Photo by Ann Sair

Search Guest Houses in Middlebury

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Guest Houses in Middlebury

No exact matches found, but these alternatives could be just right

Recommended hotels in Middlebury

Courtyard
Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 star property
Middlebury
9.8 out of 10, Exceptional, (1001)
"Great staff Great room Clean pool/spa Great food Great service"
United States
Nathan
$109 nightly
The price is $122
Dec 14 - Dec 15
Total with taxes and fees
Essenhaus Inn & Conference Center
Restaurant
Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 star property
Middlebury
8.4 out of 10, Very Good, (1005)
"Proximity to Shipshewana. "
United States
Kimberly
$107 nightly
The price is $120
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn & Suites Middlebury
Family Cottage, 3 Bedrooms, Non Smoking, Lake View | Lake view
The Wellington Cottage

The Wellington Cottage

3.0 star property
Middlebury
10.0 out of 10, Exceptional, (6)
"It had everything we needed was off the beaten path, we swam in the water and used the paddle boat, nice and relaxing"
United States
Susan
$71 nightly
The price is $82
Dec 14 - Dec 15
Total with taxes and fees
The Wellington Cottage
Property grounds
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

2.0 star property
Middlebury
10.0 out of 10, Exceptional, (41)
"Very nice place a little into the countryside. Will definitely stay again next time I’m in the area."
United States
Brad
$135 nightly
The price is $144
Dec 14 - Dec 15
Total with taxes and fees
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Fridge, microwave, oven, stovetop
Lemon Hill Amish Guest House. . . an Amish themed, whole house experience.

Lemon Hill Amish Guest House. . . an Amish themed, whole house experience.

Middlebury
10.0 out of 10, Exceptional, (31)
"Fantastic place ! We loved it !!! Absolutely loved every thoughtful part of the stay! "
United States
Kateri
$246 nightly
The price is $263
Dec 8 - Dec 9
Total with taxes and fees
Lemon Hill Amish Guest House. . . an Amish themed, whole house experience.
Fridge, microwave, oven, stovetop
| Hot Tub | Amish Farm Country | Pergola | Deck |

| Hot Tub | Amish Farm Country | Pergola | Deck |

Middlebury
10.0 out of 10, Exceptional, (92)
"Beautiful house, well equipped (including an outdoor hot tub!), clean, comfortable, top-notch. We're definitely hoping to stay there again sometime."
United States
Joel J N.
$259 nightly
The price is $261
Dec 8 - Dec 9
Total with taxes and fees
| Hot Tub | Amish Farm Country | Pergola | Deck |
Smart TV, DVD player
Hidden Log Cabin | Hot Tub | Ping Pong | Family |

Hidden Log Cabin | Hot Tub | Ping Pong | Family |

Goshen
10.0 out of 10, Exceptional, (10)
"Such a lovely place!It was spotless and peaceful"
United States
Marilee G.
$270 nightly
The price is $272
Dec 10 - Dec 11
Total with taxes and fees
Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Outdoor spa tub
HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated

Middlebury
10.0 out of 10, Exceptional, (62)
"Nice, quiet place for a ladies weekend. Would recommend and stay here again."
United States
Stephanie K.
$257 nightly
The price is $260
Dec 9 - Dec 10
Total with taxes and fees
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Smart TV, books
The Back Porch Haven Stay in Amish Country yet close to Notre Dame

The Back Porch Haven Stay in Amish Country yet close to Notre Dame

Middlebury
10.0 out of 10, Exceptional, (25)
"House was nice & clean, enjoyed our stay!"
United States
Delmer Y.
$299 nightly
The price is $320
Dec 20 - Dec 21
Total with taxes and fees
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
House | 2 bedrooms
Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated

2.0 star property
Middlebury
$253 nightly
The price is $271
Dec 8 - Dec 9
Total with taxes and fees
Farm Country Amish Country Newly Renovated
Exterior
Blue Gate Garden Inn

Blue Gate Garden Inn

2.5 star property
Shipshewana
9.6 out of 10, Exceptional, (1422)
"This was our third stay and each time has been great."
United States
Cathy
$110 nightly
The price is $126
Dec 14 - Dec 15
Total with taxes and fees
Blue Gate Garden Inn
Porch
Brook Pointe Inn

Brook Pointe Inn

2.0 star property
Syracuse
8.4 out of 10, Very Good, (403)
"Great experience "
United States
Adam
$104 nightly
The price is $116
Jan 3 - Jan 4, 2026
Total with taxes and fees
Brook Pointe Inn
Exterior
Holiday Inn Express Howe by IHG

Holiday Inn Express Howe by IHG

2.5 star property
Howe
9.0 out of 10, Wonderful, (594)
"We really enjoyed our stay! The room was very clean, and the staff was very courteous, polite and helpful. "
United States
Leon
$101 nightly
The price is $116
Dec 27 - Dec 28
Total with taxes and fees
Holiday Inn Express Howe by IHG
Reception
Hampton Inn Sturgis-Lagrange Area

Hampton Inn Sturgis-Lagrange Area

2.5 star property
Sturgis
8.4 out of 10, Very Good, (377)
"Loved our stay"
United States
June
$103 nightly
The price is $109
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn Sturgis-Lagrange Area
View from property
Farmstead Inn & Conference Center

Farmstead Inn & Conference Center

2.5 star property
Shipshewana
9.6 out of 10, Exceptional, (1001)
"Wonderful place to stay!"
United States
Julie
$137 nightly
The price is $157
Jan 1 - Jan 2, 2026
Total with taxes and fees
Farmstead Inn & Conference Center
Front of property
Van Buren Hotel

Van Buren Hotel

2.5 star property
Shipshewana
9.2 out of 10, Wonderful, (1312)
"Room was clean an the staff was friendly "
United States
Randy
$109 nightly
The price is $125
Dec 14 - Dec 15
Total with taxes and fees
Van Buren Hotel
Front of property - evening/night
Der Ruhe Blatz Motel

Der Ruhe Blatz Motel

2.5 star property
Shipshewana
8.8 out of 10, Excellent, (1000)
"Nice clean motel for overnight stay. "
United States
NANCY
$85 nightly
The price is $98
Dec 13 - Dec 14
Total with taxes and fees
Der Ruhe Blatz Motel
Reception
Tru by Hilton Elkhart, IN

Tru by Hilton Elkhart, IN

2.5 star property
Elkhart
9.2 out of 10, Wonderful, (707)
"Everything was great! Staff was friendly, room was clean "
United States
Gretchen
$67 nightly
The price is $75
Jan 4 - Jan 5, 2026
Total with taxes and fees
Tru by Hilton Elkhart, IN
Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Comfort Suites Elkhart North

Comfort Suites Elkhart North

2.5 star property
Elkhart
8.6 out of 10, Excellent, (472)
"nice place, comfortable bed, friendly service "
United States
Henry
$65 nightly
The price is $73
Dec 12 - Dec 13
Total with taxes and fees
Comfort Suites Elkhart North
Free daily continental breakfast
Microtel Inn & Suites by Wyndham Elkhart

Microtel Inn & Suites by Wyndham Elkhart

2.0 star property
Elkhart
7.8 out of 10, Good, (1003)
"Nice hotel"
United States
Patrice
$54 nightly
The price is $61
Jan 1 - Jan 2, 2026
Total with taxes and fees
Microtel Inn & Suites by Wyndham Elkhart
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlebury Hotel Reviews

Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

10/10 Excellent
"Yes"
Jason 1-night trip
Posted 2 days ago
Hampton Inn & Suites Middlebury

Find out more about Middlebury

Middlebury Guest Houses information

Number of reviews
10,544
Accommodation
0 Guest Houses
Lowest Price
$61
Highest Price
$320

Explore a world of travel with Expedia