Deals on vacations and trips to Middlebury

Save when you book Middlebury package deals

Choose two or more items and save on your trip:

Middlebury flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Inn at Round Barn Farm

The Inn at Round Barn Farm

3.5 out of 5
Price was $766, price is now $614 per person
$614
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Burlington (BTV)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Free continental breakfast is served. A business center, a terrace, and a garden are also on offer.
Vermont Suites

Vermont Suites

2 out of 5
Price was $881, price is now $681 per person
$681
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.
Smugglers' Notch Resort

Smugglers' Notch Resort

3 out of 5
Price was $1,066, price is now $842 per person
$842
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
Ski-in/ski-out access, 4 restaurants, and 8 outdoor pools are all featured at this smoke-free aparthotel. Take advantage of ski passes on site, and enjoy downhill skiing and snowboarding. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities.
von Trapp Family Lodge & Resort

von Trapp Family Lodge & Resort

3.5 out of 5
Price was $903, price is now $731 per person
$731
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
Ski-in/ski-out access, 3 restaurants, and an indoor pool are all featured at this smoke-free lodge. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy cross-country skiing. You'll appreciate the gym, bar/lounge, and laundry facilities.
Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was $813, price is now $660 per person
$660
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.

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
$152 nightly
The price is $167 total per night
$167 total
Sep 13 - Sep 14
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.
Spa
Parking included
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $197 total per night
$197 total
Sep 17 - Sep 18
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 snack bar/deli are also offered.
Parking included
Free WiFi
Swift House Inn

Swift House Inn

3 out of 5
57 North Pleasant Street Middlebury VT
$249 nightly
The price is $274 total per night
$274 total
Sep 14 - Sep 15
Total with taxes and fees
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
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
$109 nightly
The price is $120 total per night
$120 total
Sep 14 - Sep 15
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.
Pet friendly
Parking included
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
1246 Franklin Street Brandon VT
$185 nightly
The price is $203 total per night
$203 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel's 8 hot tubs and 24-hour gym are among the featured amenities. Families will appreciate the arcade/game room and picnic area. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
Pool
Hot Tub
Super 8 by Wyndham Ticonderoga

Super 8 by Wyndham Ticonderoga

2.5 out of 5
1144 Wicker St Ticonderoga NY
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $85 total per night
$85 total
Sep 20 - Sep 21
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area is provided and the front desk is staffed around-the-clock.
Pet friendly
Parking 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.

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.
See properties

Frequently asked questions

How much are vacation packages to Middlebury?
Travelocity has package deals to Middlebury, including flights and hotels, starting from an impressive $614. 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.

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.

Explore More Ways to Travel with Travelocity