Title: 4 Stars Hotels in Middlesex, New York from CA $337 - Find Cheap Middlesex Hotels With 4 Stars | Expedia.ca [Middlesex Travel Guide](https://expedia.ca/Middlesex.dx553248635935228195)[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)[Flights to Middlesex](https://expedia.ca/Cheap-Flights-To-Middlesex.d553248635935228195.Travel-Guide-Flights)[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) ![Cascade at Clark's Gully #Localsecrets #Mybackyard](https://images.trvl-media.com/place/553248635935228195/ac70f7cc-08c7-42a3-92ce-851b61158d87.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Matthew Jay # 4 Stars Hotels in Middlesex, New York from CA $337 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Middlesex 4 Star Hotels Tonight [Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=553248635935228195&startDate=2025-12-08&endDate=2025-12-09&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=553248635935228195&startDate=2025-12-09&endDate=2025-12-10&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635935228195&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635935228195&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middlesex 4 Star Hotels ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/50000000/49090000/49087800/49087717/07c0c541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/50000000/49090000/49087800/49087717/bce146be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/50000000/49090000/49087800/49087717/37445338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/50000000/49090000/49087800/49087717/8b2348e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lake House on Canandaigua Canandaigua 9.4/10 Exceptional (431) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $306 CA $407 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Canandaigua-Hotels-The-Lake-House-On-Canandaigua.h49087717.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1640000/1630300/1630279/223d8cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/2000000/1640000/1630300/1630279/dbcd237e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/2000000/1640000/1630300/1630279/21bf95d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/2000000/1640000/1630300/1630279/501364d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sutherland House Victorian Bed & Breakfast Canandaigua 9.8/10 Exceptional (138) "Our stay here was excellent. The breakfast alone was worth the cost of the stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher [](https://www.expedia.ca/Canandaigua-Hotels-Sutherland-House-Victorian-Bed-Breakfast.h1630279.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979126/61a4eccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979126/54ad3ba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979126/6ffca8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979126/1782978c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Home:Thanksgiving: cozy up to our fireplace after skiing/wine tasting Canandaigua 8.6/10 Excellent (14) "Had a great time. Beautiful place. Property was in great condition and everything was clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zach E. CA $484 CA $866 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Canandaigua-Hotels-Lakefront-Home-Kayaks.h18979126.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/103000000/102660000/102658100/102658092/55a82ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room | Bathroom](https://images.trvl-media.com/lodging/103000000/102660000/102658100/102658092/6b80667b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/103000000/102660000/102658100/102658092/edd4bf01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/103000000/102660000/102658100/102658092/11ea501f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canandaigua Guesthouse Canandaigua 10/10 Exceptional (13) "Breakfast was wonderful as was the company. Wonderful hosts!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $341 CA $387 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Canandaigua-Hotels-Canandaigua-Guesthouse.h102658092.Hotel-Information) ![Exclusive House, 5 Bedrooms, Kitchen, Beachfront | Outdoor pool](https://images.trvl-media.com/lodging/20000000/19570000/19562100/19562098/9e7d59ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/20000000/19570000/19562100/19562098/d8400de5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House, 5 Bedrooms, Kitchen, Beachfront | Property grounds](https://images.trvl-media.com/lodging/20000000/19570000/19562100/19562098/30be398e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19570000/19562100/19562098/02378739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waters Edge B&B Resort Geneva 10/10 Exceptional (77) "Excellent breakfast. Wonderful hosts! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn [](https://www.expedia.ca/Geneva-Hotels-Waters-Edge-BB-Resort.h19562098.Hotel-Information) ![Room, Private Bathroom (Susan B)](https://images.trvl-media.com/lodging/16000000/15160000/15152000/15151976/6254df1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15160000/15152000/15151976/00e56291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15160000/15152000/15151976/5f0e0779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15160000/15152000/15151976/4fb8ad84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B at Oliver Phelps Canandaigua 9.2/10 Wonderful (315) "Beautiful Inn! Karin is a gracious host and excellent tour guide Delicious breakfast each morning Great location Overall just lovely!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) renee CA $297 CA $337 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Canandaigua-Hotels-Bed-And-Breakfast-At-Oliver-Phelps.h15151976.Hotel-Information) ![Building design](https://images.trvl-media.com/lodging/91000000/90100000/90091900/90091900/9b4e4dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90100000/90091900/90091900/1ab5acbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/91000000/90100000/90091900/90091900/5c8f8192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/91000000/90100000/90091900/90091900/cf999093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Black Sheep Inn and Spa Hammondsport 10/10 Exceptional (12) "Wonderful historical property with friendly hosts and a nice breakfast. It was the perfect place for a quiet weekend getaway. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott [](https://www.expedia.ca/Hammondsport-Hotels-Black-Sheep-Inn-And-Spa.h90091900.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27100000/27091200/27091131/60ee1c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/28000000/27100000/27091200/27091131/e7793c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![24-inch LED TV with cable channels, TV, fireplace](https://images.trvl-media.com/lodging/28000000/27100000/27091200/27091131/7584cc61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![24-inch LED TV with cable channels, TV, fireplace](https://images.trvl-media.com/lodging/28000000/27100000/27091200/27091131/3e993c45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1795 Acorn Inn B&B Canandaigua 9.8/10 Exceptional (20) "ABSOLUTELY WONDERFUL PLACE!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KATIE [](https://www.expedia.ca/Canandaigua-Hotels-1795-Acorn-Inn-Bed-And-Breakfast.h27091131.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/19000000/18420000/18413200/18413154/d27118fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/19000000/18420000/18413200/18413154/e5ea03ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double Room Single Use, 1 Queen Bed, Jetted Tub](https://images.trvl-media.com/lodging/19000000/18420000/18413200/18413154/fb6429d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double Room Single Use, 1 Queen Bed](https://images.trvl-media.com/lodging/19000000/18420000/18413200/18413154/fa25db36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1897 Beekman House Dundee 10/10 Exceptional (75) "Really wonderful place! The breakfast was amazing and the hosts are great. Will definitely stay again and highly recommend. The only drawback is the location, the immediate area isn't really great, but is is a short drive to wineries and lakes." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dominick [](https://www.expedia.ca/Dundee-Hotels-1897-Beekman-House.h18413154.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Middlesex-Hotels.s40-0-d553248635935228195.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Middlesex-Hotels.s40-0-d553248635935228195.Travel-Guide-Filter-Hotels) ## 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. [See all hotels in Middlesex](https://www.expedia.ca/Hotel-Search?startDate=2025-12-22&endDate=2025-12-23&adults=2®ionId=553248635935228195) ![Cascade at Clark's Gully #Localsecrets #Mybackyard](https://images.trvl-media.com/place/553248635935228195/ac70f7cc-08c7-42a3-92ce-851b61158d87.jpg?impolicy=fcrop&w=900&h=675&p=1&q=high) Photo by Matthew Jay ## Top Middlesex Hotel Reviews ## Find out more about Middlesex If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Middlesex are calling your name. Known for providing first-rate service in amazing locations, each of the Middlesex 4 Stars hotels lets discerning travelers bask in an unforgettable experience. Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day. It’s all waiting for you at the top four star hotels in Middlesex. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Middlesex, New York, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Middlesex hotels with 4 Stars provide everything you need to unwind in style. ## Frequently asked questions ### How much does it cost to stay in a 4-star hotel in Middlesex? > - Search for the lowest price from CA $337 ### What's the difference between 5-star and 4-star hotels in Middlesex? ### Does Middlesex have any 4-star all-inclusive resorts? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [2 Star Hotels in Irondequoit ](https://www.expedia.ca/2Star-Irondequoit-Rochester-Hotels.s20-n3000448846-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Rochester ](https://www.expedia.ca/2Star-Rochester-Hotels.s20-0-d602966.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Upper Monroe ](https://www.expedia.ca/2Star-Upper-Monroe-Rochester-Hotels.s20-n896536277686632448-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Addison ](https://www.expedia.ca/3Star-Addison-Hotels.s30-0-d72197.Travel-Guide-Filter-Hotels) - 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