Photo by Ann Sair

Find Family Hotels in Middlebury, IN

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middlebury Family Hotels

Our top choices for Middlebury family-friendly hotels

Family Cottage, 3 Bedrooms, Non Smoking, Lake View | 3 bedrooms, down comforters, individually decorated
The Wellington Cottage

The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (6)
"It had everything we needed was off the beaten path, we swam in the water and used the paddle boat, nice and relaxing"
United States
Susan
The Wellington Cottage
Fridge, microwave, oven, stovetop
Lemon Hill Amish Guest House. . . an Amish themed, whole house experience.

Lemon Hill Amish Guest House. . . an Amish themed, whole house experience.

Lemon Hill Amish Guest House. . . an Amish themed, whole house experience.
Middlebury
10.0 out of 10, Exceptional, (31)
"Fantastic place ! We loved it !!! Absolutely loved every thoughtful part of the stay! "
United States
Kateri
The price is AED 393
AED 885 total
includes taxes & fees
15 Dec - 16 Dec
Lemon Hill Amish Guest House. . . an Amish themed, whole house experience.
Fridge, microwave, oven, stovetop
| Hot Tub | Amish Farm Country | Pergola | Deck |

| Hot Tub | Amish Farm Country | Pergola | Deck |

| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury
10.0 out of 10, Exceptional, (92)
"We loved our stay! Three nights was not long enough! The house is beautiful and we enjoyed the hot tub on two of our nights. My cousins and I couldn't have asked for a nicer place to stay! We hope to be back again when we visit the area."
United States
Jayne C.
The price is AED 397
AED 923 total
includes taxes & fees
15 Dec - 16 Dec
| Hot Tub | Amish Farm Country | Pergola | Deck |
Interior
Hidden Log Cabin | Hot Tub | Ping Pong | Family |

Hidden Log Cabin | Hot Tub | Ping Pong | Family |

Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Goshen
10.0 out of 10, Exceptional, (10)
"Such a lovely place!It was spotless and peaceful"
United States
Marilee G.
The price is AED 410
AED 962 total
includes taxes & fees
15 Dec - 16 Dec
Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Smart TV, books
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 Back Porch Haven Stay in Amish Country yet close to Notre Dame
Middlebury
10.0 out of 10, Exceptional, (25)
"House was nice & clean, enjoyed our stay!"
United States
Delmer Y.
The price is AED 512
AED 1,216 total
includes taxes & fees
14 Dec - 15 Dec
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Indoor pool
Van Buren Hotel

Van Buren Hotel

Van Buren Hotel
2.5 star property
Shipshewana
9.2 out of 10, Wonderful, (1309)
"Room was clean an the staff was friendly "
United States
Randy
Van Buren Hotel
Interior
Der Ruhe Blatz Motel

Der Ruhe Blatz Motel

Der Ruhe Blatz Motel
2.5 star property
Shipshewana
8.8 out of 10, Excellent, (1001)
"Rooms are always clean. Check-in was easy and quick."
United States
vickie
The price is AED 312
AED 359 total
includes taxes & fees
14 Dec - 15 Dec
Der Ruhe Blatz Motel
Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Comfort Suites Elkhart North

Comfort Suites Elkhart North

Comfort Suites Elkhart North
2.5 star property
Elkhart
8.6 out of 10, Excellent, (473)
"nice place, comfortable bed, friendly service "
United States
Henry
The price is AED 253
AED 283 total
includes taxes & fees
15 Dec - 16 Dec
Comfort Suites Elkhart North
Exterior
Best Western Plus Howe Inn

Best Western Plus Howe Inn

Best Western Plus Howe Inn
2.5 star property
Howe
9.0 out of 10, Wonderful, (935)
"Our room was clean and nice. The beds were comfortable and we slept well every night (4 night stay). The staff was friendly and helpful. Would stay again. "
United States
Dianne
The price is AED 365
AED 420 total
includes taxes & fees
14 Dec - 15 Dec
Best Western Plus Howe Inn
Exterior
Holiday Inn Express Howe by IHG

Holiday Inn Express Howe by IHG

Holiday Inn Express Howe by IHG
2.5 star property
Howe
9.0 out of 10, Wonderful, (594)
"We really enjoyed our stay! The room was very clean, and the staff was very courteous, polite and helpful. "
United States
Leon
The price is AED 356
AED 410 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Howe by IHG
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.
View all properties

Top Middlebury Hotel Reviews

Van Buren Hotel

Van Buren Hotel

10/10 Excellent
"Everything is super clean and the staff is very friendly. In a great location, walk to the cute downtown."
John 1-night trip
Posted 3 days ago
Van Buren Hotel

Explore a world of travel with Expedia

Frequently asked questions

What's Middlebury like for family-friendly vacations?
The welcoming destination of Middlebury is a good choice if you've been considering a getaway with your kids. The biking trails, gardens, and hiking trails are just a few things that make this an attractive place for a family vacation. Fly into Goshen, IN (GSH-Goshen Municipal), which is located 11.5 mi (18.5 km) from the city center.
When's the best time to book a family-friendly vacation in Middlebury?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Middlebury is 45 inches.
What's there to see and do with your family in Middlebury?
While you and your family are staying in Middlebury, you might want to visit some family-friendly attractions such as Deutsch Kase Haus, Middlebury Public Library, and Dutch Creek Farm Animal Park. Make sure you have lots of time for activities like Blue Gate Performing Arts Center and Blue Gate Theater.