A log cabin with red shutters and a small porch.

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Check availability on Middlebury Family Hotels

Tonight
Oct 9 - Oct 10
Tomorrow
Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Middlebury family-friendly hotels

A billiards room with a pool table, a seating area, and a window providing a view of the outdoors.
A circular fire pit with chairs around it, set on a brick patio.
A large, white building with a covered entrance and a well-maintained lawn with red and yellow flowers.
A multi-level hotel interior with a central staircase, a dining area, and a balcony with a white picket fence.

1. Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center
Middlebury
NT$3,421
NT$3,831 total
includes taxes & fees
Oct 11 - Oct 12
Essenhaus Inn & Conference Center
A spacious hotel lobby with a central seating area, multiple dining tables, and a large sofa.
An indoor swimming pool with clear water, a tiled deck, and a view of the outdoors through large windows.
A Hampton Inn & Suites hotel with a brick facade, multiple windows, and a clear blue sky.
A hotel room with a kitchenette, a large mirror, a sofa, and a dining area with a table and chairs.

2. Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury
Middlebury
NT$3,501
NT$3,921 total
includes taxes & fees
Oct 17 - Oct 18
Hampton Inn & Suites Middlebury
A kitchen with light green cabinets, a white island with stools, a stainless steel refrigerator, and a 'Coffee' sign on the wall.
A wooden dresser with a mirror, a remote control, a tissue box, and a vase with dried plants.
A living room with a fireplace, a television, and a ceiling fan.
A living room with two sofas, a coffee table, and a lamp. There is a kitchen visible in the background.

3. Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit
Middlebury
NT$3,901
NT$8,610 total
includes taxes & fees
Oct 12 - Oct 13
Amish Country Getaway Farm Views Fire Pit
A cozy living room with a dining table, chairs, a foosball table, and a sofa.
A wooden deck with a glass table and chair, overlooking a calm lake with a dock and a boat.
A tree with white blossoms in front of a lake, with houses and a dock in the background.
A house with a garage door, a small porch with a potted plant, and a mailbox.

4. The Wellington Cottage

The Wellington Cottage
Middlebury
  • Remodeled lakeside cottage offers games, kayaks, firepit, and toys for all ages, creating cherished memories.
NT$3,133
NT$3,787 total
includes taxes & fees
Nov 1 - Nov 2
The Wellington Cottage
A kitchen with a double sink, light-colored cabinets, and a refrigerator.
A modern bathroom with a glass shower enclosure, a toilet, and a sink area with shelves.
A room with a dark wooden dresser, a mirror, a vase with pink flowers, a lamp, and a sign that says "2 to 5 thanks to the Lord".
A living room with a television, a ceiling fan, a coffee table with decorative items, a sofa, and a patterned rug.

5. Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
Middlebury
NT$4,035
NT$9,155 total
includes taxes & fees
Oct 12 - Oct 13
Farm Country Amish Country Newly Renovated
A covered patio with brick flooring, green cushioned seating, and a stone planter.
A spacious dining area with multiple wooden tables and chairs, a kitchen area with appliances, and large windows providing natural light.
A spacious living area with a wooden staircase, a fireplace, a dining table with chairs, a purple sofa, and a wooden cabinet with glass doors.
A two-story building with a covered patio area, a driveway, and a landscaped front yard.

6. Van Buren Hotel

Van Buren Hotel
Shipshewana
  • Family-friendly escapes with a sparkling indoor pool that kids will love, plus fitness center and premium entertainment options.
NT$3,448
NT$3,965 total
includes taxes & fees
Nov 1 - Nov 2
Van Buren Hotel
A waterfall feature with large rocks and a small pond, surrounded by a landscaped area with a white building in the background.
A sunlit room with white Adirondack chairs, a potted plant, and a view of the outdoors.
An indoor swimming pool with clear blue water, surrounded by white lounge chairs and tables.
A living room with leather sofas, a wooden coffee table, and a wall adorned with framed pictures.

7. Blue Gate Garden Inn

Blue Gate Garden Inn
Shipshewana
NT$3,448
NT$3,965 total
includes taxes & fees
Nov 8 - Nov 9
Blue Gate Garden Inn
A playground with a blue slide, swings, and a swing set.
An indoor swimming pool with a white fence, potted plants, and sunlit seating areas.
A porch with a gray bench and chair, a hanging fern, and a white column.
A rooster statue, a silo, and a red barn with a white house in the background.

8. Farmstead Inn & Conference Center

Farmstead Inn & Conference Center
Shipshewana
NT$4,193
NT$4,822 total
includes taxes & fees
Nov 8 - Nov 9
Farmstead Inn & Conference Center
A dining area with a wooden table and chairs, surrounded by shelves stocked with snacks and beverages.
A sign for Der Ruhe Blitz Motel advertising amenities like clean rooms, cable TV, a gift shop, and wireless internet.
A hotel room with two beds, a desk, a refrigerator, a mirror, and a bathroom visible through an open door.
A glass-enclosed shower with a shower curtain, a handheld showerhead, and a handheld faucet.

9. Der Ruhe Blatz Motel

Der Ruhe Blatz Motel
Shipshewana
  • Family fun awaits with basketball courts and satellite TV at this peaceful Shipshewana retreat.
NT$2,522
NT$2,900 total
includes taxes & fees
Nov 1 - Nov 2
Der Ruhe Blatz Motel
A hotel room with two beds, each with a patterned bedspread, a nightstand with a lamp, and a framed cityscape picture on the wall.
A pair of white front-loading washers with control panels, installed in a corner of a room with tiled flooring.
A reception area with a green counter, a white table, and two brown chairs.
A hotel room with a microwave, coffee maker, television, wooden dresser, and a patterned carpet.

10. Super 8 by Wyndham Shipshewana

Super 8 by Wyndham Shipshewana
Shipshewana
NT$2,682
NT$3,084 total
includes taxes & fees
Nov 1 - Nov 2
Super 8 by Wyndham Shipshewana
View all properties

Choose what matters most at family-friendly hotels in Middlebury

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Middlebury Hotel Reviews

Sleep Inn Elkhart North

Sleep Inn Elkhart North

10/10 Excellent
"Room was excellent but breakfast option was not very good. With this budget this is justified."
Abdulrauf 1-night trip
Posted 8 hours ago
Sleep Inn Elkhart North
Best Western Plus Howe Inn

Best Western Plus Howe Inn

10/10 Excellent
"Better than our 4.5 star stay in Cleveland the night before. This hotel was very impressive."
Ri 1-night trip
Posted 9 hours ago
Best Western Plus Howe Inn
Farmstead Inn & Conference Center

Farmstead Inn & Conference Center

10/10 Excellent
"Excellent stay. There’s not one thing I can suggest to improve a stay."
Carol 3-night trip
Posted 9 hours ago
Farmstead Inn & Conference Center
Der Ruhe Blatz Motel

Der Ruhe Blatz Motel

8/10 Good
"Room was clean, neat and bed was comfortable…a little dated but overall worth the price of a one night stay."
Caroline 1-night trip
Posted 16 hours ago
Der Ruhe Blatz Motel
Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

10/10 Excellent
"The staff was very nice and helpful. Rooms were clean. Looks like they are also getting ready to remodel."
Angela 1-night trip
Posted 1 day ago
Hampton Inn & Suites Middlebury
Super 8 by Wyndham Shipshewana

Super 8 by Wyndham Shipshewana

10/10 Excellent
"Clean Great location Affordable"
Anna 1-night trip
Posted 2 days ago
Super 8 by Wyndham Shipshewana
Microtel Inn & Suites by Wyndham Elkhart

Microtel Inn & Suites by Wyndham Elkhart

8/10 Good
"Again had a great stay here, room was clean, staff was excellent, price was right. I plan on using again."
Deborah 4-night trip
Posted 3 days ago
Microtel Inn & Suites by Wyndham Elkhart
Staybridge Suites Elkhart North by IHG

Staybridge Suites Elkhart North by IHG

10/10 Excellent
"good area, close to stores and restaurants"
IAROSLAV 4-night trip
Posted 5 days ago
Staybridge Suites Elkhart North by IHG
Travelodge by Wyndham Elkhart

Travelodge by Wyndham Elkhart

8/10 Good
"When went up to room, the refrigerator had two carry out meals from the previous guests. Apparently, cleaning out of refrigerator was not done."
Jeffrey 1-night trip
Posted 5 days ago
Travelodge by Wyndham Elkhart

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 Middlebury Public Library, Deutsch Kase Haus, and Dutch Creek Farm Animal Park. Make sure you have lots of time for activities like Blue Gate Theater and Shipshewana Auction and Flea Market.

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