Middlebury Vacations from $450

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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.
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
Price was $541, price is now $450 per person
$450
per person
Jan 7 - Jan 12
found 15 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to South Bend (SBN)
7/10 Good! (1,002 reviews)
Great location to walk to football game. Staff was very friendly and welcoming.

Reviewed on Oct 25, 2025

Doubletree Hotel South Bend

Doubletree Hotel South Bend

4 out of 5
Downtown South Bend
Price was $714, price is now $539 per person
$539
per person
Jan 7 - Jan 12
found 15 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to South Bend (SBN)
7.6/10 Good! (1,001 reviews)
Hotel is always super clean and quiet.

Reviewed on Dec 1, 2025

The Inn at Saint Mary's

The Inn at Saint Mary's

3.5 out of 5
Price was $1,094, price is now $883 per person
$883
per person
Jan 7 - Jan 12
found 15 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to South Bend (SBN)
9.6/10 Exceptional! (1,064 reviews)
Great spot very close to campus.

Reviewed on Dec 1, 2025

Embassy Suites by Hilton South Bend at Notre Dame

Embassy Suites by Hilton South Bend at Notre Dame

3.5 out of 5
Price was $1,023, price is now $856 per person
$856
per person
Jan 7 - Jan 12
found 15 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to South Bend (SBN)
9.2/10 Wonderful! (679 reviews)
Cant beat the location. Directly across from the ND campus. Hotel was very nice and comfortable. Friendly staff as well. Only negative you must be aware of is the vehicle parking rate for an event. We were charged $55 Thursday, Friday and Saturday. Their website clearly states $16 per day and Special Event Parking $55/day -BASEMENT LEVEL ONLY. We were charged the rate of $55 for every night we stayed even though the day of the even was on a Saturday. They must be clear because its very misleading.

Reviewed on Nov 24, 2025

Wingate by Wyndham South Bend/Notre Dame

Wingate by Wyndham South Bend/Notre Dame

3 out of 5
Price was $685, price is now $580 per person
$580
per person
Jan 7 - Jan 12
found 15 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to South Bend (SBN)
7.8/10 Good! (952 reviews)
Room was very nice, comfortable stay, and great employees. Will be returning

Reviewed on Dec 2, 2025

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Discover the most popular places to visit in Middlebury

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

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
$107 nightly
The price is $120 total per night from Jan 4 to Jan 5
$120 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
Clean room it cold when we arrived on a winter day. Musty smell initially but better as room warmed up. Large room accommodated daughter in wheelchair perfectly.

Reviewed on Nov 28, 2025

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
$109 nightly
The price is $122 total per night from Dec 7 to Dec 8
$122 total
Dec 7 - Dec 8
Total with taxes and fees
9.6/10 Exceptional! (1,000 reviews)
Great staff Great room Clean pool/spa Great food Great service

Reviewed on Dec 2, 2025

Essenhaus Inn & Conference Center
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

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

2 out of 5
Middlebury IN
$135 nightly
The price is $144 total per night from Dec 14 to Dec 15
$144 total
Dec 14 - Dec 15
Total with taxes and fees
9.8/10 Exceptional! (41 reviews)
Upon arrival the host checked in with us to verify ID and see if there was anything we needed. Rental was as described, and met our needs during our trip.

Reviewed on Nov 23, 2025

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
See all 561 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 $450 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.