Title: Book the Best Middleton WINERY Hotels in 2026 | Expedia.ca [Middleton Travel Guide](https://expedia.ca/Middleton.dx8861)[Hotels in Middleton](https://expedia.ca/Middleton-Hotels.d8861.Travel-Guide-Hotels)[Vacation Rentals in Middleton](https://expedia.ca/Middleton-Vacation-Rentals.d8861.Travel-Guide-VacationRentals)[Things to do in Middleton](https://expedia.ca/Things-To-Do-In-Middleton.d8861.Travel-Guide-Activities)[Middleton Car Rentals](https://expedia.ca/Car-Rentals-In-Middleton.d8861.Car-Rental-Guide)[Middleton Vacation Packages](https://expedia.ca/Middleton.d8861.Destination-Travel-Guides) ![Beautilful Sunset over the Horizon, Pheasant Branch Conservatory](https://images.trvl-media.com/place/8861/ccbfae8c-f5f4-41a8-81d7-cf5006bdd181.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/8861/ccbfae8c-f5f4-41a8-81d7-cf5006bdd181.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Middleton Winery Hotels Tonight [Feb 20 - Feb 21](https://www.expedia.ca/Hotel-Search?regionId=8861&startDate=2026-02-20&endDate=2026-02-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 21 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=8861&startDate=2026-02-21&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=8861&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=8861&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middleton hotels with winery ![Lobby](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/8707cc39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, down comforters, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/fb95654e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/88cad942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/e9c4db8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Madison West, WI [](https://www.expedia.ca/Madison-Hotels-Country-Inn-Suites-By-Radisson.h1105512.Hotel-Information) Middleton 8.8/10 Excellent (1,001 reviews) "Clean room, staff are nice and breakfast is good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheryl CA $104 CA $117 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Madison-Hotels-Country-Inn-Suites-By-Radisson.h1105512.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705842/b1b33605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Whirlpool) | Living area](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705842/584cd25f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705842/7ca66a26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1710000/1705900/1705842/7436e65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedarberry Inn [](https://www.expedia.ca/Sauk-City-Hotels-Cedarberry-Inn.h1705842.Hotel-Information) Sauk City 9.2/10 Wonderful (617 reviews) "Clean room, friendly staff, nice pool and breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Searra CA $145 CA $162 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Sauk-City-Hotels-Cedarberry-Inn.h1705842.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/13000000/12040000/12034000/12033942/32ca40a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12040000/12034000/12033942/f21620d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/13000000/12040000/12034000/12033942/703c2f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/13000000/12040000/12034000/12033942/92ef2f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GrandStay Hotel & Suites Mount Horeb - Madison [](https://www.expedia.ca/Mount-Horeb-Hotels-GrandStay-Hotel-Suites.h12033942.Hotel-Information) Mount Horeb 9.2/10 Wonderful (864 reviews) "Great amenities! Friendly accommodating staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimber CA $146 CA $166 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Mount-Horeb-Hotels-GrandStay-Hotel-Suites.h12033942.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/13000000/12790000/12786200/12786112/b61633a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/13000000/12790000/12786200/12786112/59774377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/13000000/12790000/12786200/12786112/7362db47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/13000000/12790000/12786200/12786112/ef0af147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Madison Verona [](https://www.expedia.ca/Madison-Hotels-Fairfield-Inn-Suites-By-Marriott-Madison-Verona.h12786112.Hotel-Information) Verona 9.6/10 Exceptional (391 reviews) "Great hotel. Shower was wonderful and the room was spacious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $175 CA $197 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Madison-Hotels-Fairfield-Inn-Suites-By-Marriott-Madison-Verona.h12786112.Hotel-Information) ![Smart TV, fireplace, stereo, printers](https://images.trvl-media.com/lodging/104000000/103060000/103055100/103055012/5f06971e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103060000/103055100/103055012/a62ca0b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103060000/103055100/103055012/2d3f3f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo, printers](https://images.trvl-media.com/lodging/104000000/103060000/103055100/103055012/0a59d24f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Winter Haven | Minutes to Downtown [](https://www.expedia.ca/Madison-Hotels-3-BR-Executive-Home-Near-Madison-W-Nature-Trails-Madisons-Best-Nearby.h103055012.Hotel-Information) Fitchburg 10/10 Exceptional (20 reviews) "Property was generally clean, spacious and had all the amenities that our family needed.An enjoyable stay at a nice property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim & Jeff T. CA $350 CA $981 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Madison-Hotels-3-BR-Executive-Home-Near-Madison-W-Nature-Trails-Madisons-Best-Nearby.h103055012.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3350000/3348100/3348068/f3d49e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3350000/3348100/3348068/w3840h2557x0y3-9280556a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Multiple Beds, Accessible](https://images.trvl-media.com/lodging/4000000/3350000/3348100/3348068/f02ebe3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3350000/3348100/3348068/6f5ddffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Madison Downtown [](https://www.expedia.ca/Madison-Hotels-Hyatt-Place-Madison-Downtown.h3348068.Hotel-Information) Downtown Madison 9.4/10 Exceptional (1,003 reviews) "Great breakfast, comfortable and clean room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annie CA $150 CA $173 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Madison-Hotels-Hyatt-Place-Madison-Downtown.h3348068.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/19500/19438/ff55fb29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/19500/19438/5a5eb0f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/19500/19438/80e41a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/19500/19438/3b7bef1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Madison - Airport [](https://www.expedia.ca/Madison-Hotels-Comfort-Inn-Suites-Madison-Airport.h19438.Hotel-Information) Greater Sandburg 7.2/10 Good (1,001 reviews) "Everything was wonderful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) TERRY CA $97 CA $112 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Madison-Hotels-Comfort-Inn-Suites-Madison-Airport.h19438.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/120000/116600/116537/902d1b4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/120000/116600/116537/51303610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/120000/116600/116537/235bafd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/116600/116537/1c70bfe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Madison East [](https://www.expedia.ca/Madison-Hotels-Microtel-Inn-Suites-By-Wyndham-Madison-East.h116537.Hotel-Information) Madison 6.0/10 (1,003 reviews) "Just a place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike CA $81 CA $94 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Madison-Hotels-Microtel-Inn-Suites-By-Wyndham-Madison-East.h116537.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/18200/18183/3368aba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/18200/18183/0229e0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/20000/18200/18183/0e64e593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18200/18183/02e410ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Marriott South [](https://www.expedia.ca/Madison-Hotels-Sheraton-Madison-Hotel.h18183.Hotel-Information) Madison 9.0/10 Wonderful (528 reviews) "Nice hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Geneva CA $159 CA $183 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Madison-Hotels-Sheraton-Madison-Hotel.h18183.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-07&endDate=2026-03-08®ionId=8861&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_8861) ## Top Middleton Hotel Reviews ![Comfort Suites Madison West - Middleton](https://images.trvl-media.com/lodging/1000000/10000/2200/2198/8c21e8f7_y.jpg) ### Comfort Suites Madison West - Middleton 10/10 Excellent "Very nice and i love the pool hours. " [](https://expedia.ca/Madison-Hotels-Comfort-Suites-Madison.h2198.Hotel-Information) ![Staybridge Suites Middleton Madison-West by IHG](https://images.trvl-media.com/lodging/1000000/920000/910400/910400/3a53903f_y.jpg) ### Staybridge Suites Middleton Madison-West by IHG 10/10 Excellent "Easy check in. Room was good and clean. Breakfast had plenty of options to choose from " [](https://expedia.ca/Madison-Hotels-Staybridge-Suites-Middleton-Madison-West.h910400.Hotel-Information) ![Fairfield Inn & Suites by Marriott Madison West/Middleton](https://images.trvl-media.com/lodging/1000000/50000/41900/41865/ca14e1ff_y.jpg) ### Fairfield Inn & Suites by Marriott Madison West/Middleton 10/10 Excellent "Clean room, nice pool and comfy bed." [](https://expedia.ca/Madison-Hotels-Fairfield-Inn-Suites-By-Marriott-Madison-WestMiddleton.h41865.Hotel-Information) ![Baymont by Wyndham Madison West/Middleton WI West](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/75db6fc0_y.jpg) ### Baymont by Wyndham Madison West/Middleton WI West 10/10 Excellent "Desk worker was cheerful and helpful!" [](https://expedia.ca/Madison-Hotels-Baymont-By-Wyndham-Madison-WestMiddleton-WI-West.h40004.Hotel-Information) ![Country Inn & Suites by Radisson, Madison West, WI](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/ab6d47c8_y.jpg) ### Country Inn & Suites by Radisson, Madison West, WI 10/10 Excellent "Clean room, staff are nice and breakfast is good" [](https://expedia.ca/Madison-Hotels-Country-Inn-Suites-By-Radisson.h1105512.Hotel-Information) ![Courtyard by Marriott Madison West Middleton](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661912/f77402b2_y.jpg) ### Courtyard by Marriott Madison West Middleton 10/10 Excellent "Very very nice hotel!!! Excellent experience and quality service !!!!! " [](https://expedia.ca/Madison-Hotels-Courtyard-By-Marriott-Madison-West-Middleton.h1661912.Hotel-Information) ![Hilton Garden Inn Madison West/Middleton](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101843/4d9cfa81_y.jpg) ### Hilton Garden Inn Madison West/Middleton 10/10 Excellent "Great, room very nice " [](https://expedia.ca/Madison-Hotels-Hilton-Garden-Inn-Madison-WestMiddleton.h1101843.Hotel-Information) ![Residence Inn by Marriott Madison West/Middleton](https://images.trvl-media.com/lodging/2000000/1190000/1183000/1182953/8e6105ec_y.jpg) ### Residence Inn by Marriott Madison West/Middleton 10/10 Excellent "The staff is friendly & knowledgeable. The room is nice and spacious. Breakfast was tasty. " [](https://expedia.ca/Madison-Hotels-Residence-Inn-By-Marriott-Madison-WestMiddleton.h1182953.Hotel-Information) ## Frequently asked questions ### How much does a winery hotel in Middleton cost? ### Which area of Middleton is best to stay in for vineyards and wineries? > For couples seeking a romantic getaway, the countryside surrounding Middleton offers idyllic spots for picnics among the vines. Enjoy a leisurely afternoon at one of the vineyards, sampling wines while soaking in stunning views. The intimate setting of these wineries creates a great backdrop for memorable moments together. > > > Families will also find plenty to enjoy in Middleton. Many wineries host family-friendly events and activities, ensuring that everyone can partake in the fun. Explore the scenic bike trails and parks nearby, providing opportunities for outdoor adventures that can be enjoyed after a day of wine tasting. ### Are there hotels in Middleton near winery tours? > This 3-star hotel boasts a solid review rating of 8.8, making it a reliable choice for travellers. It offers complimentary breakfast, free Wi-Fi, and ample free parking, ensuring a comfortable stay. The hotel is particularly praised for its friendly staff and clean, comfortable rooms. > > > Additionally, the Country Inn & Suites is close to various local wineries, allowing you to easily explore the area's wine offerings without hassle. ### What winery activities should we do in Middleton? > For couples seeking a romantic outing, consider a picnic at the nearby Cascade Mountain Winery. This picturesque spot not only offers wine tastings but also features a lovely outdoor space great for enjoying a bottle of their award-winning wine while taking in the breathtaking vistas. The intimate atmosphere is ideal for creating cherished moments together. > > > Families will appreciate the Kid's Club at the nearby Door Peninsula Winery, which offers activities for children while adults can savour a selection of fine wines. This family-friendly approach ensures everyone can enjoy their day while learning about the winemaking process. > > > Adventurous souls might enjoy a guided vineyard tour, where you can delve deeper into the art of winemaking and even participate in grape harvesting during the right season. ### Does Middleton host any wine festivals or events? > For couples looking to enjoy a romantic outing, the "Taste of Middleton" is a fantastic opportunity to explore local flavours while enjoying live music and art from regional artists. Strolling through the event, hand in hand, allows for intimate moments as you savour the finest selections from area wineries. > > > Families will also find the community-focused events in Middleton appealing. The summer concert series often features local wineries and breweries, providing a relaxed atmosphere for parents to unwind while children enjoy the entertainment. This combination of family-friendly activities and local wine offerings makes Middleton an excellent destination for creating cherished memories together. ### How can I save on a winery hotel in Middleton with Expedia? ### Is it cheaper to book flights and a winery hotel in Middleton as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Madison ](https://www.expedia.ca/5Star-Madison-Hotels.s50-0-d602704.Travel-Guide-Filter-Hotels) - [Hotels near Camp Randall Stadium ](https://www.expedia.ca/Camp-Randall-Stadium-Hotels.0-l6068321-0.Travel-Guide-Filter-Hotels) - [Hotels near Dane County Farmers Market ](https://www.expedia.ca/Dane-County-Farmers-Market-Hotels.0-l553248621533116369-0.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Wisconsin ](https://www.expedia.ca/Destinations-In-Wisconsin-Couples-Resorts-Hotels.0-0-d251-tCouplesResortsHotels.Hotel-Filter-Destinations) - 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