Title: Book the Best Irvington WINERY Hotels in 2026 | Expedia.ca [Hotels in Irvington](https://expedia.ca/Irvington-Hotels.d184093.Travel-Guide-Hotels)[Vacation Rentals in Irvington](https://expedia.ca/Irvington-Vacation-Rentals.d184093.Travel-Guide-VacationRentals)[Irvington Car Rentals](https://expedia.ca/Car-Rentals-In-Irvington.d184093.Car-Rental-Guide)[Irvington Vacation Packages](https://expedia.ca/Irvington.d184093.Destination-Travel-Guides) ![Aerial panorama view of historic colonial chestertown near annapolis situated on the chesapeake bay during an early november afternoon](https://images.trvl-media.com/place/184093/6a1031d2-f871-49c5-930b-0e32f657e31a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/184093/6a1031d2-f871-49c5-930b-0e32f657e31a.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 Irvington Winery Hotels Tonight [Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=184093&startDate=2026-01-31&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=184093&startDate=2026-02-01&endDate=2026-02-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=184093&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=184093&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Irvington hotels with winery ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83510000/83500500/83500464/w906h683x59y0-6a81f3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83510000/83500500/83500464/0bda8c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83510000/83500500/83500464/w908h683x58y0-1d4078ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83510000/83500500/83500464/w905h683x60y0-4547a7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly updated 3 bedroom cottage with Solo Stove fire pit [](https://www.expedia.ca/Reedville-Hotels-Bayberry-Newly-Updated-3-Bedroom-Cottage.h83500464.Hotel-Information) Reedville 9.6/10 Exceptional (19 reviews) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Myranda R. CA $119 CA $325 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Reedville-Hotels-Bayberry-Newly-Updated-3-Bedroom-Cottage.h83500464.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/90000000/89680000/89673500/89673457/57350525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89680000/89673500/89673457/404e2a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89680000/89673500/89673457/50bbbb3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/90000000/89680000/89673500/89673457/5d3b8c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts! [](https://www.expedia.ca/Mathews-Hotels-Beautiful-Remodeled-Home.h89673457.Hotel-Information) Mathews 10/10 Exceptional (36 reviews) "Very clean. Beds comfortable. Host very responsive nice quiet area Check in was easy as well as check out. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James R. CA $123 CA $368 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Mathews-Hotels-Beautiful-Remodeled-Home.h89673457.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109200000/109194100/109194034/8436c5d6_edited_0c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109200000/109194100/109194034/a7b25b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109200000/109194100/109194034/w1080h1440x0y450-ba4ff309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109200000/109194100/109194034/28007bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville [](https://www.expedia.ca/Reedville-Hotels-Charming-3-Bedroom-House-With-WiFi.h109194034.Hotel-Information) Reedville 7.8/10 Good (8 reviews) "Nice place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis A. CA $135 CA $287 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Reedville-Hotels-Charming-3-Bedroom-House-With-WiFi.h109194034.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/72000000/71530000/71523200/71523122/w506h683x259y0-036dc1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/72000000/71530000/71523200/71523122/6694f301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71530000/71523200/71523122/w506h683x259y0-0851e475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/72000000/71530000/71523200/71523122/4f87d3bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reelin&Relaxin Spacious Farmhouse Reedville, VA Sleeps 8: 3 Bdrm 2 full bathroom [](https://www.expedia.ca/Reedville-Hotels-Reelin-Relaxin-Spacious-Farmhouse-In-Reedville.h71523122.Hotel-Information) Reedville 10/10 Exceptional (26 reviews) "We stayed while visiting for a family member graduation. The property was wonderful; the kitchen was well supplied and the little ones loved the games! Everything was very clean and comfortable. The owner was very responsive with any questions I had. We plan on staying here again the next time we are in town!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah B. CA $205 CA $505 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Reedville-Hotels-Reelin-Relaxin-Spacious-Farmhouse-In-Reedville.h71523122.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=2026-02-14&endDate=2026-02-15®ionId=184093&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Irvington Hotel Reviews ![Best Western Kilmarnock Hotel](https://images.trvl-media.com/lodging/1000000/900000/898400/898350/881910ae_y.jpg) ### Best Western Kilmarnock Hotel 10/10 Excellent "Clean room, staff very receptive." [](https://expedia.ca/Kilmarnock-Hotels-Best-Western-Kilmarnock-Hotel.h898350.Hotel-Information) ![Autumn in Irvington - it’s so inviting and gorgeous. And it’s waiting for you!](https://images.trvl-media.com/lodging/19000000/18970000/18968400/18968348/w1920h714x0y184-5f5e64be_y.jpg) ### Autumn in Irvington - it’s so inviting and gorgeous. And it’s waiting for you! 10/10 Excellent "This was a great cottage for our get away on the NNK. Walking distance to The Tides Inn and very close to other restaurants we wanted to explore. That said, normally we do more cooking when at a VRBO and this kitchen was beautifully furnished with anything and everything you could possibly need. Lovely porches front and back, really charming. " [](https://expedia.ca/Irvington-Hotels-Time-For-A-Summer-Vacay-Spend-It-At-Key-Cottage-In-Historic-Irvington.h18968348.Hotel-Information) ![Whispering Pines by Hotel O Whitestone VA](https://images.trvl-media.com/lodging/4000000/3910000/3907800/3907766/ecd18e18_y.jpg) ### Whispering Pines by Hotel O Whitestone VA 8/10 Good "Property was clean and great for a one night stand before catching the Ferry to Tangier" [](https://expedia.ca/White-Stone-Hotels-The-Whispering-Pines-Motel-Whitestone.h3907766.Hotel-Information) ![The Tides Inn](https://images.trvl-media.com/lodging/1000000/890000/880400/880319/cdba7342_y.jpg) ### The Tides Inn 10/10 Excellent "Absolutely love it here. My “reset” destination " [](https://expedia.ca/Irvington-Hotels-The-Tides-Inn.h880319.Hotel-Information) ## Frequently asked questions ### Which Irvington hotels are near the best wineries? > This charming 4-star inn boasts a superb review score of 10.0 from our travellers and features an on-site winery, allowing you to indulge in wine tastings right at your doorstep. The inn also offers complimentary breakfast, ensuring you start your day refreshed and ready for vineyard explorations. ### How much does a winery hotel in Irvington cost? ### Which are the top Irvington winery hotels for couples? > This 4-star hotel boasts a delightful review score of 8.8, and is set against the backdrop of beautiful vineyards and stunning waterfront views. The Tides Inn offers public tours of nearby wineries, making it easy for couples to explore the local wine scene together. Guests have praised the comfortable and spacious rooms, as well as the friendly and wonderful staff, ensuring a warm and welcoming atmosphere for your romantic retreat. ### Which area of Irvington is best to stay in for vineyards and wineries? > For couples looking to unwind in a romantic setting, the waterfront accommodations in Irvington provide a dreamy escape. Imagine sipping a glass of local wine while watching the sunset over the river, or enjoying a leisurely stroll in the nearby parks. The intimate bed-and-breakfasts in the area often feature personalised service and unique decor, creating a memorable experience for you and your partner. > > > Families will also appreciate the area's blend of fun and education. Many wineries offer family-friendly activities, such as picnics on the grounds and vineyard tours that share the winemaking process. Nearby attractions, including the charming town of Kilmarnock and the historic Christ Church, provide additional opportunities for exploration and bonding. ### Are there hotels in Irvington near winery tours? > This 4-star hotel boasts an excellent review rating of 8.8, making it a popular choice among travellers. The Tides Inn offers comfortable and spacious rooms, and guests often praise the friendly and wonderful staff. Its location is ideal for wine enthusiasts, as it provides easy access to nearby winery tours. ### What winery activities should we do in Irvington? > For couples seeking a romantic day out, consider booking a private tasting at the idyllic Good Luck Cellars. The tranquil setting and scenic views create a great backdrop for sipping fine wines while enjoying a picnic on the grounds. The winery often hosts special events, including live music and food pairings, enhancing the intimate atmosphere. > > > Families can also find joy in Irvington's winery activities. The local wineries frequently offer family-friendly events, such as grape stomping and guided tours tailored for all ages. At The Dog and Oyster Vineyard, children are welcome to explore the grounds, and the onsite food truck serves delicious bites, ensuring everyone is catered for during your visit. > > > Whether you're a seasoned sommelier or simply curious about the winemaking process, Irvington promises a delightful mix of adventure and relaxation. ### Does Irvington host any wine festivals or events? > For couples seeking a romantic outing, these wine festivals provide a great backdrop. Picture yourselves strolling hand in hand through beautiful vineyards, sipping on exquisite wines, and savouring gourmet delights crafted by local chefs. The intimate atmosphere and stunning views make it an unforgettable experience for lovebirds. > > > Families will also find plenty to enjoy at these events, with activities such as grape stomping, live entertainment, and children's areas that ensure everyone has a great time. It's a wonderful opportunity for parents to relax with a glass of wine while the kids are entertained. ### How can I save on a winery hotel in Irvington with Expedia? ### Is it cheaper to book flights and a winery hotel in Irvington 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 - More ways to book - [3 Star Hotels in Merry Point ](https://www.expedia.ca/3Star-Merry-Point-Hotels.s30-0-d553248635975866797.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Windmill Point ](https://www.expedia.ca/5Star-Windmill-Point-Hotels.s50-0-d184121.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Belle Isle State Park ](https://www.expedia.ca/Belle-Isle-State-Park-Hotels-Cheap-Hotels.0-0-d6128542-tCheapHotels.Travel-Guide-Filter-Hotels) - [Farmstay in Christchurch ](https://www.expedia.ca/Christchurch-Agritourism.d3000355063-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Christchurch ](https://www.expedia.ca/Christchurch-Bed-And-Breakfast.d3000355063-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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