Photo by Ann Sair

Hotels in Middlebury

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The Wellington Cottage
The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (7 reviews)
This family-friendly Middlebury cottage offers complimentary WiFi and parking near Stone Lake. Enjoy kayaking adventures, relax in the deep soaking tub, or catch up on work at the 24-hour business center. Smart TV and convenient amenities create a perfect home base for exploring local lakes.
The price is $130
$155 total
includes taxes & fees
May 5 - May 6
The Wellington Cottage
Essenhaus Inn & Conference Center
Essenhaus Inn & Conference Center
3.5 star property
Middlebury
9.6 out of 10, Exceptional, (1,001 reviews)
Tucked away in Middlebury with an inviting indoor pool and full-service restaurant, this welcoming retreat offers 24-hour fitness access and a peaceful terrace. Just minutes from Middlebury Community Historical Park with free breakfast, WiFi, and parking.
The price is $149
$167 total
includes taxes & fees
May 2 - May 3
Essenhaus Inn & Conference Center
Hampton Inn & Suites Middlebury
Hampton Inn & Suites Middlebury
2.5 star property
Middlebury
8.4 out of 10, Very Good, (1,000 reviews)
The price is $126
$141 total
includes taxes & fees
May 10 - May 11
Hampton Inn & Suites Middlebury
Hidden Log Cabin Hot Tub Ping Pong Family
Hidden Log Cabin Hot Tub Ping Pong Family
2.0 star property
Middlebury
The price is $174
$332 total
includes taxes & fees
May 7 - May 8
Hidden Log Cabin Hot Tub Ping Pong Family
Lake House Kayaks Patio Deck Private Pier
Lake House Kayaks Patio Deck Private Pier
2.0 star property
Rome City
The price is $150
$326 total
includes taxes & fees
May 4 - May 5
Lake House Kayaks Patio Deck Private Pier
Quality Inn & Suites Howe - Sturgis
Quality Inn & Suites Howe - Sturgis
2.0 star property
Howe
6.0 out of 10, (1,000 reviews)
Escape to this peaceful Howe motel offering free breakfast, WiFi, and parking. The attentive staff ensures a relaxing stay while nearby attractions like Green Valley Golf & Health Club and Oaklawn Terrace Park await exploration.
The price is $66
$76 total
includes taxes & fees
May 31 - Jun 1
Quality Inn & Suites Howe - Sturgis
Hampton Inn Sturgis-Lagrange Area
Hampton Inn Sturgis-Lagrange Area
2.5 star property
Sturgis
8.4 out of 10, Very Good, (386 reviews)
Clean and quiet accommodations in Sturgis with an indoor pool and fitness center. Free breakfast, WiFi, and parking enhance your stay while visiting nearby attractions. Business travelers appreciate the convenient amenities and tranquil atmosphere.
The price is $122
$130 total
includes taxes & fees
May 10 - May 11
Hampton Inn Sturgis-Lagrange Area
Holiday Inn Express Howe by IHG
Holiday Inn Express Howe by IHG
2.5 star property
Howe
9.0 out of 10, Wonderful, (623 reviews)
Peacefully situated in Howe, this hotel offers well-insulated rooms and minimal noise for restful stays. Complimentary breakfast, WiFi, and parking enhance your visit, while the indoor pool provides year-round relaxation near Green Valley Golf.
The price is $116
$133 total
includes taxes & fees
May 10 - May 11
Holiday Inn Express Howe by IHG
Best Western Plus Howe Inn
Best Western Plus Howe Inn
2.5 star property
Howe
9.0 out of 10, Wonderful, (968 reviews)
Escape to this peaceful hotel with complimentary breakfast, WiFi, and parking. Swim year-round in the indoor pool or work out at the fitness center. Located near Green Valley Golf & Health Club, with exceptionally helpful staff that guests consistently praise.
The price is $106
$122 total
includes taxes & fees
May 14 - May 15
Best Western Plus Howe Inn
Country Hearth Inn & Suites By OYO Sturgis
Country Hearth Inn & Suites By OYO Sturgis
2.5 star property
Sturgis
3.6 out of 10, (108 reviews)
This friendly hotel offers convenient room service and daily housekeeping, with Oaklawn Terrace Park nearby. The 24-hour front desk ensures assistance anytime during your stay, and Green Valley Golf & Health Club provides recreation options.
The price is $60
$70 total
includes taxes & fees
May 3 - May 4
Country Hearth Inn & Suites By OYO Sturgis
Travelodge by Wyndham Sturgis
Travelodge by Wyndham Sturgis
2.0 star property
Sturgis
6.8 out of 10, (618 reviews)
Wake up refreshed at this tranquil hotel in Sturgis where quiet rooms ensure quality sleep. Just a short distance from Oaklawn Terrace Park and Green Valley Golf & Health Club, enjoy convenient free WiFi, parking, and room service during your stay.
The price is $79
$84 total
includes taxes & fees
May 31 - Jun 1
Travelodge by Wyndham Sturgis
Der Ruhe Blatz Motel
Der Ruhe Blatz Motel
2.5 star property
Shipshewana
8.8 out of 10, Excellent, (1,000 reviews)
Located near Blue Gate Performing Arts Center, this welcoming motel offers complimentary WiFi and parking. Wake up to continental breakfast served daily, then explore nearby Michiana Event Center. Travelers consistently praise the helpful staff and morning meal.
The price is $109
$125 total
includes taxes & fees
May 3 - May 4
Der Ruhe Blatz Motel
Blue Gate Garden Inn
Blue Gate Garden Inn
2.5 star property
Shipshewana
9.6 out of 10, Exceptional, (1,515 reviews)
Embrace the charm of Shipshewana at this welcoming hotel with a restaurant and hot tub. Explore nearby Blue Gate Performing Arts Center after enjoying free breakfast. The indoor pool, 24-hour fitness center, and helpful staff ensure a comfortable countryside getaway.
The price is $120
$138 total
includes taxes & fees
May 3 - May 4
Blue Gate Garden Inn
Super 8 by Wyndham Shipshewana
Super 8 by Wyndham Shipshewana
2.0 star property
Shipshewana
8.6 out of 10, Excellent, (1,005 reviews)
Wake up to complimentary on-the-go breakfast at this friendly Shipshewana hotel. Located near Blue Gate Performing Arts Center and Menno-Hof Museum, it offers free WiFi and parking with service that earns praise from guests.
The price is $89
$102 total
includes taxes & fees
May 10 - May 11
Super 8 by Wyndham Shipshewana
Van Buren Hotel
Van Buren Hotel
4.0 star property
Shipshewana
9.2 out of 10, Wonderful, (1,380 reviews)
This business-friendly hotel in Shipshewana offers a complimentary breakfast to start your day. Enjoy the indoor pool and fitness center after exploring nearby Davis Mercantile. Guests love the helpful staff and convenient free WiFi and parking during their stay.
The price is $129
$148 total
includes taxes & fees
May 3 - May 4
Van Buren Hotel
Farmstead Inn & Conference Center
Farmstead Inn & Conference Center
2.5 star property
Shipshewana
9.6 out of 10, Exceptional, (1,026 reviews)
Experience traditional Amish Country comfort at this welcoming hotel near Shipshewana Auction and Flea Market. The indoor pool with children's area, free breakfast, and in-room refrigerators make family stays easy, while the helpful staff ensures a memorable visit.
The price is $137
$157 total
includes taxes & fees
May 3 - May 4
Farmstead Inn & Conference Center
Lake Front Cottage Kayaks Game Table Fun
Lake Front Cottage Kayaks Game Table Fun
2.0 star property
Shipshewana
Lake Front Cottage Kayaks Game Table Fun
Americas Best Value Inn & Suites Three Rivers
Americas Best Value Inn & Suites Three Rivers
2.0 star property
Three Rivers
6.2 out of 10, (203 reviews)
Stay connected with free WiFi in this convenient Three Rivers motel. Enjoy complimentary parking while exploring nearby South Lanes Family Fun Center and Scidmore Park and Petting Zoo. The 24-hour front desk ensures assistance whenever needed.
The price is $102
$108 total
includes taxes & fees
May 3 - May 4
Americas Best Value Inn & Suites Three Rivers
Holiday Inn Express & Suites Three Rivers by IHG
Holiday Inn Express & Suites Three Rivers by IHG
2.5 star property
Three Rivers
7.8 out of 10, Good, (439 reviews)
Immerse in comfort at this welcoming Three Rivers retreat, just minutes from South Lanes Family Fun Center. Morning swims in the indoor pool, free breakfast, and on-site fitness center make every stay enjoyable.
The price is $127
$135 total
includes taxes & fees
May 7 - May 8
Holiday Inn Express & Suites Three Rivers by IHG
Oakwood Resort
Oakwood Resort
3.0 star property
Syracuse
9.2 out of 10, Wonderful, (418 reviews)
The price is $119
$133 total
includes taxes & fees
May 3 - May 4
Oakwood Resort
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.

When is the best time to visit Middlebury?

Our prices for hotels in Middlebury are cheapest in April
Price trends for hotels in Middlebury
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Middlebury
May
High 20°C / low 11°C. Sunny most days.
View properties in May
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May, no crowd data, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 8 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -3 degrees Celsius. Cloudy most days.
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January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 8 degrees Celsius, average low temperature -1 degrees Celsius. Cloudy most days.
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April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Cloudy most days.
Monthly weather averages (˚C)

Top landmarks in Middlebury

Learn more about Middlebury

Amish buggies share the road with cars on Main Street, where shops sell handcrafted quilts that tell stories through fabric. The Krider World's Fair Garden showcases flower beds originally designed for the 1933 Chicago World's Fair. Enjoy live performances at Essenhaus Heritage Hall after sampling authentic Amish cooking at local restaurants with daily-changing pie selections. Deutsch Kase Haus offers cheese-making demonstrations with samples of their award-winning varieties. Stone Lake provides peaceful fishing spots, while Meadow Valley Golf Club welcomes players of all levels. The Middlebury Community Historical Museum reveals how this town preserves its heritage while embracing visitors seeking a genuine slice of rural American life.

Photo by Ann Sair
Open Photo by Ann Sair

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Frequently asked questions

What hotels do travelers like in Middlebury?
Can I book refundable hotels in Middlebury?
If you're looking for the flexibility to change your plans to Middlebury, most hotels offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I consider staying in Middlebury if I'm looking for an affordable accommodation?
An inexpensive option worth considering is Hampton Inn & Suites Middlebury.
Where can I stay in Middlebury if I want a vacation rental instead of a hotel?
If you're looking for a good alternative to a hotel, look over our selection of 15 vacation homes.
What will the weather in Middlebury be like during my visit?
The warmest months in Middlebury are usually July and August with an average temp of 69°F. January and February are the chilliest months when the average temp is 30°F. The rainiest months are June and May.
Why should I book my Middlebury hotel with Hotels.com?
There are plenty of reasons to book your Middlebury travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.