Middlebury Vacations from $601

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Your Middlebury Vacation

When a city adventure is calling, answer it with a Middlebury vacation package. With all your travel needs under control before you go, all you have to do here is focus on having a ball. During your trip to Middlebury, give yourself enough time for sightseeing. A fantastic place to begin is Deutsch Kase Haus. Browse Expedia's extensive range of travel options and book your ideal vacation to Middlebury today.

The Latest Middlebury vacation packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Elkhart

La Quinta Inn & Suites by Wyndham Elkhart

3 out of 5
Price was $779, price is now $601 per person
$601
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to South Bend (SBN)
7.6/10 Good! (1,008 reviews)
Great place and very helpful staff

Reviewed on Jul 7, 2026

La Quinta Inn & Suites by Wyndham South Bend

La Quinta Inn & Suites by Wyndham South Bend

3 out of 5
Save 100% on your flight
Price was $1,066, price is now $756 per person
$756
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to South Bend (SBN)
7.4/10 Good! (1,000 reviews)

Staybridge Suites Elkhart North by IHG

Staybridge Suites Elkhart North by IHG

3 out of 5
Price was $973, price is now $702 per person
$702
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to South Bend (SBN)
8.6/10 Excellent! (663 reviews)
Very. Nice suite. Spacious, very clean and comfortable beds! Breakfast was great!

Reviewed on Jul 5, 2026

Pool Hot Tub 5 min to ND Coffee Bar Games

Pool Hot Tub 5 min to ND Coffee Bar Games

2 out of 5
Save 100% on your flight
Price was $5,213, price is now $4,027 per person
$4,027
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to South Bend (SBN)
No reviews

Irish Lodge South Bend

Irish Lodge South Bend

2.5 out of 5
Price was $995, price is now $770 per person
$770
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to South Bend (SBN)
7.8/10 Good! (199 reviews)
Pleasantly surprised. The hotel was clean and updated. All the staff was friendly. Breakfast could have been better. We will stay again when in the area.

Reviewed on Jul 6, 2026

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Stay near popular Middlebury attractions

Stone Lake

This spring-fed Indiana lake offers pristine waters for fishing enthusiasts seeking bass and bluegill. Enjoy a peaceful morning paddle across its reflective surface where motorboats maintain respectful speeds.
See properties

Middlebury Hotel Deals

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
$119 nightly
The price is $133 total per night from Jul 12 to Jul 13
$133 total
Jul 12 - Jul 13
Total with taxes and fees
9.6/10 Exceptional! (1,009 reviews)
"Essenhaus was the nicest hotel I have ever stayed in.The room we stayed in was very clean, and the staff was very nice and was happy to help if there was an issue. Breakfast was very good, and they had a good selection to choose from. Actually I was sad to leave because I was enjoying it so much. ..."

Reviewed on Jul 6, 2026

Essenhaus Inn & Conference Center
Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 out of 5
105 Crystal Heights Blvd Middlebury IN
$116 nightly
The price is $130 total per night from Jul 19 to Jul 20
$130 total
Jul 19 - Jul 20
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
"Clean room"

Reviewed on Jul 6, 2026

Hampton Inn & Suites Middlebury
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Middlebury IN
$176 nightly
The price is $188 total per night from Jul 12 to Jul 13
$188 total
Jul 12 - Jul 13
Total with taxes and fees
10/10 Exceptional! (58 reviews)
"Exceptionally clean and very easy check in/out process."

Reviewed on Jul 2, 2026

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
See all 593 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.

Find the Best Middlebury Vacation Packages

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

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Frequently asked questions

How much does a Middlebury vacation package cost?
You can pick up a vacation package to this destination from $601 on Expedia. However, how much your vacation to Middlebury costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Middlebury?
If you'd like to book a cheap Middlebury vacation package, consider traveling in January, October and November. You'll generally find better rates on airfares and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for Middlebury?
The ideal length for your Middlebury vacation depends on what you'd like to do. Generally, a few days to a week will give you plenty of time to visit all the major sights and discover some hidden treasures along the way.
How to find the best Middlebury package deals?
Use Expedia's handy filters to help you find some unbeatable Middlebury package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Middlebury package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Middlebury vacation as a package?
You can enjoy significant savings on your next Middlebury getaway by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Middlebury?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Middlebury getaway.
Does Expedia offer Book Now, Pay Later Middlebury vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Middlebury break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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