and a tree in the distance.
A sandy beach with footprints, a calm river, and trees in the background.
A river with a waterfall, a stone bridge, and buildings in the background.