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Find Romantic Hotels in Middlebury, IN

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Top Middlebury Romantic Hotels

Brook Pointe Inn

2.0 star property
Syracuse
8.4 out of 10, Very Good, (403)
"Great experience "
United States
Adam
Brook Pointe Inn

Amish Inn

2.0 star property
Nappanee
8.6 out of 10, Excellent, (405)
"Clean and good service"
United States
Vanessa
The price is AED 327
AED 367 total
includes taxes & fees
11 Dec - 12 Dec
Amish Inn

Oakwood Resort

3.0 star property
Syracuse
9.2 out of 10, Wonderful, (405)
"Beautiful property and helpful staff"
United States
Christina
Oakwood Resort

Super 8 by Wyndham Goshen

2.0 star property
Goshen
7.4 out of 10, Good, (177)
"This motel is simply a stopping point for RV Transport Drivers in the area! I will NEVER consider this location in the future!"
United States
Jeffrey
The price is AED 218
AED 244 total
includes taxes & fees
16 Dec - 17 Dec
Super 8 by Wyndham Goshen

Hot Tub, Couples Hideaway, Private, Coziness, Country, Birds, Wildlife, Quiet

Vandalia
10.0 out of 10, Exceptional, (65)
"Very nice, and very clean, we enjoyed our stay "
United States
Steve
The price is AED 496
AED 838 total
includes taxes & fees
6 Dec - 7 Dec
Hot Tub, Couples Hideaway, Private, Coziness, Country, Birds, Wildlife, Quiet

Inn Between the Lakes

2.0 star property
Three Rivers
10.0 out of 10, Exceptional, (4)
"It was a lovely stay and we got a warm welcome when we got there. The room was clean, modern and had everything one can need - including a kitchenette. Will stay there again"
United States
Peteris
The price is AED 653
AED 984 total
includes taxes & fees
10 Dec - 11 Dec
Inn Between the Lakes

Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!

Goshen
10.0 out of 10, Exceptional, (120)
"This was an amazing place to stay. It was private and peaceful yet close to restaurants and shopping. The area is beautiful and we will definitely recommend this home to others. "
United States
Tina c.
The price is AED 679
AED 1,486 total
includes taxes & fees
25 Dec - 26 Dec
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!

Riverhaven! Gorgeous A-Frame On St Joe River!!

Bristol
9.8 out of 10, Exceptional, (24)
"amazing stay along the st joseph river . "
United States
Monk T.
The price is AED 843
AED 1,829 total
includes taxes & fees
8 Dec - 9 Dec
Riverhaven! Gorgeous A-Frame On St Joe River!!

Beautiful Waterfront Home on Baugo Bay

Osceola
9.4 out of 10, Exceptional, (38)
"Great stay and great host!"
United States
jennifer
The price is AED 1,836
AED 2,412 total
includes taxes & fees
31 Dec - 1 January 2026
Beautiful Waterfront Home on Baugo Bay
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.

Top Middlebury Hotel Reviews

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Frequently asked questions

Searching for romantic hotels in Middlebury?
Are you and your partner looking for a romantic getaway? Our guests also enjoy Middlebury for its restaurants. If you want to explore the area, you might head to Deutsch Kase Haus, Stone Lake, or Meadow Valley Golf Club. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Middlebury?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Middlebury: The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Middlebury is 45 inches.
What is there to do in Middlebury?
There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all that Middlebury has to offer. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Middlebury for its restaurants. A visit to Deutsch Kase Haus, Stone Lake, or Meadow Valley Golf Club might be just the ticket when you're checking out the sights.
What's the best way to get to Middlebury and around town during my romantic getaway?
This information about transportation options in Middlebury might help your romantic getaway go off without a hitch: To get to Middlebury, book a flight to Goshen, IN (GSH-Goshen Municipal), which is the closest major airport, located 11.5 mi (18.5 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.