Middlebury hotels

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Best Middlebury hotels

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Most recommended Middlebury hotels

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Essenhaus Inn & Conf. Center - Middlebury - Bedroom
Essenhaus Inn & Conf. Center
Middlebury, IN
9.3Wonderful(906)
Parking
Free Wi-Fi
Pool
$144+
Check availability
Hampton Inn & Suites Middlebury - Middlebury - Restaurant
Hampton Inn & Suites Middlebury
Middlebury, IN
7.5Good(538)
Parking
Free Wi-Fi
Pool
Pet friendly
$106+
Check availability
Farmstead Inn & Conference Center - Shipshewana - Building
Farmstead Inn & Conference Center
Shipshewana, IN
9.2Wonderful(1529)
Parking
Free Wi-Fi
Pool
$159+
Check availability
Van Buren Hotel - Shipshewana - Patio
Van Buren Hotel
Shipshewana, IN
8.9Very good(1004)
Parking
Free Wi-Fi
Pool
Pet friendly
$156+
Check availability
Blue Gate Garden Inn - Shipshewana - Living room
Blue Gate Garden Inn
Shipshewana, IN
9.2Wonderful(2279)
Parking
Free Wi-Fi
Pool
$155+
Check availability
Super 8 by Wyndham Shipshewana - Shipshewana - Bedroom
Super 8 by Wyndham Shipshewana
Shipshewana, IN
8.2Very good(895)
Parking
Free Wi-Fi
Pet friendly
$100+
Check availability
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury - Middlebury - Kitchen
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Middlebury, IN
Free Wi-Fi
$165+
Check availability
The Loft 3BR Apartment with Scenic Deck - Middlebury - Living room
The Loft 3BR Apartment with Scenic Deck
Middlebury, IN
Free Wi-Fi
$416+
Check availability
Charming 1912 Bungalow in Middlebury Indiana - Middlebury - Dining room
Charming 1912 Bungalow in Middlebury Indiana
Middlebury, IN
Free Wi-Fi
$480+
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Lakin' It Easy - Middlebury - Balcony
Lakin' It Easy
Middlebury, IN
9.3Wonderful(13)
$222+
Check availability
Charming Middlebury Retreat with Patio and Fire Pit - Middlebury - Living room
Charming Middlebury Retreat with Patio and Fire Pit
Middlebury, IN
Free Wi-Fi
$346+
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Game Room | Pool Table | Foosball|Family Focused| - Middlebury - Living room
Game Room | Pool Table | Foosball|Family Focused|
Middlebury, IN
$264+
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That Pretty Place Bed & Breakfast - Middlebury
That Pretty Place Bed & Breakfast
Middlebury, IN
9.6Wonderful(42)
Free Wi-Fi
$81+
Check availability
Waterfront Retreat, 10 Mi to Dtwn Shipshewana - Middlebury
Waterfront Retreat, 10 Mi to Dtwn Shipshewana
Middlebury, IN
9.7Wonderful(15)
$375+
Check availability
Mckenzie House Bed & Breakfast - Middlebury
Mckenzie House Bed & Breakfast
Middlebury, IN
Free Wi-Fi
$137+
Check availability
Adjoining apts - main & 2nd level - Middlebury
Adjoining apts - main & 2nd level
Middlebury, IN
$285+
Check availability

Popular filters in Middlebury hotels

Hotels with parking
Essenhaus Inn & Conf. Center, Hampton Inn & Suites Middlebury and others
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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 February, with average rates of $97. In comparison, September is the most expensive month, with prices at $222.

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

Tuesday offers the lowest rates in Middlebury, with an average nightly price of $114. The highest prices are found on Friday, with average rates at $178.
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Good to know

Low season

October

High season

June

Average price (weeknight)

$121

Average price (weekend night)

$166
Cheapest month to stay with an average 29% drop in price.
Most expensive month to stay with an average 36% 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

  • The cheapest 3-star hotel room in South Bend found on KAYAK in the last 2 weeks was $123, while the most expensive was $155.
  • How long should you stay? KAYAK users usually book their hotel 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 Farmstead Inn & Conference Center.

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

Middlebury Hotel Deals. Search and compare hotels in Middlebury. Find cheap hotel rooms in Middlebury. KAYAK searches hundreds of travel sites to help you find cheap hotels and book the room that suits you best.

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