Middlesex Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Matthew Jay
Top hotels in Middlesex
The Lake House on Canandaigua
770 South Main Street Canandaigua NY
Fully refundableReserve now, pay when you stay
The price is 6.122.605 ₫ per night from 20 Jan to 21 Jan
6.122.605 ₫
8.082.009 ₫ total
20 Jan - 21 Jan
includes taxes & fees
9.2/10 Wonderful! (439 reviews)
Wonderful overnight getaway! Beautiful resort with a lot of amenities. Lovely. Rooms are beautiful and very clean!
Reviewed on 9 Jan 2026
Hotel Canandaigua, Tapestry Collection by Hilton
205 Lakeshore Drive Canandaigua NY
Fully refundableReserve now, pay when you stay
The price is 3.424.561 ₫ per night from 26 Jan to 27 Jan
3.424.561 ₫
3.886.878 ₫ total
26 Jan - 27 Jan
includes taxes & fees
8.8/10 Excellent! (309 reviews)
Clean room, great view and friendly, helpful staff. I would easily stay here again if the situation arises!
Reviewed on 4 Jan 2026
Plum Point Lodge
3482 Plum Point Rd. South Himrod NY
9.2/10 Wonderful! (420 reviews)
Great location to everything fun. Nice staff. Good price.
Reviewed on 30 Nov 2025
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.
Popular places to visit
Clarks Gully
Commune with nature and explore the great outdoors at Clarks Gully during your travels in Middlesex. Stroll along this relaxing area's lakeside or simply enjoy its wineries.
