Photo by Ann Sair

Search Family-Friendly Hotels in Middlebury

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-Friendly Hotels

Top Middlebury Family-Friendly Hotels

Arcade
Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 star property
Middlebury
  • Arcade/games room
9.8 out of 10, Exceptional, (1003)
Essenhaus Inn & Conference Center
Family Cottage, 3 Bedrooms, Non Smoking, Lake View | 3 bedrooms, down duvets, individually decorated, individually furnished
The Wellington Cottage

The Wellington Cottage

3.0 star property
Middlebury
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
  • Outdoor space
  • Barbecue grill
10.0 out of 10, Exceptional, (5)
Situated steps from the water, this lakeside cottage delights young explorers with children's games, beach toys, and pool toys. Families can paddle kayaks, roast marshmallows at the firepit, or enjoy Netflix after adventures to nearby Dutch Creek Farm Animal Park.
The Wellington Cottage
Indoor pool
Van Buren Hotel

Van Buren Hotel

2.5 star property
Shipshewana
  • Cots/infant beds provided
  • Indoor pool
9.2 out of 10, Wonderful, (1301)
Splashy entertainment awaits children at this spotless hotel featuring a popular indoor swimming pool, premium TV channels, and free cots. Spacious, well-appointed rooms provide quiet comfort after days exploring nearby attractions just minutes away.
Van Buren Hotel
Exterior
Holiday Inn Express Howe by IHG

Holiday Inn Express Howe by IHG

2.5 star property
Howe
  • Cots/infant beds provided
  • Indoor pool
9.0 out of 10, Wonderful, (587)
Vibrant indoor swimming awaits families at this spotlessly clean hotel where little ones enjoy complimentary cots and blackout drapes for restful naps. Just minutes from Oaklawn Terrace Park, guests relish the hot breakfast buffet before days filled with aquatic adventures.
The price is 2.661.653 ₫
3.060.901 ₫ total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express Howe by IHG
Front of property
Amish Inn

Amish Inn

2.0 star property
Nappanee
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
8.6 out of 10, Excellent, (397)
The price is 2.348.052 ₫
2.629.817 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Amish Inn
Exterior
Best Western Plus Howe Inn

Best Western Plus Howe Inn

2.5 star property
Howe
  • Indoor pool
9.0 out of 10, Wonderful, (933)
The price is 2.623.128 ₫
3.016.597 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Best Western Plus Howe Inn
Reception
Hampton Inn Sturgis-Lagrange Area

Hampton Inn Sturgis-Lagrange Area

2.5 star property
Sturgis
  • Cots/infant beds provided
  • Indoor pool
8.4 out of 10, Very good, (375)
Swimming sessions at the indoor pool create splashing memories while the fitness centre keeps active families moving. Free breakfast delights with hot, plentiful options. Clean, quiet rooms promise restful nights after days exploring city centre Sturgis.
The price is 2.719.630 ₫
2.882.807 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn Sturgis-Lagrange Area
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

Explore a world of travel with Expedia

Frequently asked questions

What's Middlebury like for family-friendly holidays?
The welcoming destination of Middlebury is a good choice if you've been considering a getaway with your children. The cycling trails, gardens and hiking trails are just a few things that make this an attractive place for a family holiday. Fly into Goshen, IN (GSH-Goshen Municipal), which is located 11.5 mi (18.5 km) from the city centre.
When's the best time to book a family-friendly holiday in Middlebury?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Middlebury is 1139 mm.
What's there to see and do with your family in Middlebury?
While you and your family are staying in Middlebury, you may want to visit some family-friendly attractions such as Deutsch Kase Haus, Middlebury Public Library and Dutch Creek Farm Animal Park. Make sure that you have lots of time for activities such as Blue Gate Performing Arts Center and Blue Gate Theater.