Title: Visit Middlesex: Best of Middlesex Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Middlesex](https://expedia.ca/Middlesex-Hotels.d553248635935228195.Travel-Guide-Hotels)[Vacation Rentals in Middlesex](https://expedia.ca/Middlesex-Vacation-Rentals.d553248635935228195.Travel-Guide-VacationRentals)[Middlesex Car Rentals](https://expedia.ca/Car-Rentals-In-Middlesex.d553248635935228195.Car-Rental-Guide)[Middlesex Vacation Packages](https://expedia.ca/Middlesex.d553248635935228195.Destination-Travel-Guides) # Middlesex ## Travel Guide ![Cascade at Clark's Gully #Localsecrets #Mybackyard](https://images.trvl-media.com/place/553248635935228195/ac70f7cc-08c7-42a3-92ce-851b61158d87.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Cascade at Clark's Gully #Localsecrets #Mybackyard](https://images.trvl-media.com/place/553248635935228195/ac70f7cc-08c7-42a3-92ce-851b61158d87.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Middlesex Things to do - Middlesex Hotel Deals - Vacation Rentals in Middlesex ![The Lake House on Canandaigua](https://images.trvl-media.com/lodging/50000000/49090000/49087800/49087717/07c0c541_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Lake House on Canandaigua 770 South Main Street Canandaigua NY CA $309 CA $410 total Feb 19 - Feb 20 includes taxes & fees Book a stay at this luxury hotel in Canandaigua. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ... 9.2/10 Wonderful! (448 reviews) Everything was amazing! Reviewed on Feb 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F02%2F2026&endDate=20%2F02%2F2026&selected=49087717&PinnedHotelID=49087717&HadPinnedHotel=true®ionId=553248635935228195) ![41 Lakefront Hotel, Trademark Collection By Wyndham](https://images.trvl-media.com/lodging/1000000/70000/60800/60711/c46b1bc3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 41 Lakefront Hotel, Trademark Collection By Wyndham 41 Lake Front Blvd Geneva NY CA $122 CA $138 total Feb 9 - Feb 10 includes taxes & fees Book a stay at this business-friendly hotel in Geneva. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms ... 8.2/10 Very Good! (1,077 reviews) Clean room and great location Reviewed on Jan 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=60711&PinnedHotelID=60711&HadPinnedHotel=true®ionId=553248635935228195) ![Hotel Canandaigua, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/51000000/50900000/50896900/50896866/8aa2072d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Canandaigua, Tapestry Collection by Hilton 205 Lakeshore Drive Canandaigua NY CA $181 CA $205 total Feb 18 - Feb 19 includes taxes & fees Stay at this hotel in Canandaigua. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions ... 8.8/10 Excellent! (318 reviews) From the moment o walked in the staff was kind and helpful. The entrance, restaurant, and rooms were clean and inviting Reviewed on Feb 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=50896866&PinnedHotelID=50896866&HadPinnedHotel=true®ionId=553248635935228195) [See all 1,426 properties in Middlesex](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026®ionId=553248635935228195) 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. ![Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK](https://images.trvl-media.com/lodging/19000000/18770000/18761700/18761695/1a8885fe_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK Dresden NY Stay at this vacation home in Dresden. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Keuka Lake Outlet Trail and Prejean Winery ... 9/10 Wonderful! (282 reviews) Cozy cottage with everything you need. Amazing view of the lake and sunrise and nature. Cottage was clean and thoughtfully stocked with games, books, cookware, extra blankets and pillows. Best thing was the hot tub. Sitting in there at night with a ten degree temp and a light snow was relaxing and ... Reviewed on Feb 1, 2026 [](https://expedia.ca/Dresden-Hotels-Lake-Dreamin-Seneca-Lake-Waterfront-Hot-Tub-Wine-Trail.h18761695.Hotel-Information) ![Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..](https://images.trvl-media.com/lodging/19000000/18980000/18979100/18979043/41fb588c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region.. Naples NY Stay at this cottage in Naples. Enjoy free WiFi, a water park, and patios. Popular attractions Naples Community Park Disc Golf Course and Clarks Gully are located ... 8.6/10 Excellent! (237 reviews) The cabin was just what we were looking for- a quiet escape. Hot tub and video games made it that much better. Thank you! Reviewed on Jan 19, 2026 [](https://expedia.ca/Naples-Hotels-Nature-Lovers-Getaway-Nestled-In-The-Hills-Of-The-Finger-Lakes-Region.h18979043.Hotel-Information) ![Serenity Place: lake home with hot tub, pool table/game room, and private lakefront](https://images.trvl-media.com/lodging/35000000/34330000/34321400/34321327/dabe71fa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Serenity Place: lake home with hot tub, pool table/game room, and private lakefront Penn Yan NY Book a stay at this family-friendly vacation home in Penn Yan. Enjoy free WiFi, laundry facilities, and a pool table. Popular attractions Prejean Winery and ... 9.8/10 Exceptional! (83 reviews) Great views. Cozy house. Perfect for a family get away. Reviewed on Dec 1, 2025 [](https://expedia.ca/Penn-Yan-Hotels-Serenity-Place-Lake-Home.h34321327.Hotel-Information) [See all properties in Middlesex](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248635935228195&sort=VACATION_RENTAL) 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. ## Check Middlesex hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635935228195&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635935228195&startDate=2026-02-08&endDate=2026-02-09) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635935228195&startDate=2026-02-09&endDate=2026-02-10)[Feb 9 - Feb 10](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635935228195&startDate=2026-02-09&endDate=2026-02-10) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635935228195&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[Feb 13 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635935228195&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026) ### 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. [](https://expedia.ca/Clarks-Gully-Middlesex.d553248621561241993.Vacation-Attraction) ## Cities near Middlesex ![Fall in Penn Yan New York](https://images.trvl-media.com/place/183705/58b3e219-265d-4343-aee0-b26443aedbf8.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Penn Yan - Cities near Middlesex - Places of interest [Penn Yan](https://expedia.ca/Penn-Yan.dx183705)[Rushville](https://expedia.ca/Rushville.dx553248634998840024) - [Bristol Mountain Ski Resort ](https://expedia.ca/Bristol-Mountain-Ski-Resort-Canandaigua.d553248621532664860.Vacation-Attraction) - [Seneca Lake State Park ](https://expedia.ca/Seneca-Lake-State-Park-Geneva.d6211502.Vacation-Attraction) - [Keuka Lake State Park ](https://expedia.ca/Keuka-Lake-State-Park-Keuka-Park.d6217978.Vacation-Attraction) - [South Main Street ](https://expedia.ca/South-Main-Street-Geneva.d6337530.Vacation-Attraction) - [Hermann J. Wiemer Vineyard ](https://expedia.ca/Hermann-J-Wiemer-Vineyard-Dundee.d553248621532664963.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app