Title: 4 Stars Hotels in Middlesex, New York from CA $174 - 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) ![](https://mediaim.expedia.com/destination/2/589ec86a3af18e201103bdcffc4ae7d3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Matthew Jay # 4 Stars Hotels in Middlesex, New York from CA $174 ![](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 [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=553248635935228195&startDate=2025-10-16&endDate=2025-10-17&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=553248635935228195&startDate=2025-10-17&endDate=2025-10-18&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635935228195&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635935228195&startDate=2025-10-24&endDate=2025-10-26&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/50000000/49090000/49087800/49087717/37445338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/50000000/49090000/49087800/49087717/b9b1a8f6.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) ### The Lake House on Canandaigua Canandaigua 9.4/10 Exceptional (404) "Great stay!" CA $304 CA $406 total includes taxes & fees Nov 3 - Nov 4 [](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) ![Miscellaneous](https://images.trvl-media.com/lodging/2000000/1640000/1630300/1630279/501364d5.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) ### Sutherland House Victorian Bed & Breakfast Canandaigua 9.8/10 Exceptional (130) "Nice victorian home, great staff." CA $157 CA $174 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Canandaigua-Hotels-Sutherland-House-Victorian-Bed-Breakfast.h1630279.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/16000000/15160000/15152000/15151976/4fb8ad84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15160000/15152000/15151976/83316d16.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) ### 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!" CA $302 CA $343 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Canandaigua-Hotels-Bed-And-Breakfast-At-Oliver-Phelps.h15151976.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) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979126/1e0230b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979126/69fee0d4.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) ### Lakefront Home: kayaks, firepit/3 miles 2 historic downtown/restaurants/grocery Canandaigua 8.6/10 Excellent (14) "Had a great time. Beautiful place. Property was in great condition and everything was clean" CA $281 CA $690 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Canandaigua-Hotels-Lakefront-Home-Kayaks.h18979126.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) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19570000/19562100/19562098/02378739.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) ![1 bedroom, premium bedding, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/20000000/19570000/19562100/19562098/ad816c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waters Edge B&B Resort Geneva 10/10 Exceptional (75) "Great service and relaxing environment. Best breakfasts ever." [](https://www.expedia.ca/Geneva-Hotels-Waters-Edge-BB-Resort.h19562098.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) ![Room](https://images.trvl-media.com/lodging/103000000/102660000/102658100/102658092/11ea501f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/103000000/102660000/102658100/102658092/205dcf43.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!" CA $347 CA $394 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Canandaigua-Hotels-Canandaigua-Guesthouse.h102658092.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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/91000000/90100000/90091900/90091900/1ab5acbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Black Sheep Inn and Spa Hammondsport 10/10 Exceptional (11) "Wonderful historical property with friendly hosts and a nice breakfast. It was the perfect place for a quiet weekend getaway. " [](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) ![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) ![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) ### 1795 Acorn Inn B&B Canandaigua 9.8/10 Exceptional (20) "ABSOLUTELY WONDERFUL PLACE!" [](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) ![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) ![Fireplace](https://images.trvl-media.com/lodging/19000000/18420000/18413200/18413154/be12477a.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." [](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=2025-10-30&endDate=2025-10-31&adults=2®ionId=553248635935228195) ![](https://mediaim.expedia.com/destination/2/589ec86a3af18e201103bdcffc4ae7d3.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? > With Expedia's filter tool, locking in an awesome deal on a 4-star hotel in Middlesex just got easier. Start by keying in your chosen arrival date and length of your stay. Then sort the results by price and pick the option that best fits your budget and style. > > > > - Search for the lowest price from CA $174 ### What's the difference between 5-star and 4-star hotels in Middlesex? > If you decide to spend your vacation at a 4-star hotel in Middlesex, you'll usually find loads of conveniences to ensure you're comfortable, such as a restaurant, gym and pool. You can look forward to excellent service and upmarket accommodations. Pick a 5-star hotel and you'll have access to a few more perks — think on-site spas, 24-hour front desk and opulent turndown services. You're likely to get extra amenities and exclusive services at a 5-star retreat, but both are awesome options for luxury travellers. ### Does Middlesex have any 4-star all-inclusive resorts? > Finding your dream hotel in Middlesex is as simple as entering your travel dates and destination, and selecting our "All inclusive" filter. 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