Middlebury Vacations from $587

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Your Middlebury Vacation

When you book a Middlebury vacation package, it's all about letting go and enjoying your getaway to the fullest. Discover the best parts of this fascinating city knowing that all your travel needs have been taken care of before you go. During your trip to Middlebury, give yourself plenty of time for sightseeing. A great place to begin is Deutsch Kase Haus. Your dream Middlebury vacation is a couple of clicks away. Browse hotels, airfares and more on Expedia for an adventure that's tailored to suit your style.

The Latest Middlebury Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel O Daylight Inn Elkhart I-90, In

Hotel O Daylight Inn Elkhart I-90, In

2.5 out of 5
per person
Jul 18 - Jul 22
Roundtrip non-stop flight included
San Diego (SAN) to South Bend (SBN)
3.6/10 (9 reviews)
The attendant at the counter in the evening was very helpful and friendly. A

Reviewed on May 9, 2024

The Inn at Saint Mary's

The Inn at Saint Mary's

3.5 out of 5
per person
Jul 18 - Jul 22
Roundtrip non-stop flight included
San Diego (SAN) to South Bend (SBN)
9.2/10 Wonderful! (1,001 reviews)
good efficient place to stay by Notre Dame. Staff is excellent, rooms clean. The rooms are a bit dated but tha's the only knock

Reviewed on May 9, 2024

Microtel Inn & Suites by Wyndham South Bend/At Notre Dame Un

Microtel Inn & Suites by Wyndham South Bend/At Notre Dame Un

2 out of 5
per person
Jul 18 - Jul 22
Roundtrip non-stop flight included
San Diego (SAN) to South Bend (SBN)
7.2/10 Good! (1,001 reviews)
The staff was super helpful and nice. Really close to Notre Dame. Great stay!

Reviewed on May 13, 2024

Holiday Inn Mishawaka, an IHG Hotel

Holiday Inn Mishawaka, an IHG Hotel

3 out of 5
per person
Jul 18 - Jul 22
Roundtrip non-stop flight included
San Diego (SAN) to South Bend (SBN)
8.6/10 Excellent! (405 reviews)
Good property. Close to many dining options. The only thing I didn’t like was the very low toilet in the bathroom. It was pretty much kid height.

Reviewed on Apr 30, 2024

La Quinta Inn & Suites by Wyndham South Bend near Notre Dame

La Quinta Inn & Suites by Wyndham South Bend near Notre Dame

2.5 out of 5
per person
Jul 18 - Jul 22
Roundtrip non-stop flight included
San Diego (SAN) to South Bend (SBN)
9/10 Wonderful! (764 reviews)
Better than most of the La Quintas that where I’ve stayed.

Reviewed on May 14, 2024

Middlebury Essential Information

Language
English
Currency
U.S dollars
Population
3,600
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Puppet Parlor Theatre, Wine Cellar Supply Winery and Elkhart County Fairgrounds

Middlebury Hotel Deals

Hampton Inn & Suites Middlebury
Hampton Inn & Suites Middlebury
2.5 out of 5
105 Crystal Heights Blvd, Middlebury, IN
Fully refundableReserve now, pay when you stay
The price is $104 per night from Jun 10 to Jun 11
$104
$116 total
includes taxes & fees
Jun 10 - Jun 11
8.4/10 Very Good! (1,001 reviews)
"We had a great stay. The property is spic and span, the staff was great to us and our dog, and the outdoor area was perfect"

Reviewed on May 15, 2024

Hampton Inn & Suites Middlebury
Essenhaus Inn & Conference Center
Essenhaus Inn & Conference Center
3.5 out of 5
240 Hwy 20, Middlebury, IN
Fully refundableReserve now, pay when you stay
The price is $159 per night from May 26 to May 27
$159
$178 total
includes taxes & fees
May 26 - May 27
9.6/10 Exceptional! (908 reviews)
"This was the best hotel I’ve ever stayed at! Clean, friendly, quiet, gorgeous decor, beautiful grounds, great food. All around great!!! Will DEFINITELY stay again!"

Reviewed on May 13, 2024

Essenhaus Inn & Conference Center
Farmstead Inn & Conference Center
Farmstead Inn & Conference Center
2.5 out of 5
370 S Van Buren St, Shipshewana, IN
Fully refundableReserve now, pay when you stay
The price is $150 per night from Jun 5 to Jun 6
$150
$169 total
includes taxes & fees
Jun 5 - Jun 6
9.4/10 Exceptional! (1,002 reviews)
"Easy access."

Reviewed on May 15, 2024

Farmstead Inn & Conference Center
See all 495 properties in Middlebury
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Middlebury vacation package cost?
Tailor make your Middlebury vacation package from as little as $587. Choose from any combination of flights, hotels and rental cars to build the getaway you’ve been dreaming of. Remember to add on one or two experiences!
How do I get a cheap travel package to Middlebury?
Browse and lock in everything in one place with our Middlebury vacation packages. We have incredible bargains on flights, hotels and more that’ll keep your credit card happy and your sense of adventure alive. And, with more than 550 air carriers and 1,000,000 hotels throughout the world to choose from, you have countless opportunities to mix and match as you like.
Where should I stay in Middlebury?
There’s plenty to do in Middlebury, so spend your evenings near its top sights and treat yourself to more time sightseeing. Deutsch Kase Haus is one spot to put on your to-do list.
What are the top hotels in Middlebury?
Farm Country|amish Country|newly Renovated and Essenhaus Inn & Conference Center are among the most popular properties in Middlebury. Why not check out the amenities and facilities at each and then make up your mind?
How far in advance should I book my Middlebury vacation?
While prices fluctuate, we generally recommend booking your flight as soon as possible. Many international fares can be compared on Expedia up to a year in advance. If circumstances have left you booking late, you might still get lucky. Low prices to Middlebury sometimes occur only weeks before departure.
What does an Expedia Middlebury travel package include?
That’s up to you. You can select from a variety of Middlebury packages, such as a flight, hotel and rental car. You can also book a flight and a hotel, or a rental car and a flight. Once you’ve made your booking, you can add on the fun stuff like experiences and tours. Whatever your perfect Middlebury escape looks like, you’re sure to save!
What should I know before booking a Middlebury travel package?
So many places to visit, so many things to see. With a travel package, you’ll be able to check more of them off your list. Bundle your hotels, rental cars and flights and enjoy big savings.
Can I choose my airline with a Middlebury Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you certainly can. Simply choose the airline you want and put together your ideal Middlebury trip.
If I'm not able to travel, can I cancel my Middlebury vacation package?
If your vacation plans in Middlebury have changed, it’s good to know that it’s possible to cancel your booking. If you made your booking less than 24 hours ago, you may be able to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a cancellation fee. For more details, check our Customer Service Portal.

Discover the most popular places to visit in Middlebury

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

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.