Title: Book the Best Historic Downtown District WINERY Hotels in 2025 | 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 Downtown District Car Rentals](https://expedia.ca/Car-Rentals-In-Historic-Downtown-District.d553248635976471666.Car-Rental-Guide)[Historic Downtown District Vacations](https://expedia.ca/Historic-Downtown-District.d553248635976471666.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/2827c471dbf315bcf8c417169ecc676c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Historic Downtown District, OR from CA $98 ![](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 Historic Downtown District Winery Hotels Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976471666&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=553248635976471666&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976471666&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976471666&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Historic Downtown District Winery Hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/80dea5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/9264db9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/eed498c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/d3116ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bard's Inn, BW Signature Collection by Best Western Historic Downtown District 8.6/10 Excellent (1005) "My favorite place to stay in Ashland. Clean and nice rooms, affordable, PERFECT location and great staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsey CA $139 CA $155 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/7ace6696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/7cb6fc44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/71f81a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/5284c096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Medford-Central Point by IHG Central Point 9.0/10 Wonderful (1001) "Everything was excellent, thank you." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon CA $150 CA $168 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Medford-Hotels-Holiday-Inn-Express-Hotel-Suites-Medford-Central-Point.h1573382.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/19800/19703/8b20e842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/19800/19703/8d155e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/19800/19703/eebd3461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/19800/19703/63c12e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rogue Regency Inn and Suites Medford 9.0/10 Wonderful (2532) "second stay here and was very pleased with all aspects of this hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ingrid CA $134 CA $151 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Medford-Hotels-Rogue-Regency-Inn-And-Suites.h19703.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) ![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/01670d2f.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) ### Callahan's Mountain Lodge Ashland 8.8/10 Excellent (1173) "Loved our visit there, staff was top notch" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $150 CA $174 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) ![Honeymoon Suite #7, 1 Queen Bed, Jetted Tub, Mountain Views](https://images.trvl-media.com/lodging/93000000/92730000/92724000/92723926/965ebb54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/93000000/92730000/92724000/92723926/0e643dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92730000/92724000/92723926/91792c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/93000000/92730000/92724000/92723926/7283f84d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peerless Hotel by WanderLodges Historic Railroad District 9.6/10 Exceptional (90) "A lovely spot to stay! Our room was beautifully furnished and cozy with a historic charm. The outdoor balcony was a great way to wake up with a cup of coffee. Within walking distance of the theaters and downtown. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $162 CA $257 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Ashland-Hotels-The-Peerless-Hotel-By-WanderLodges.h92723926.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/5f7e6be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/2acbb0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/7b9348b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratford Inn Siskiyou-Hargadine Historic District 9.4/10 Exceptional (1568) "Very nice place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren CA $151 CA $169 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/11000000/10360000/10357300/10357209/1fa7d33b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10360000/10357300/10357209/3d717efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/11000000/10360000/10357300/10357209/1d738efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Modern King Room Non-Smoking ( NO PETS ALLOWED )](https://images.trvl-media.com/lodging/11000000/10360000/10357300/10357209/46c19682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### City Center Motel City Center Medford 8.8/10 Excellent (446) "Great place, quaint and friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $87 CA $98 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Medford-Hotels-City-Center-Motel-Medford-Downtown.h10357209.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) ![Exterior](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011768/45fa2e41.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) ![Pillowtop beds, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011768/30167641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Country Inn Jacksonville 9.4/10 Exceptional (1000) "Very charming inn in a very charming historical town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martha Coya CA $144 CA $160 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Medford-Hotels-Wine-Country-Inn.h4011768.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/77000000/76140000/76138500/76138485/b7be0ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/77000000/76140000/76138500/76138485/3521d653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/77000000/76140000/76138500/76138485/1fc2d2f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/77000000/76140000/76138500/76138485/f171fa6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Compass by Margaritaville in Medford Medford 9.6/10 Exceptional (1026) "Great place to stay with our dog." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna CA $213 CA $256 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Medford-Hotels-Compass-By-Margaritaville-In-Medford.h76138485.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/28d1c83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/0e2a2fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/abff2184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78840000/78834100/78834058/fdb1307a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area. Central Point 9.8/10 Exceptional (24) "Great host, cute surroundings, lovely stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie B. CA $175 CA $322 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Cottage-2bd1ba-Near-Jacksonville-Pets-Okay.h78834058.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=2025-11-08&endDate=2025-11-09®ionId=553248635976471666&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Historic Downtown District Hotel Reviews ![Super 8 by Wyndham Central Pt Medford](//images.trvl-media.com/lodging/2000000/1290000/1281700/1281623/fe5b1b5b_y.jpg) ### Super 8 by Wyndham Central Pt Medford 10/10 Excellent "Airport shuttle was fine" [](https://expedia.ca/Medford-Hotels-Super-8-By-Wyndham-Central-Pt-Medford.h1281623.Hotel-Information) ![Clarion Pointe Medford](//images.trvl-media.com/lodging/1000000/220000/218700/218641/6a918f34_y.jpg) ### Clarion Pointe Medford 10/10 Excellent "Staff very friendly, breakfast had lots of choices and the area was quiet and safe. " [](https://expedia.ca/Medford-Hotels-Clarion-Pointe.h218641.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 "We got in really late at night and the staff at the front was so welcoming. Breakfast is in a cute diner/pub, but the quality of the food was ho-hum... The room was clean and very cozy. Would stay here again if we go through Medford on our next trip. " [](https://expedia.ca/Medford-Hotels-Rogue-Regency-Inn-And-Suites.h19703.Hotel-Information) ![Best Western Horizon Inn](//images.trvl-media.com/lodging/1000000/180000/172300/172296/22074732_y.jpg) ### Best Western Horizon Inn 10/10 Excellent "Staff brought us another blanket. It fit the bed. Very helpful." [](https://expedia.ca/Medford-Hotels-Best-Western-Horizon-Inn.h172296.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 "Perfect stay before a flight!" [](https://expedia.ca/Medford-Hotels-Best-Western-Crater-Lake-Highway-White-CityMedford.h2133508.Hotel-Information) ![Stratford Inn](//images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg) ### Stratford Inn 10/10 Excellent "Very nice place. " [](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Comfort Inn & Suites Ashland](//images.trvl-media.com/lodging/1000000/10000/3500/3448/9eb7c716_y.jpg) ### Comfort Inn & Suites Ashland 10/10 Excellent "Great location. Accommodated our late check in coming from out of town! " [](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) ![The Bard's Inn, BW Signature Collection by Best Western](//images.trvl-media.com/lodging/1000000/10000/9300/9249/80dea5e6_y.jpg) ### The Bard's Inn, BW Signature Collection by Best Western 10/10 Excellent "Great location and nice room" [](https://expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) ![Flagship Inn of Ashland](//images.trvl-media.com/lodging/1000000/50000/42900/42817/f8004dc1_y.jpg) ### Flagship Inn of Ashland 10/10 Excellent "Easy check-in and check out, room was clean and comfortable, and breakfast was surprisingly good for such a small property." 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[Waterpark Hotels in Ashland](https://www.expedia.ca/Ashland-Hotels-Waterpark-Hotels.0-0-d6290-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Ashland](https://www.expedia.ca/Ashland-Hotels-Winery-Hotel.0-0-d6290-tWineryHotel.Travel-Guide-Filter-Hotels) - [Ashland Hotels](https://www.expedia.ca/Ashland-Hotels.d6290.Travel-Guide-Hotels) - [Inns in Ashland](https://www.expedia.ca/Ashland-Inns.d6290-aaInns.Travel-Guide-Accommodation) - [Lodges in Ashland](https://www.expedia.ca/Ashland-Lodges.d6290-aaLodges.Travel-Guide-Accommodation) - [Motels in Ashland](https://www.expedia.ca/Ashland-Motels.d6290-aaMotels.Travel-Guide-Accommodation) - [Vacation Homes in Ashland](https://www.expedia.ca/Ashland-Private-Vacation-Homes.d6290-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Ashland](https://www.expedia.ca/Ashland-Resort-Hotels.d6290-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Ashland](https://www.expedia.ca/Ashland-Townhomes.d6290-aaTownhomes.Travel-Guide-Accommodation) - [Golf Hotels in Historic Railroad District](https://www.expedia.ca/Historic-Railroad-District-Ashland-Hotels-Golf-Hotel.0-n553248635976471888-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Historic Railroad District](https://www.expedia.ca/Historic-Railroad-District-Ashland-Hotels-Pet-Friendly-Hotel.0-n553248635976471888-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Historic Railroad District Hotels](https://www.expedia.ca/Historic-Railroad-District-Ashland-Hotels.0-n553248635976471888-0.Travel-Guide-Filter-Hotels) - [Hotels near Lithia Park](https://www.expedia.ca/Lithia-Park-Hotels.0-l553248621532642212-0.Travel-Guide-Filter-Hotels) - [Hotels near Oregon Cabaret Theatre](https://www.expedia.ca/Oregon-Cabaret-Theatre-Hotels.0-l553248621532642225-0.Travel-Guide-Filter-Hotels) - [Hotels near Oregon Shakespeare Festival](https://www.expedia.ca/Oregon-Shakespeare-Festival-Hotels.0-l6183594-0.Travel-Guide-Filter-Hotels) - [Best Western Hotels in Skidmore Academy Historic District](https://www.expedia.ca/Skidmore-Academy-Historic-District-Ashland-Hotels-Best-Western.0-n553248635976482103-0--bBestWestern.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Skidmore Academy Historic District](https://www.expedia.ca/Skidmore-Academy-Historic-District-Ashland-Hotels-Pet-Friendly-Hotel.0-n553248635976482103-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Skidmore Academy Historic District Hotels](https://www.expedia.ca/Skidmore-Academy-Historic-District-Ashland-Hotels.0-n553248635976482103-0.Travel-Guide-Filter-Hotels) - [Hotels near Southern Oregon University](https://www.expedia.ca/Southern-Oregon-University-Hotels.0-l6188400-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Talent](https://www.expedia.ca/Talent-Hotels-Adults-Only-Resorts.0-0-d6347896-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Talent](https://www.expedia.ca/Talent-Hotels-Cheap-Hotels.0-0-d6347896-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Talent](https://www.expedia.ca/Talent-Hotels-Hotels-With-Balconies.0-0-d6347896-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Flights to Ashland](https://www.expedia.ca/Cheap-Flights-To-Ashland.d6290.Travel-Guide-Flights) - [Flights from Flint to Ashland](https://www.expedia.ca/lp/flights/1238/6290/flint-to-ashland) - [Flights from Phoenix to Ashland](https://www.expedia.ca/lp/flights/178298/6290/phoenix-to-ashland) - [Flights from Salt Lake City to Ashland](https://www.expedia.ca/lp/flights/178302/6290/salt-lake-city-to-ashland) - [Flights from Toronto to Ashland](https://www.expedia.ca/lp/flights/178314/6290/toronto-to-ashland) - [Flights from Edmonton to Ashland](https://www.expedia.ca/lp/flights/180002/6290/edmonton-to-ashland) - [Flights from McKinleyville to Ashland](https://www.expedia.ca/lp/flights/602249/6290/mckinleyville-to-ashland) - [Flights from Reno to Ashland](https://www.expedia.ca/lp/flights/602688/6290/reno-to-ashland) - [Flights from Amsterdam (AMS) to Ashland (AHM)](https://www.expedia.ca/lp/flights/ams/ahm/amsterdam-to-ashland) - [Flights from Kota Kinabalu (BKI) to Ashland (AHM)](https://www.expedia.ca/lp/flights/bki/ahm/kota-kinabalu-to-ashland) - [Flights from Bangkok (BKK) to Ashland (AHM)](https://www.expedia.ca/lp/flights/bkk/ahm/bangkok-to-ashland) - [Flights from Charlotte (CLT) to Ashland (AHM)](https://www.expedia.ca/lp/flights/clt/ahm/charlotte-to-ashland) - [Flights from Denver (DEN) to Ashland (AHM)](https://www.expedia.ca/lp/flights/den/ahm/denver-to-ashland) - [Flights from Detroit (DTW) to Ashland (AHM)](https://www.expedia.ca/lp/flights/dtw/ahm/detroit-to-ashland) - [Flights from Eugene (EUG) to Ashland (AHM)](https://www.expedia.ca/lp/flights/eug/ahm/eugene-to-ashland) - [Flights from Frankfurt (FRA) to Ashland (AHM)](https://www.expedia.ca/lp/flights/fra/ahm/frankfurt-to-ashland) - [Flights from New York (JFK) to Ashland (AHM)](https://www.expedia.ca/lp/flights/jfk/ahm/new-york-to-ashland) - [Flights from Minneapolis (MSP) to Ashland (AHM)](https://www.expedia.ca/lp/flights/msp/ahm/minneapolis-to-ashland) - [Flights from Oakland (OAK) to Ashland (AHM)](https://www.expedia.ca/lp/flights/oak/ahm/oakland-to-ashland) - [Flights from Ontario (ONT) to Ashland (AHM)](https://www.expedia.ca/lp/flights/ont/ahm/ontario-to-ashland) - [Flights from Portland (PDX) to Ashland (AHM)](https://www.expedia.ca/lp/flights/pdx/ahm/portland-to-ashland) - [Flights from San Antonio (SAT) to Ashland (AHM)](https://www.expedia.ca/lp/flights/sat/ahm/san-antonio-to-ashland) - [Flights from Seattle (SEA) to Ashland (AHM)](https://www.expedia.ca/lp/flights/sea/ahm/seattle-to-ashland) - [Flights from San Francisco (SFO) to Ashland (AHM)](https://www.expedia.ca/lp/flights/sfo/ahm/san-francisco-to-ashland) - [Flights from Regina (YQR) to Ashland (AHM)](https://www.expedia.ca/lp/flights/yqr/ahm/regina-to-ashland) - [Flights from Winnipeg (YWG) to Ashland (AHM)](https://www.expedia.ca/lp/flights/ywg/ahm/winnipeg-to-ashland) - [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) - [Localiza Argentina Rental Cars in Ashland](https://www.expedia.ca/Localiza-Argentina-Car-Rentals-In-Ashland.d6290-c1097.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Ashland](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Ashland.d6290-c45.Car-Rental-Guide-Suppliers) - [Ashland Vacation Rentals](https://www.expedia.ca/Ashland-Vacation-Rentals.d6290.Travel-Guide-VacationRentals) - [Things to do in Ashland](https://www.expedia.ca/Things-To-Do-In-Ashland.d6290.Travel-Guide-Activities) - [Book Hotels in Historic Downtown District on Expedia.com](https://www.expedia.com/Historic-Downtown-District-Medford-Hotels-Winery-Hotel.0-n553248635976471666-0-tWineryHotel.Travel-Guide-Filter-Hotels)