Middlebury hotels

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Best Middlebury hotels

Discover the best hotels in Middlebury and compare prices, ratings, and locations to find the right stay for your trip.
These are the best prices for Aug 24 - 25.
Essenhaus Inn & Conf. Center - Middlebury - Bedroom
Essenhaus Inn & Conf. Center - Middlebury - Bedroom
Essenhaus Inn & Conf. Center
Middlebury, IN
9.4Wonderful(1094)
Parking
Free Wi-Fi
Pool
$170+
Check availability
Hampton Inn & Suites Middlebury - Middlebury - Restaurant
Hampton Inn & Suites Middlebury - Middlebury - Restaurant
Hampton Inn & Suites Middlebury
Middlebury, IN
7.6Good(588)
Parking
Free Wi-Fi
Pool
Pet friendly
$156+
Check availability
Blue Gate Garden Inn - Shipshewana - Living room
Blue Gate Garden Inn - Shipshewana - Living room
Blue Gate Garden Inn
Shipshewana, IN
9.2Wonderful(2740)
Parking
Free Wi-Fi
Pool
$251+
Check availability
Van Buren Hotel - Shipshewana - Pool
Van Buren Hotel - Shipshewana - Pool
Van Buren Hotel
Shipshewana, IN
8.8Very good(1190)
Parking
Free Wi-Fi
Pool
Pet friendly
$197+
Check availability
Farmstead Inn & Conference Center - Shipshewana - Bedroom
Farmstead Inn & Conference Center - Shipshewana - Bedroom
Farmstead Inn & Conference Center
Shipshewana, IN
9.1Wonderful(1924)
Parking
Free Wi-Fi
Pool
$200+
Check availability
Super 8 by Wyndham Shipshewana - Shipshewana - Bedroom
Super 8 by Wyndham Shipshewana - Shipshewana - Bedroom
Super 8 by Wyndham Shipshewana
Shipshewana, IN
7.9Good(1110)
Parking
Free Wi-Fi
Pet friendly
$125+
Check availability
Lemon Hill Amish Guest House. . . an Amish themed, whole house experience. - Middlebury - Kitchen
Lemon Hill Amish Guest House. . . an Amish themed, whole house experience. - Middlebury - Kitchen
Lemon Hill Amish Guest House. . . an Amish themed, whole house experience.
Middlebury, IN
9.9Wonderful(31)
$280+
Check availability
Charming Middlebury Retreat w/ Patio & Fire Pit - Middlebury - Living room
Charming Middlebury Retreat w/ Patio & Fire Pit - Middlebury - Living room
Charming Middlebury Retreat w/ Patio & Fire Pit
Middlebury, IN
9.3Wonderful(3)
Cottage
Free Wi-Fi
$373+
Check availability
Farm Country Amish Country Newly Renovated - Middlebury - Living room
Farm Country Amish Country Newly Renovated - Middlebury - Living room
Farm Country Amish Country Newly Renovated
Middlebury, IN
9.9Wonderful(41)
House
Free Wi-Fi
$337+
Check availability

Cheap hotels in Middlebury

Find deals on some of our best-value hotels Aug 24 - 25.
The White Loft On Scott - Middlebury
The White Loft On Scott
Middlebury, IN
9.1Wonderful(21)
Apartment
$89+
Check availability
The Wellington Lake Cottage - Middlebury - Balcony
The Wellington Lake Cottage
Middlebury, IN
9.3Wonderful(29)
Cottage
Parking
Free Wi-Fi
$150+
Check availability
Stone Lake Vacation Cottage Middlebury, IN Boat Kayak Fishing Swimming getaway - Middlebury - Balcony
Stone Lake Vacation Cottage Middlebury, IN Boat Kayak Fishing Swimming getaway
Middlebury, IN
9.2Wonderful(43)
House
Free Wi-Fi
$222+
Check availability
Charming 3-bedroom house located on Main Street in Downtown Middlebury - Middlebury - Dining room
Charming 3-bedroom house located on Main Street in Downtown Middlebury
Middlebury, IN
10Wonderful(9)
House
$323+
Check availability
The Back Porch Haven Stay in Amish Country yet close to Notre Dame - Middlebury - Kitchen
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Middlebury, IN
9.8Wonderful(24)
House
Free Wi-Fi
$326+
Check availability
Waterfront Retreat, 10 Mi to Dtwn Shipshewana - Middlebury
Waterfront Retreat, 10 Mi to Dtwn Shipshewana
Middlebury, IN
9.7Wonderful(15)
Cottage
$375+
Check availability

Hotel deals for next week

Some of KAYAK users’ favorite hotels with availability next week Aug 24 - 25.
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury - Middlebury - Kitchen
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Middlebury, IN
9.8Wonderful(36)
Cottage
Free Wi-Fi
$190+
Check availability
Hot Tub|beauitiful Backyard Oasis|newly Renovated - Middlebury - Living room
Hot Tub|beauitiful Backyard Oasis|newly Renovated
Middlebury, IN
9.8Wonderful(59)
Homestay
$245+
Check availability
`Burning Pine Inn' Farm House in Amish country. - Middlebury - Living room
`Burning Pine Inn' Farm House in Amish country.
Middlebury, IN
9.9Wonderful(21)
House
$546+
Check availability
Lakin' It Easy - Middlebury - Balcony
Lakin' It Easy
Middlebury, IN
9.5Wonderful(38)
House
Parking
Free Wi-Fi
$234+
Check availability

Top-rated hotels

Stay at the hotels that our users loved the most Aug 24 - 25.
Charming 1912 Bungalow in Middlebury Indiana - Middlebury - Dining room
Charming 1912 Bungalow in Middlebury Indiana
Middlebury, IN
10Wonderful(46)
House
Free Wi-Fi
$421+
Check availability
Rustic Roots Cabin 3bd/3ba Cozy/Shipshewana/ND - Middlebury - Living room
Rustic Roots Cabin 3bd/3ba Cozy/Shipshewana/ND
Middlebury, IN
10Wonderful(31)
Cabin
Free Wi-Fi
$547+
Check availability
Charming, spacious home near towncenter amenities, resturants, trails and parks. - Middlebury - Dining room
Charming, spacious home near towncenter amenities, resturants, trails and parks.
Middlebury, IN
9.9Wonderful(63)
House
Free Wi-Fi
$194+
Check availability
Farm Country Amish Country Newly Renovated - Middlebury - Living room
Farm Country Amish Country Newly Renovated
Middlebury, IN
9.9Wonderful(41)
House
Free Wi-Fi
$337+
Check availability
| Hot Tub | Amish Farm Country | Pergola | Deck | - Middlebury - Living room
| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury, IN
9.9Wonderful(34)
House
$290+
Check availability
Lemon Hill Amish Guest House. . . an Amish themed, whole house experience. - Middlebury - Kitchen
Lemon Hill Amish Guest House. . . an Amish themed, whole house experience.
Middlebury, IN
9.9Wonderful(31)
$280+
Check availability

Popular filters in Middlebury hotels

Hotels with parking
Essenhaus Inn & Conf. Center, Hampton Inn & Suites Middlebury and others
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Hotels with free cancellation
Explore hotel deals with free cancellation in the area
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Hotels with a pool
Essenhaus Inn & Conf. Center, Hampton Inn & Suites Middlebury and 3 more
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KAYAK’s insights for hotels in Middlebury

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Middlebury with confidence.

Which month has the cheapest hotel rates in Middlebury?

Hotels are cheapest in Middlebury in December, with average rates of $129/night. In comparison, March is the most expensive month, with prices at $246/night.

What is the cheapest day of the week to book a hotel in Middlebury?

Monday offers the lowest rates in Middlebury, with an average nightly price of $138/night. The highest prices are found on Tuesday, with average rates at $234/night.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

September
July
$169
$157
Cheapest month to stay with an average 24% drop in price.
Most expensive month to stay with an average 18% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Middlebury hotel deals

  • If you’re looking for a cheap hotel in South Bend, you should consider visiting during the low season. You'll find cheaper accommodations in South Bend in September and April.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in South Bend if you stay on a Sunday. The opposite is true for, Tuesday, which is usually the most expensive day.
  • How long should you stay? KAYAK users usually book their accommodation in South Bend for 1 day.

FAQs when booking a hotel in Middlebury

  • How do I find a hotel in central Middlebury?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Middlebury districts. You can also do a search using the city map to choose a specific location, like Middlebury city center.

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Middlebury hotels with free parking?

    There are many hotels in Middlebury that offer both parking and free parking. Popular choices among KAYAK users include Essenhaus Inn & Conf. Center, Hampton Inn & Suites Middlebury and Blue Gate Garden Inn.

Where to stay in Middlebury?

Our map will help you find the perfect place to stay in Middlebury by showing you the exact location of each hotel.

Everything you need to know for your stay in Middlebury