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.
Outbound Stowe

Outbound Stowe

3.5 out of 5
Price was $663, price is now $567 per person
$567
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Burlington (BTV)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A terrace, a garden, and a lobby fireplace are also on offer.
von Trapp Family Lodge & Resort

von Trapp Family Lodge & Resort

3.5 out of 5
Price was $929, price is now $782 per person
$782
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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.
Field Guide Lodge

Field Guide Lodge

3.5 out of 5
Price was $728, price is now $620 per person
$620
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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.
Lakeshore Vermont

Lakeshore Vermont

4 out of 5
Malletts Bay
Price was $779, price is now $680 per person
$680
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Burlington (BTV)
This smoke-free condo's private beach and 4 outdoor tennis courts are some of the highlights. Enjoy the hot tub and perks like free self parking and free WiFi. Enjoy the sauna and conveniences like a terrace and laundry facilities.
Stoweflake Mountain Resort & Spa

Stoweflake Mountain Resort & Spa

3.5 out of 5
West Branch
Price was $667, price is now $587 per person
$587
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Burlington (BTV)
2 outdoor tennis courts, a gym, and a hot tub are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and free continental breakfast each morning.

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
$120 nightly
The price is $131 total per night
$131 total
Dec 3 - Dec 4
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
$143 nightly
The price is $157 total per night
$157 total
Nov 17 - Nov 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
$229 nightly
The price is $252 total per night
$252 total
Nov 3 - Nov 4
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the sauna and free perks like buffet breakfast and free self parking. Free WiFi in public areas, a garden, and a lobby fireplace 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
$120 nightly
The price is $132 total per night
$132 total
Nov 3 - Nov 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.
Pet friendly
Parking included
Brandon Inn

Brandon Inn

3 out of 5
20 Park Street Brandon VT
$121 nightly
The price is $133 total per night
$133 total
Nov 4 - Nov 5
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.
Pool
Breakfast 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
Nov 30 - Dec 1
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
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

Middlebury College

9.6/10 (285 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.
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 $567. 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 wooden pier extending into a lake, surrounded by lush greenery and a prominent lighthouse on a small island.
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.

Explore More Ways to Travel with Travelocity