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.
Green Mountain Inn

Green Mountain Inn

3.5 out of 5
Stowe Village Historic District
Price was $628, price is now $521 per person
$521
per person
Nov 19 - Nov 22
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to Burlington (BTV)
This resort features 2 restaurants, 2 hot tubs, and an outdoor pool. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and perks like free self parking and free WiFi.
West Hill House B&B

West Hill House B&B

3.5 out of 5
Save 100% on your flight
Price was $2,040, price is now $1,392 per person
$1,392
per person
Dec 13 - Dec 19
found 6 hours ago
Roundtrip non-stop flight included
Richmond (RIC) to Burlington (BTV)
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free self parking, and a free ski shuttle. Take advantage of ski passes on site, and enjoy snowshoeing and sledding. There's a bar/lounge on site, and a coffee shop and laundry facilities are also provided.
The North Hero House Inn & Restaurant

The North Hero House Inn & Restaurant

3 out of 5
Price was $654, price is now $541 per person
$541
per person
Nov 19 - Nov 22
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to Burlington (BTV)
This smoke-free bed & breakfast features a private beach and 2 restaurants. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like local cuisine breakfast and free self parking. Free WiFi in public areas, a lobby fireplace, and a communal living room are also on offer.
The Essex Resort & Spa

The Essex Resort & Spa

4 out of 5
Price was $934, price is now $829 per person
$829
per person
Nov 13 - Nov 15
found 11 hours ago
Roundtrip flight included
Philadelphia (PHL) to Burlington (BTV)
A full-service spa, 2 restaurants, and 6 outdoor tennis courts are all featured at this smoke-free hotel. Families will appreciate the playground and complimentary bicycles. Enjoy the indoor pool and perks like free WiFi and a free shopping center shuttle.

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
$154 nightly
The price is $169 total per night
$169 total
Nov 1 - Nov 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.
Spa
Parking included
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $139 total per night
$139 total
Nov 1 - Nov 2
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 2 - Nov 3
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
$109 nightly
The price is $120 total per night
$120 total
Nov 1 - Nov 2
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
$198 nightly
The price is $217 total per night
$217 total
Nov 10 - Nov 11
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
The Warren Lodge

The Warren Lodge

2.5 out of 5
731 VT Rt. 100 Warren VT
$179 nightly
The price is $196 total per night
$196 total
Oct 31 - Nov 1
Total with taxes and fees
This guesthouse 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.
Parking included
Free WiFi
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 $521. 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