Photo by Matthew Jay
4 Star Hotels in Middlesex, New York
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Our top choices for Middlesex 4-star hotels
9.4 out of 10, Exceptional, (435)
"Great stay!"
Andrew
The price is €270
includes taxes & fees
22 Jan - 23 Jan 2026
9.8 out of 10, Exceptional, (139)
"A wonderful time at a spectacular place. A lot of history at the Sutherland very nice place on a wonderful location "
WAYNE
Lakefront Home:Christmas/NYs: cozy up 2 our fireplace after skiing/wine tasting
Lakefront Home:Christmas/NYs: cozy up 2 our fireplace after skiing/wine tastingCanandaigua
8.6 out of 10, Excellent, (14)
"The property is a lovely lakefront house with upper and lower porches overlooking dock and lake. The mid-Sept weather was gorgeous; kayaked twice and even managed a (chilly) swim in the lake. Having a piano in the living room was special; it was fun trying to remember my piano lessons from 60 years ago. The house is conveniently located just a few minutes from town with several restaurants and Wegman's that offers prepared meals that can be warmed up. The Heron Hill winery is a 20 min scenic...
Sandra H.
The price is €547
includes taxes & fees
1 Jan - 2 Jan 2026
10.0 out of 10, Exceptional, (13)
"Breakfast was wonderful as was the company. Wonderful hosts!"
Mary
The price is €264
includes taxes & fees
11 Jan - 12 Jan 2026
10.0 out of 10, Exceptional, (77)
"Excellent breakfast. Wonderful hosts! "
Carolyn
9.2 out of 10, Wonderful, (315)
"Beautiful Inn!
Karin is a gracious host and excellent tour guide
Delicious breakfast each morning
Great location
Overall just lovely!"
renee
The price is €212
includes taxes & fees
1 Jan - 2 Jan 2026
10.0 out of 10, Exceptional, (12)
"Wonderful historical property with friendly hosts and a nice breakfast. It was the perfect place for a quiet weekend getaway. "
Scott
9.8 out of 10, Exceptional, (20)
"ABSOLUTELY WONDERFUL PLACE!"
KATIE
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Learn more about Middlesex
Nestled along the shores of Canandaigua Lake, this charming town invites visitors to explore the dramatic rock formations of Clarks Gully. Outdoor enthusiasts can split their time between Deep Run Beach's refreshing waters and nearby Bristol Mountain's scenic slopes depending on the season.
Photo by Matthew Jay
Open Photo by Matthew Jay