Title: Book the Best Stroudsburg WINERY Hotels in 2025 | Expedia.ca [Hotels in Stroudsburg](https://expedia.ca/Stroudsburg-Hotels.d6966.Travel-Guide-Hotels)[Vacation Rentals in Stroudsburg](https://expedia.ca/Stroudsburg-Vacation-Rentals.d6966.Travel-Guide-VacationRentals)[Stroudsburg Car Rentals](https://expedia.ca/Car-Rentals-In-Stroudsburg.d6966.Car-Rental-Guide)[Stroudsburg Vacation Packages](https://expedia.ca/Stroudsburg.d6966.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/e3778cd541e83594698ee72255aeebb0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Stroudsburg, PA from CA $113 ![](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 Stroudsburg Winery Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6966&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6966&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6966&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6966&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Stroudsburg Winery Hotels ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/21300/21281/f9714134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21300/21281/0999ebf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/21300/21281/803a6cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/21300/21281/17634fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Penn Stroud, Stroudsburg - Poconos, an Ascend Collection Hotel Stroudsburg 9.4/10 Exceptional (1013) "Hotel is very close to reataurants and the downtown scene. Staff was very friendly. Hotel is super clean. Parking is free and on site. Would stay there again anytime." CA $163 CA $178 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Stroudsburg-Hotels-The-Penn-Stroud-Hotel.h21281.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/290000/282000/281939/fcdb98bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/290000/282000/281939/305df064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/290000/282000/281939/1b6fea7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/290000/282000/281939/b01cc7d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Stroudsburg/Poconos Stroudsburg 8.4/10 Very good (1005) "Very neat rooms and excellent breakfast " CA $137 CA $149 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Stroudsburg-Hotels-Hampton-Inn-StroudsburgPoconos.h281939.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1380000/1371300/1371212/77d6112e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/2000000/1380000/1371300/1371212/fe3d83ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1371300/1371212/35c39c5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1371300/1371212/85a2990c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Stroudsburg-Poconos by IHG Stroudsburg 7.8/10 Good (1002) "Great hotel" CA $150 CA $164 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Stroudsburg-Hotels-Holiday-Inn-Express-Stroudsburg-Poconos.h1371212.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/13000000/12250000/12246200/12246160/b464278e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 7 AM to 9 PM, sun loungers](https://images.trvl-media.com/lodging/13000000/12250000/12246200/12246160/68ef8c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Highland Cottage 1 Queen with Full Bath](https://images.trvl-media.com/lodging/13000000/12250000/12246200/12246160/4c11fc06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/13000000/12250000/12246200/12246160/885913bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stroudsmoor Country Inn Stroudsburg 8.4/10 Very good (864) "Loved my stay in the cottages. Beautiful location and groundskeeper " CA $172 CA $194 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Stroudsburg-Hotels-Stroudsmoor-Country-Inn.h12246160.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/93000000/92820000/92817800/92817761/w735h1001x261y0-afd918dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92820000/92817800/92817761/w1003h1002x41y0-521b0917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92820000/92817800/92817761/w1168h1002x0y0-9ee3bb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92820000/92817800/92817761/w1256h1000x0y5-5a4bdc27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pocono dreams Stroudsburg 10/10 Exceptional (32) "Friendly hosts who introduced themselves. Well thought out, well equipped, charming. " CA $161 CA $260 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Stroudsburg-Hotels-Pocono-Dreams.h92817761.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90310000/90308000/90307961/12bd2560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90310000/90308000/90307961/6f650633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/91000000/90310000/90308000/90307961/d7f9971f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Occasion](https://images.trvl-media.com/lodging/91000000/90310000/90308000/90307961/48717df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cherry Valley Manor Luxury Bed and Breakfast Stroudsburg 9.6/10 Exceptional (42) "Excellent " CA $504 CA $549 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Stroudsburg-Hotels-Cherry-Valley-Manor.h90307961.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114820000/114811700/114811603/ad77da81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114820000/114811700/114811603/21c77d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114820000/114811700/114811603/b3b9399c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114820000/114811700/114811603/d38e0612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime Location on Main Street Stroudsburg 10/10 Exceptional (1) "Repeat guest, can’t wait to go back! Comfort and convenience. Nice beds and linen, plenty of towels, well stocked kitchen, even kid friendly plates and bowls. Be prepared for late, loud music on the weekends, but the proximity to the rest of Main Street is worth it. Don’t miss the great food at the Farmhouse right below!" CA $283 CA $633 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Stroudsburg-Hotels-Prime-Location-On-Main-Street.h114811603.Hotel-Information) ![Superior Room, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/20000/13600/13560/6239d88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/13600/13560/8152c7e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/13600/13560/cb9b75ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/13600/13560/6cbdf03a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn Stroudsburg Stroudsburg 6.6/10 (908) "Enjoyed my stay here. I definitely would book this hotel again in the near future. " CA $104 CA $113 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Stroudsburg-Hotels-Bridge-Views-Inn.h13560.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102520000/102514700/102514664/8721212e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102520000/102514700/102514664/d824d706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/103000000/102520000/102514700/102514664/f3cacdce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/103000000/102520000/102514700/102514664/81015bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home w/ Hot Tub Pool & Game Room Saylorsburg CA $483 CA $1,113 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Stroudsburg-Hotels-Home-W-Hot-Tub-Pool-Game-Room.h102514664.Hotel-Information) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/46000000/45180000/45177700/45177675/1b99f5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/46000000/45180000/45177700/45177675/427a91a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/46000000/45180000/45177700/45177675/47a162d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/46000000/45180000/45177700/45177675/d3fcd7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Easton, PA Easton 9.2/10 Wonderful (709) "Great staff!" CA $137 CA $151 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Allentown-Hotels-Tru-By-Hilton-Easton.h45177675.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=2025-10-28&endDate=2025-10-29®ionId=6966&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Stroudsburg Hotel Reviews ![Hampton Inn & Suites Stroudsburg Pocono Mountains](//images.trvl-media.com/lodging/10000000/9680000/9679700/9679671/c1b6d9ff_y.jpg) ### Hampton Inn & Suites Stroudsburg Pocono Mountains 10/10 Excellent "Great location for the casino. 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