Title: Middlesex Vacation Packages & Trips 2026 | 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) ![](https://images.trvl-media.com/place/553248635935228195/ac70f7cc-08c7-42a3-92ce-851b61158d87.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Middlesex Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Matthew Jay - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Middlesex Vacation With everything organized before you set off, our Middlesex vacation packages mean you can simply focus on vacationing! One neighborhood to base yourself in this fascinating city is Bristol Hills, which is great for camping and hiking. Eager to see the sights? Spend your days enjoying top attractions like [Clarks Gully](https://www.expedia.ca/Clarks-Gully-Middlesex.d553248621561241993.Vacation-Attraction) during your trip to Middlesex. Browse Expedia's extensive range of travel options and book your ultimate vacation to Middlesex today. ## Ready to book your vacation to Middlesex? Choose your dates ## Middlesex Hotel Deals ![The Lake House on Canandaigua](https://images.trvl-media.com/lodging/50000000/49090000/49087800/49087717/8c8bd4ba_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Lake House on Canandaigua 770 South Main Street Canandaigua NY Fully refundableReserve now, pay when you stay CA $343 CA $449 total May 3 - May 4 includes taxes & fees 9.4/10 Exceptional! (466 reviews) Clean updated comfortable room huge shower friendly staff amazing property Reviewed on Apr 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=03%2F05%2F2026&endDate=04%2F05%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 Fully refundableReserve now, pay when you stay CA $124 CA $141 total Apr 28 - Apr 29 includes taxes & fees 8.2/10 Very Good! (1,090 reviews) They tried to mislead me about the hotel’s pool facilities—the information provided to guests is incorrect, as the pool is out of service. Reviewed on Apr 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=28%2F04%2F2026&endDate=29%2F04%2F2026&selected=60711&PinnedHotelID=60711&HadPinnedHotel=true®ionId=553248635935228195) ![Microtel by Wyndham Penn Yan Finger Lakes Region](https://images.trvl-media.com/lodging/12000000/11030000/11022300/11022292/fd69a1a4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Microtel by Wyndham Penn Yan Finger Lakes Region 124 Elm St Penn Yan NY Fully refundableReserve now, pay when you stay CA $105 CA $118 total Apr 28 - Apr 29 includes taxes & fees 8.8/10 Excellent! (1,000 reviews) The bed was horrible ugh. Reviewed on Apr 7, 2026 [](https://expedia.ca/Hotel-Search?startDate=28%2F04%2F2026&endDate=29%2F04%2F2026&selected=11022292&PinnedHotelID=11022292&HadPinnedHotel=true®ionId=553248635935228195) [See all 1,441 properties in Middlesex](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F04%2F2026&endDate=09%2F04%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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](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