Photo by Matthew Jay

Hotels in Middlesex

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Check prices for these dates

Tonight
Apr 24 - Apr 25
Tomorrow
Apr 25 - Apr 26
This weekend
Apr 25 - Apr 27
Next weekend
May 2 - May 4

Where to stay in Middlesex?

The Naples Hotel
Interior entrance

The Naples Hotel

3.0 star property
9.2 out of 10, Wonderful, (69)
The price is $242
includes taxes & fees
$219 per night
Apr 27 - Apr 28
The Naples Hotel
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 landmarks in Middlesex

Cascade at Clark's Gully #Localsecrets #Mybackyard

Clarks Gully

Clarks Gully is 4.2 mi (6.7 km) from central Middlesex, why not stop by during your stay.

See properties in Clarks Gully
Clarks Gully

Learn more about Middlesex

Middlesex is well-known for its attractions such as Canandaigua Lake and Clarks Gully.

See all hotels in Middlesex
Cascade at Clark's Gully #Localsecrets #Mybackyard
Photo by Matthew Jay
Open Photo by Matthew Jay
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
Sign in or join for free

Frequently asked questions

What hotels do travelers recommend in Middlesex?
Guests like Family Farmhouse: Spacious Retreat on Canandaigua.
Can I book refundable hotels in Middlesex?
If you’re looking for the flexibility to change your plans to Middlesex, most hotels provide 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 can I stay in Middlesex if I want a vacation rental instead of a hotel?
You’ll find 11 vacation homes on our site. You can also consider one of the 8 cottages for your trip.
What will the weather in Middlesex be like during my visit?
The warmest months in Middlesex are usually July and August with an average temp of 67°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are July and June.
Why should I book my Middlesex hotel through Hotels.com?
There are plenty of reasons to book your Middlesex 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.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

https://www.hotels.com/lp/b/deals