Title: Book the Best Middletown WINERY Hotels in 2026 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d180934.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d180934.Travel-Guide-VacationRentals)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d180934.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d180934.Destination-Travel-Guides) ![Awesome place just to relax. ](https://images.trvl-media.com/place/180934/0cf53fed-8c67-4d1d-be6d-adcfe858199c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Matthew Walls # Find Winery Hotels in Middletown, CA from CA $93 - ![](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 Middletown Winery Hotels Tonight [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-12-21&endDate=2025-12-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-12-22&endDate=2025-12-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown hotels with winery ![Couples dining](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/ed91ae44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, Poolside](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/788e7723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/6c68fdfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/115ae849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### El Bonita Motel [](https://www.expedia.ca/St-Helena-Hotels-El-Bonita-Motel.h9444378.Hotel-Information) St. Helena 9.2/10 Wonderful (1002) "Great location, clean room, quiet and perfect for our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele CA $159 CA $183 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/St-Helena-Hotels-El-Bonita-Motel.h9444378.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/44bef7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/w3826h2560x14y0-14495308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/36da7941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Windsor - Sonoma Wine Country [](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) Windsor 9.2/10 Wonderful (1002) "Breakfast and staff is friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimbinh CA $139 CA $159 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/1d6a8d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/d1dc54b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/3fddbec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel [](https://www.expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) Santa Rosa 8.4/10 Very good (2119) "Fast friendly check in, clean comfortable room, good breakfast options, would definitely stay here again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Narayan CA $124 CA $144 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/f3caac53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/53c48880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/aaa96a1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/e18a9c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites Santa Rosa Sonoma [](https://www.expedia.ca/Santa-Rosa-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Santa-Rosa.h51310420.Hotel-Information) Santa Rosa 9.0/10 Wonderful (1034) "Great breakfast, clean rooms, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rina CA $151 CA $176 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Santa-Rosa-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Santa-Rosa.h51310420.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/114000000/113910000/113906000/113905989/w1080h966x0y0-c9356cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/114000000/113910000/113906000/113905989/01c8ed57_edited_da60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113910000/113906000/113905989/a73f88df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/114000000/113910000/113906000/113905989/35f81563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ranch at Lake Sonoma [](https://www.expedia.ca/The-Ranch-At-Lake-Sonoma.h113905989.Hotel-Information) Geyserville 10/10 Exceptional (2) "Nice camping spot " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evelyn CA $82 CA $93 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/The-Ranch-At-Lake-Sonoma.h113905989.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/30000/27000/26963/a0d0b5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27000/26963/dbd04db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/30000/27000/26963/ce5dbe8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/30000/27000/26963/16880177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mount View Hotel & Spa [](https://www.expedia.ca/Calistoga-Hotels-Mount-View-Hotel-Spa.h26963.Hotel-Information) Calistoga 9.0/10 Wonderful (1003) "Loved the cottage and the jacuzzi just steps out the door friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl CA $160 CA $185 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Calistoga-Hotels-Mount-View-Hotel-Spa.h26963.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/48000000/47070000/47064700/47064658/ed1ce74a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Terrace](https://images.trvl-media.com/lodging/48000000/47070000/47064700/47064658/add29932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/48000000/47070000/47064700/47064658/f22fdba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/48000000/47070000/47064700/47064658/9861a8af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel by Marriott Santa Rosa Sonoma Wine Country [](https://www.expedia.ca/Santa-Rosa-Hotels-AC-Hotel-By-Marriott-Santa-Rosa-West.h47064658.Hotel-Information) Historic Railroad Square 8.8/10 Excellent (586) "Friendly staff, clean room Warm cookies " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $157 CA $182 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Santa-Rosa-Hotels-AC-Hotel-By-Marriott-Santa-Rosa-West.h47064658.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/1000000/20000/10400/10357/c405b97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/10400/10357/ee58b7e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/20000/10400/10357/3d29e092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10400/10357/5d66475c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton [](https://www.expedia.ca/Santa-Rosa-Hotels-Flamingo-Resort-Spa-Santa-Rosa-Sonoma.h10357.Hotel-Information) Santa Rosa 8.4/10 Very good (1003) "Great rooms!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) silvana CA $146 CA $232 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Santa-Rosa-Hotels-Flamingo-Resort-Spa-Santa-Rosa-Sonoma.h10357.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/14de3192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/0132d592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/7b876726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/4a1aa170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Country Inn [](https://www.expedia.ca/St-Helena-Hotels-Vineyard-Country-Inn.h7326527.Hotel-Information) St. Helena 9.2/10 Wonderful (729) "Breakfast was ok and parking was good. Bed was comfortable and room was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darlene CA $219 CA $251 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/St-Helena-Hotels-Vineyard-Country-Inn.h7326527.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/20000000/19110000/19106800/19106756/55db9461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite](https://images.trvl-media.com/lodging/20000000/19110000/19106800/19106756/e38c3a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/20000000/19110000/19106800/19106756/d04b1ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/20000000/19110000/19106800/19106756/55a47542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rancho Caymus Inn [](https://www.expedia.ca/St-Helena-Hotels-Rancho-Caymus-Inn.h19106756.Hotel-Information) St. Helena 9.8/10 Exceptional (1005) "Great property, friendly staff, great amenities, tasty breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $298 CA $406 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/St-Helena-Hotels-Rancho-Caymus-Inn.h19106756.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=2026-01-05&endDate=2026-01-06®ionId=180934&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Middletown Hotel Reviews ![Holiday Inn Express® Windsor Sonoma Wine Country by IHG](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c_y.jpg) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG 10/10 Excellent "Clean, helpful staff " [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ![Golden Haven Hot Springs](https://images.trvl-media.com/lodging/10000000/9860000/9857000/9856954/cde0eb66_y.jpg) ### Golden Haven Hot Springs 10/10 Excellent "We had a wonderful, relaxed time at Golden Haven." [](https://expedia.ca/Calistoga-Hotels-Golden-Haven-Hot-Springs.h9856954.Hotel-Information) ![Hyatt Regency Sonoma Wine Country](https://images.trvl-media.com/lodging/1000000/890000/881800/881709/1114123a_y.jpg) ### Hyatt Regency Sonoma Wine Country 10/10 Excellent "Clean, quiet, tasteful, safe, accommodating, reasonable especially with the Expedia." [](https://expedia.ca/Santa-Rosa-Hotels-Hyatt-Regency-Sonoma-Wine-Country.h881709.Hotel-Information) ![Harvest Inn](https://images.trvl-media.com/lodging/1000000/530000/527100/527073/1943198c_y.jpg) ### Harvest Inn 10/10 Excellent "Customer service was one of the best experiences my wife and I had. Staff were very friendly, they even included a complimentary upgrade with our room and brought champagne to our room for my wife’s birthday. Definitely coming back as our go to spot every time we visit Napa. Strongly recommended!" [](https://expedia.ca/St-Helena-Hotels-Harvest-Inn.h527073.Hotel-Information) ![El Bonita Motel](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/f785b229_y.jpg) ### El Bonita Motel 10/10 Excellent "We loved it! There are numerous places to stay but when we went we picked it for location and price when we go back in 2 months we will be picking it for cleanliness, friendliness, convenience and for being pet friendly it was the most accommodating clean outside area I’ve seen in a long time! Yes it’s definitely a come back Place to stay. Right in town near restaurants and all the shopping and wineries this small town has to offer but situated in just the right area so not to disturb with traffic noises or foot traffic. We loved it and couldn’t state it enough to the office staff while there. " [](https://expedia.ca/St-Helena-Hotels-El-Bonita-Motel.h9444378.Hotel-Information) ![The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3_y.jpg) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel 10/10 Excellent "Never made it to breakfast " [](https://expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ![Hotel La Rose](https://images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/65a52794_y.jpg) ### Hotel La Rose 10/10 Excellent "We've stayed several times now. Great staff, clean, and in a great location. " [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.Hotel-Information) ![Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton](https://images.trvl-media.com/lodging/1000000/20000/10400/10357/ded94e64_y.jpg) ### Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton 10/10 Excellent "Great stay with our family! So festive over the holidays " [](https://expedia.ca/Santa-Rosa-Hotels-Flamingo-Resort-Spa-Santa-Rosa-Sonoma.h10357.Hotel-Information) ![Calistoga Motor Lodge and Spa](https://images.trvl-media.com/lodging/1000000/100000/94200/94121/0c2722fb_y.jpg) ### Calistoga Motor Lodge and Spa 10/10 Excellent "Everything was excellent." [](https://expedia.ca/Calistoga-Hotels-Calistoga-Motor-Lodge-And-Spa.h94121.Hotel-Information) ## Frequently asked questions ### How much does a winery hotel in Middletown cost? ### What winery activities should we do in Middletown? > For couples seeking a romantic day out, consider indulging in a private vineyard picnic. Some wineries, such as the picturesque Ceja Vineyards, provide curated picnic baskets filled with local delicacies, allowing you to unwind in the serene surroundings while sipping on exceptional wines. The lush landscapes and tranquil atmosphere make for unforgettable moments together. > > > Families will find that Middletown also offers activities for all ages. Many wineries host family-friendly events, such as outdoor concerts and seasonal festivals. Places like the historic Middletown Depot Park provide a lovely setting for a family day out, where kids can play while parents enjoy a glass of local wine. ### Does Middletown host any wine festivals or events? > For couples seeking a romantic escape, the intimate setting of Middletown is superb for a wine-tasting adventure. Many local wineries, such as Langtry Estate & Vineyard, offer private tours and tastings, allowing you to savour exquisite wines while soaking in the picturesque views of rolling hills and vineyards. > > > Families will also find plenty to enjoy during wine events in Middletown. Many festivals include kid-friendly activities, such as face painting, crafts, and live entertainment, ensuring that there's something for everyone. The welcoming community atmosphere makes it easy for families to relax and create lasting memories together. ### How can I save on a winery hotel in Middletown with Expedia? ### Is it cheaper to book flights and a winery hotel in Middletown as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Green Hotels in Bay Area ](https://www.expedia.ca/Bay-Area-Hotels-Green-Sustainable.0-0-d6056043-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Historic Hotels in Bay Area ](https://www.expedia.ca/Bay-Area-Hotels-Historic-Hotel.0-0-d6056043-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Bay Area ](https://www.expedia.ca/Bay-Area-Hotels-Mountain-Hotels.0-0-d6056043-tMountainHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Calistoga ](https://www.expedia.ca/Calistoga-Hotels-Adults-Only-Resorts.0-0-d6668-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Calistoga ](https://www.expedia.ca/Calistoga-Hotels-Beach-Hotel.0-0-d6668-tBeachHotel.Travel-Guide-Filter-Hotels) - 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