Title: Book the Best Historic Railroad District Hotels with smoking rooms in 2025 from CA $97 | Expedia.ca [Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d6290.Travel-Guide-VacationRentals)[Flights to Ashland](https://expedia.ca/Cheap-Flights-To-Ashland.d6290.Travel-Guide-Flights)[Things to do in Ashland](https://expedia.ca/Things-To-Do-In-Ashland.d6290.Travel-Guide-Activities)[Historic Railroad District Car Rentals](https://expedia.ca/Car-Rentals-In-Historic-Railroad-District.d553248635976471888.Car-Rental-Guide)[Historic Railroad District Vacations](https://expedia.ca/Historic-Railroad-District.d553248635976471888.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/706bfa5fabaff57e835c70e5c4f4c2eb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Inna Blair # Find Smoking Hotels in Historic Railroad District, Ashland from CA $97 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Historic Railroad District Hotels with smoking rooms Tonight [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=553248635976471888&startDate=2025-10-09&endDate=2025-10-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976471888&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976471888&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976471888&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Historic Railroad District Hotels with smoking rooms ![Garden](https://images.trvl-media.com/lodging/102000000/101420000/101411500/101411457/fecb837b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, towels, soap, shampoo](https://images.trvl-media.com/lodging/102000000/101420000/101411500/101411457/a1fd759a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/102000000/101420000/101411500/101411457/0f3ff45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Double Room | Shared kitchen](https://images.trvl-media.com/lodging/102000000/101420000/101411500/101411457/fdd64788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashland Commons Hostel Ashland 9.4/10 Exceptional (48) "Nice hostel and clean rooms" CA $36 CA $97 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Ashland-Hotels-Ashland-Commons-Hostel.h101411457.Hotel-Information) ![Desk, blackout drapes, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/f8004dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/1f352a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/1d583c5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/e097575f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flagship Inn of Ashland Ashland 8.8/10 Excellent (1078) "Clean, quiet, nice pool area" [](https://www.expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/e0d19362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/6d4857ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/c31d8ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2600/2550/ae66d7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Windsor Inn Ashland 9.0/10 Wonderful (1005) "The room was clean and property very nice" CA $137 CA $153 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) ![Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/2d34db80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/609741f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/af89d40f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House | Private kitchen](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/52c43a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Callahan's Mountain Lodge Ashland 8.8/10 Excellent (1174) "Loved our visit there, staff was top notch" CA $159 CA $183 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/a941912b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, facials, 2 treatment rooms](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/7654834a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winery](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/49a665aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/900000/893600/893586/be871e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lithia Springs Resort Ashland 9.4/10 Exceptional (1002) "Lovely place, great staff" CA $183 CA $206 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Medford-Hotels-Lithia-Springs-Resort.h893586.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/790000/788100/788003/0e37f909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/790000/788100/788003/33c4f5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King, Standard Room, Non Smoking](https://images.trvl-media.com/lodging/1000000/790000/788100/788003/4831e542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/790000/788100/788003/e8266783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Medford Medford 8.6/10 Excellent (1002) "Great price for our family stay." CA $136 CA $153 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Medford-Hotels-Hampton-Inn-Medford.h788003.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2140000/2133600/2133508/ae7ed87d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2140000/2133600/2133508/f882dd2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2140000/2133600/2133508/w3838h2558x2y2-4550315d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2140000/2133600/2133508/c8d4ea82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Crater Lake Highway White City/Medford White City 8.2/10 Very good (1006) "Great staff. Great breakfast." CA $141 CA $143 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Medford-Hotels-Best-Western-Crater-Lake-Highway-White-CityMedford.h2133508.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078424/8f30c5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078424/d92f5b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078424/301a33c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV, DVD player, pay movies](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078424/152672ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites Medford Medford 8.8/10 Excellent (1001) "Spacious rooms and kind staff " CA $136 CA $153 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Medford-Hotels-Homewood-Suites-Medford.h2078424.Hotel-Information) ![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011768/736bb453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011768/fef2d532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011768/a9f07da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011768/45fa2e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Country Inn Jacksonville 9.4/10 Exceptional (1002) "Very charming inn in a very charming historical town. " CA $148 CA $164 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Medford-Hotels-Wine-Country-Inn.h4011768.Hotel-Information) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/37ac672b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/d7a15255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/00991541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2050000/2042000/2041971/5d4cb817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedarwood Inn of Ashland Ashland 7.2/10 Good (1011) "Staff were friendly, place is very resonible for the price. Will be staying there again!" CA $109 CA $122 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Medford-Hotels-Cedarwood-Inn-Of-Ashland.h2041971.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=2025-10-23&endDate=2025-10-24®ionId=553248635976471888&adults=2&property_amenities_group_explore=designated_smoking_areas&sort=RECOMMENDED&openPlayBack=true) ## Top Historic Railroad District Hotel Reviews ![Stratford Inn](//images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg) ### Stratford Inn 10/10 Excellent "Lovely and friendly staff, clean and confortable, convenient to downtown!" [](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Rogue Regency Inn and Suites](//images.trvl-media.com/lodging/1000000/20000/19800/19703/8b20e842_y.jpg) ### Rogue Regency Inn and Suites 10/10 Excellent "Clean and comfortable room. Staff were helpful, courteous and professional. " [](https://expedia.ca/Medford-Hotels-Rogue-Regency-Inn-And-Suites.h19703.Hotel-Information) ![Best Western Crater Lake Highway White City/Medford](//images.trvl-media.com/lodging/3000000/2140000/2133600/2133508/ae7ed87d_y.jpg) ### Best Western Crater Lake Highway White City/Medford 10/10 Excellent "Great staff. Great breakfast." 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[Flights from Toronto (YYZ) to Ashland (AHM)](https://www.expedia.ca/lp/flights/yyz/ahm/toronto-to-ashland) - [Visit Skidmore Academy Historic District](https://www.expedia.ca/Ashland-Skidmore-Academy-Historic-District.dx553248635976482103) - [Ashland Vacations](https://www.expedia.ca/Ashland.d6290.Destination-Travel-Guides) - [Visit Ashland](https://www.expedia.ca/Ashland.dx6290) - [Thomas Theatre](https://www.expedia.ca/Thomas-Theatre-Historic-Downtown-District.d6078459.Vacation-Attraction) - [Advantage Rent-A-Car Rental Cars in Ashland](https://www.expedia.ca/Advantage-Rent-A-Car-Car-Rentals-In-Ashland.d6290-c3.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Ashland](https://www.expedia.ca/Avis-Car-Rentals-In-Ashland.d6290-c41.Car-Rental-Guide-Suppliers) - [Car rental Ashland](https://www.expedia.ca/Car-Rentals-In-Ashland.d6290.Car-Rental-Guide) - [Enterprise Rental Cars in Ashland](https://www.expedia.ca/Enterprise-Car-Rentals-In-Ashland.d6290-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Ashland](https://www.expedia.ca/Hertz-Car-Rentals-In-Ashland.d6290-c40.Car-Rental-Guide-Suppliers) - 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