Middlebury Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Middlebury
Essenhaus Inn & Conference Center
240 Hwy 20 Middlebury IN
Fully refundableReserve now, pay when you stay
The price is S$152 per night from 24 May to 25 May
S$152
24 May - 25 May
includes taxes & fees
9.6/10 Exceptional! (1,014 reviews)
Wonderful place! Would definitely recommend to anyone wanting to to visit Shipshewana and surroundings. Clean and very friendly staff! Excellent breakfast as well. Best of all, Coffee is always available!!
Reviewed on 9 May, 2026
Hampton Inn & Suites Middlebury
105 Crystal Heights Blvd Middlebury IN
The price is S$179 per night from 24 May to 25 May
S$179
24 May - 25 May
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
good bed and breakfast.
Reviewed on 9 May, 2026
Farmstead Inn & Conference Center
370 S Van Buren St Shipshewana IN
Fully refundableReserve now, pay when you stay
The price is S$179 per night from 31 May to 1 Jun
S$179
31 May - 1 Jun
includes taxes & fees
9.6/10 Exceptional! (1,039 reviews)
Hot tub was out of order. That was the only thing I was unhappy about
Reviewed on 9 May, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
