Deals on vacations and trips to Middlebury

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Middlebury flight + hotel vacation packages

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

AWOL Stowe

3.5 out of 5
Price was $603, price is now $506 per person
$506
per person
May 2 - May 5
found 19 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Burlington (BTV)
This inn features a hot tub and a sauna. Relax with a drink at the bar/lounge and enjoy free perks like self-serve breakfast and free self parking. Free WiFi in public areas, a snack bar/deli, and a lobby fireplace are also on offer.
Smugglers' Notch Resort

Smugglers' Notch Resort

3 out of 5
Price was $863, price is now $700 per person
$700
per person
May 2 - May 5
found 19 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Burlington (BTV)
Ski-in/ski-out access, 4 restaurants, and 8 outdoor pools are all featured at this smoke-free condo resort. 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.
The Inn at Round Barn Farm

The Inn at Round Barn Farm

3.5 out of 5
Price was $673, price is now $569 per person
$569
per person
May 2 - May 5
found 19 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) 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.
Old Stagecoach Inn

Old Stagecoach Inn

3 out of 5
Price was $757, price is now $645 per person
$645
per person
May 2 - May 5
found 19 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Burlington (BTV)
A bar/lounge and a terrace are featured at this inn, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden, a lobby fireplace, and a communal living room are also on offer.
Smugglers' Notch Resort Private Suites

Smugglers' Notch Resort Private Suites

3.5 out of 5
Price was $862, price is now $756 per person
$756
per person
May 2 - May 5
found 19 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Burlington (BTV)
Ski-in/ski-out access, a water park, and 8 outdoor pools are all featured at this smoke-free condo. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities.

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
Mar 8 - Mar 9
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
$149 nightly
The price is $164 total per night
$164 total
Mar 8 - Mar 9
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.
Parking included
Free WiFi
Swift House Inn

Swift House Inn

3 out of 5
57 North Pleasant Street Middlebury VT
$199 nightly
The price is $219 total per night
$219 total
Mar 28 - Mar 29
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
Mar 8 - Mar 9
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
White Horse Lodge

White Horse Lodge

3 out of 5
999 German Flats Rd Waitsfield VT
$143 nightly
The price is $156 total per night
$156 total
Apr 1 - Apr 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A library, express check-in, and express check-out are also on offer.
Parking included
Free WiFi
Brandon Inn

Brandon Inn

3 out of 5
20 Park Street Brandon VT
$112 nightly
The price is $124 total per night
$124 total
Mar 15 - Mar 16
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
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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

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.

Otter Creek Brewing
Pulp Mill Bridge, Middlebury, Vermont

Pulp Mill Covered Bridge

Find out about the history of Weybridge when you spend time at Pulp Mill Covered Bridge. While you're here, you can savor the top-notch restaurants.

Pulp Mill Covered Bridge

Middlebury College

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.

Middlebury College

Frequently asked questions

How much are vacation packages to Middlebury?
Travelocity has package deals to Middlebury, including flights and hotels, starting from an impressive $506. 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

dam on the river
dam on the river
Riverfront walk with views of Middelbury Falls
Otter creek falls were a great discovery as we exited the henry sheldon museum, despite the driving rains. A quick search shows that folks go over them on kayaks, which is a bit too hairy for me to even ponder. Otter creek as a whole though, is the largest river in Vermont, and since the designation of river and creek is completely arbitrary, many times along its route, a river empties into a creek. I wish the weathers would have cooperated, middlebury seemed like a great town.
Northern Vermont which includes signage

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