Deals on vacations and trips to Middlebury

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Middlebury flight + hotel vacation packages

Ivy Court Inn & Suites

Ivy Court Inn & Suites

2.5 out of 5
per person
Jun 17 - Jun 20
Roundtrip non-stop flight included
Baltimore (BWI) to South Bend (SBN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
The Inn at Saint Mary's

The Inn at Saint Mary's

3.5 out of 5
per person
Jun 17 - Jun 20
Roundtrip non-stop flight included
Baltimore (BWI) to South Bend (SBN)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy free perks like free self parking and an area shuttle.
Varsity Clubs of America - South Bend

Varsity Clubs of America - South Bend

3 out of 5
per person
Jun 17 - Jun 20
Roundtrip non-stop flight included
Baltimore (BWI) to South Bend (SBN)
This resort features an indoor pool and a 24-hour gym. Families will appreciate the mini golf and barbecue grills. Enjoy the spa tub and perks like free self parking and free WiFi.
Country Inn & Suites by Radisson, Mishawaka, IN

Country Inn & Suites by Radisson, Mishawaka, IN

2.5 out of 5
per person
Jun 17 - Jun 20
Roundtrip non-stop flight included
Baltimore (BWI) to South Bend (SBN)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
The Avanti Houses

The Avanti Houses

3 out of 5
West Washington
per person
Jun 17 - Jun 20
Roundtrip non-stop flight included
Baltimore (BWI) to South Bend (SBN)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-in, and express check-out are also on offer.
Prices and availability subject to change. Additional terms may apply.

Top Middlebury hotel deals

Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 out of 5
105 Crystal Heights Blvd, Middlebury, IN
Free Cancellation
Reserve now, pay when you stay
The price is $101 per night
$101
per night
May 6 - May 7
This hotel features an indoor pool and a 24-hour gym. Enjoy the spa tub and perks like free self parking and free WiFi. A 24-hour business center, a snack bar/deli, and a grocery/convenience store are also on offer.
Hot Tub
Pet friendly
Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 out of 5
240 Hwy 20, Middlebury, IN
The price is $109 per night
$109
per night
Apr 28 - Apr 29
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Pool
The Back Porch Haven Stay in Amish Country yet close to Notre Dame

The Back Porch Haven Stay in Amish Country yet close to Notre Dame

The price is $110 per night
$110
per night
May 1 - May 2
This vacation home features barbecue grills.
Kitchen
Barbecue grill
Farmstead Inn & Conference Center

Farmstead Inn & Conference Center

2.5 out of 5
370 S Van Buren St, Shipshewana, IN
Free Cancellation
Reserve now, pay when you stay
The price is $118 per night
$118
per night
Apr 28 - Apr 29
This hotel features an indoor pool and a gym. There's fun for all ages with a children's pool and a playground, and families will appreciate the picnic area. Enjoy the spa tub and perks like free self parking and free WiFi.
Hot Tub
Pool
Blue Gate Garden Inn

Blue Gate Garden Inn

2.5 out of 5
800 South Van Buren Street, Shipshewana, IN
Free Cancellation
Reserve now, pay when you stay
The price is $110 per night
$110
per night
Apr 28 - Apr 29
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Enjoy the spa tub and free perks like buffet breakfast and free self parking. Free WiFi in public areas, a terrace, and a garden are also on offer.
Hot Tub
Breakfast included
Van Buren Hotel

Van Buren Hotel

2.5 out of 5
1175 Van Buren Street, Shipshewana, IN
Free Cancellation
Reserve now, pay when you stay
The price is $98 per night
$98
per night
Apr 28 - Apr 29
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pet friendly
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

Image for Deutsch Kase Haus

Deutsch Kase Haus

Enjoy an outing to Deutsch Kase Haus during your stay in Middlebury. While in this relaxing area, find time to visit its shops.

Deutsch Kase Haus

Frequently asked questions

How much are vacation packages to Middlebury?
Splash out on a one-of-a-kind experience in Middlebury with a vacation package starting from as low as $416. Reserving your tours, flights and hotels through Travelocity is simple. On top of that, our great deals will leave you with more savings for fun.
How long should my Middlebury vacation be?
If you need some guidance, most visitors spend about 2 nights in Middlebury. But to discover the true spirit of this destination, stay a few extra nights. You’ll be able to see more and really soak up the local culture.
Where can I get the best vacation package deals for Middlebury?
It’s simple — look no further than Travelocity. With as many as 400 partner airlines and 1,000,000 properties across the globe, it’s easy to put together a Middlebury package deal that appeals to your wanderlust.
Why should I purchase my Middlebury vacation package with Travelocity?
Because you’ll never roam on your own if you book your trip through us, and we offer round-the-clock support and exceptional service to boot. Add to that our Price Match Guarantee and tons of destinations and experiences to choose from. It’s our job to make your vacation as unforgettable as possible.
Will I save money on my Middlebury car rental if I bundle it with hotels and flights?
Bundling your flight, car and hotel into a Middlebury vacation package is the best way to score the best deal. Plus, having your own set of wheels gives you absolute freedom to get to all those amazing sights you’d like to see. Situated 100 mi from Middlebury, Wrigley Field is one place that should be on your can’t-miss list. Fasten your seat belt and make a day trip of it.
What is the best time of year to go to Middlebury?
Visit in and spend more of your cash on exciting experiences, not your hotel. This is the most cost-effective month to arrange your stay. Prices are highest in , so avoid this time if you’re on a tight budget. March, May and July are the busiest months for Middlebury. You’ll need to book ahead of time and be willing to pay higher prices. January, October and November are when things are at their quietest.
Which airport is best for Middlebury?
Fort Wayne Intl. Airport (FWA) is a major hub. It’s located approximately 55 mi southeast of Middlebury. Other options worth considering are South Bend Intl. Airport (SBN) (30 mi away from central Middlebury) and Kalamazoo-Battle Creek Intl. Airport (AZO) (40 mi away from central Middlebury).
What is there to do in Middlebury?
Deutsch Kase Haus is just one of the amazing sights that make Middlebury such a popular tourist destination. But allow yourself enough time to explore the city’s lesser-known attractions too. This is sometimes where the best memories are created.
Where should I stay when visiting Middlebury?
Many visitors stay at the Hampton Inn & Suites Middlebury. It’s an excellent base for your Middlebury vacation.