Title: Book the Best Historic Downtown District Hotels with FREE WIFI in 2026 | 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) ![Landmark building in Ashland Oregon.](https://images.trvl-media.com/place/553248635976471666/d364eacf-6c97-42f7-8156-e8b8401cdb92.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Wifi in Historic Downtown District, OR from CA $131 - ![](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 Hotels with Wifi Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=553248635976471666&startDate=2025-12-12&endDate=2025-12-13&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976471666&startDate=2025-12-13&endDate=2025-12-14&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976471666&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976471666&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Historic Downtown District hotels with wifi ![Garden](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/c5aa855a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/59ddab0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/cd01e6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashland Springs Hotel [](https://www.expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) Historic Downtown District 9.2/10 Wonderful (1000) "Charming historic hotel in downtown Ashland! Beautifully decorated, comfortable and well located. Restaurants and shopping galore. Theaters and playhouses all within a few blocks. We loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly CA $120 CA $154 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/80dea5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/b907a781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/272d38c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/9300/9249/4ed86249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bard's Inn, BW Signature Collection by Best Western [](https://www.expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) Historic Downtown District 8.6/10 Excellent (1005) "The Bards Inn is lovely with each room themed after a Shakespe Play. Location is excellent just at the top of Main St. I can highly recommend this hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne CA $145 CA $161 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Medford-Hotels-The-Bards-Inn.h9249.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/16000000/15160000/15153100/15153095/c4aac0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/16000000/15160000/15153100/15153095/d524dba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Fireplace](https://images.trvl-media.com/lodging/16000000/15160000/15153100/15153095/fac9b352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/16000000/15160000/15153100/15153095/d1de8521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### McCall House Boutique Inn [](https://www.expedia.ca/Medford-Hotels-McCall-House-Boutique-Inn.h15153095.Hotel-Information) Historic Downtown District 9.2/10 Wonderful (578) "The room was very clean, meals were excellent. Staff was excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renae [](https://www.expedia.ca/Medford-Hotels-McCall-House-Boutique-Inn.h15153095.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505812/684defd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Barbara Howard)](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505812/815c2dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (Silverdale) | Living area](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505812/a170cf24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505812/a65795fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winchester Inn [](https://www.expedia.ca/Medford-Hotels-Winchester-Inn.h1505812.Hotel-Information) Historic Downtown District 9.6/10 Exceptional (258) "Super comfortable room, great location to Main Street, excellent check in with friendly staff, would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $229 CA $272 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Medford-Hotels-Winchester-Inn.h1505812.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/100000000/99670000/99663800/99663755/w1608h1079x160y1-4f0fb58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/100000000/99670000/99663800/99663755/w1920h1077x0y3-2d7d4a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/100000000/99670000/99663800/99663755/a31ec2f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99670000/99663800/99663755/w1920h1079x0y1-df738853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pioneer Mega 3 vacation homes offering 8 Bedrooms, 5 bathrooms, laundry, TV, and kitchens. [](https://www.expedia.ca/Ashland-Hotels-Pioneer-Mega-3-Vacation-Homes-Offering-8-Bedrooms.h99663755.Hotel-Information) Historic Downtown District CA $682 CA $1,527 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Ashland-Hotels-Pioneer-Mega-3-Vacation-Homes-Offering-8-Bedrooms.h99663755.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) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/b4c1b610.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/7cb6fc44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Medford-Central Point by IHG [](https://www.expedia.ca/Medford-Hotels-Holiday-Inn-Express-Hotel-Suites-Medford-Central-Point.h1573382.Hotel-Information) Central Point 9.0/10 Wonderful (1002) "Very nice room and the staff accommodated our request for a quiet room. Breakfast was very good, with a nice selection. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caren CA $123 CA $138 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Medford-Hotels-Holiday-Inn-Express-Hotel-Suites-Medford-Central-Point.h1573382.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) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/7b9348b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Queen Room, Mountainside | Mountain view](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/4093c3d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratford Inn [](https://www.expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) Siskiyou-Hargadine Historic District 9.4/10 Exceptional (1597) "Clean room, attentive staff, easy walk to downtown. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $118 CA $131 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/85000000/84250000/84243300/84243241/b35208e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/85000000/84250000/84243300/84243241/ca32d6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84250000/84243300/84243241/b00c5aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds](https://images.trvl-media.com/lodging/85000000/84250000/84243300/84243241/764fefe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Springhill Suites By Marriott Medford Airport [](https://www.expedia.ca/Medford-Hotels-Springhill-Suites-By-Marriott-Medford-Airport.h84243241.Hotel-Information) Medford 9.6/10 Exceptional (1002) "Staff was helpful and attentive. The rooms were clean and plenty of towels provided. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cambria CA $151 CA $170 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Medford-Hotels-Springhill-Suites-By-Marriott-Medford-Airport.h84243241.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/1000000/10000/2600/2550/69e23b7d.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) ![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 [](https://www.expedia.ca/Medford-Hotels-Best-Western-Windsor-Inn.h2550.Hotel-Information) Ashland 9.0/10 Wonderful (1000) "Friendly staff and very clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noel CA $150 CA $167 total includes taxes & fees Jan 2 - Jan 3, 2026 [](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) ![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) ![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) ### Callahan's Mountain Lodge [](https://www.expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information) Ashland 8.8/10 Excellent (1168) "Beautiful place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $135 CA $158 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.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=2025-12-27&endDate=2025-12-28®ionId=553248635976471666&adults=2&amenities=WIFI&sort=RECOMMENDED&openPlayBack=true) ## Top Historic Downtown District Hotel Reviews ![Ramada by Wyndham Medford Airport North](https://images.trvl-media.com/lodging/1000000/50000/40400/40381/80944e9d_y.jpg) ### Ramada by Wyndham Medford Airport North 10/10 Excellent "Updated,clean and comfortable. The staff was amazing especially Hawthorne!" [](https://expedia.ca/Medford-Hotels-Ramada-By-Wyndham-Medford-Airport-North.h40381.Hotel-Information) ![Rogue Regency Inn and Suites](https://images.trvl-media.com/lodging/1000000/20000/19800/19703/8b20e842_y.jpg) ### Rogue Regency Inn and Suites 10/10 Excellent "Great breakfast, friendly staff." [](https://expedia.ca/Medford-Hotels-Rogue-Regency-Inn-And-Suites.h19703.Hotel-Information) ![Flagship Inn of Ashland](https://images.trvl-media.com/lodging/1000000/50000/42900/42817/f8004dc1_y.jpg) ### Flagship Inn of Ashland 10/10 Excellent "Was a great stay " [](https://expedia.ca/Medford-Hotels-Flagship-Inn-Of-Ashland.h42817.Hotel-Information) ![Comfort Inn & Suites Ashland](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/9eb7c716_y.jpg) ### Comfort Inn & Suites Ashland 10/10 Excellent "Staff was excellent and very nice and room was clean and location is good Town is very cool đź‘Ť" [](https://expedia.ca/Medford-Hotels-Comfort-Inn-Suites.h3448.Hotel-Information) ![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2_y.jpg) ### Ashland Hills Hotel & Suites 10/10 Excellent "Great" [](https://expedia.ca/Medford-Hotels-Ashland-Hills-Hotel-Suites.h28139.Hotel-Information) ![Stratford Inn](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg) ### Stratford Inn 10/10 Excellent "We had a great stay! Haven’t stayed here since 2001\. Happy to report that the Stratford is in great shape and the staff is still friendly, knowledgeable, and super helpful." [](https://expedia.ca/Medford-Hotels-Stratford-Inn.h2758881.Hotel-Information) ![Ashland Springs Hotel](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91_y.jpg) ### Ashland Springs Hotel 10/10 Excellent "We enjoyed our visit immensely. The room isn’t designed for someone who wants to work from their room, but it was perfect for a vacation. The room was beautiful, the service was great, the restaurant was delicious. We were blocks from the Shakespeare festival and steps from several great restaurants and amazing shops. " [](https://expedia.ca/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information) ![Motel 6 Medford, OR - North](https://images.trvl-media.com/lodging/1000000/1000000/996400/996397/4a6c43ed_y.jpg) ### Motel 6 Medford, OR - North 10/10 Excellent "Since it was winter, I didn't use the A/C, but the heater worked great. The room was clean and the staff was excellent, couldn't ask for better. My only suggestion it perhaps you could put tissues in the room. I would definitely stay here again." [](https://expedia.ca/Medford-Hotels-Motel-6-Medford.h996397.Hotel-Information) ![Holiday Inn Express Hotel & Suites Medford-Central Point by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573400/1573382/7ace6696_y.jpg) ### Holiday Inn Express Hotel & Suites Medford-Central Point by IHG 10/10 Excellent "Very nice room and the staff accommodated our request for a quiet room. Breakfast was very good, with a nice selection. " [](https://expedia.ca/Medford-Hotels-Holiday-Inn-Express-Hotel-Suites-Medford-Central-Point.h1573382.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [3 Star Hotels in Ashland ](https://www.expedia.ca/3Star-Ashland-Hotels.s30-0-d6290.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Ashland ](https://www.expedia.ca/4Star-Ashland-Hotels.s40-0-d6290.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Ashland ](https://www.expedia.ca/5Star-Ashland-Hotels.s50-0-d6290.Travel-Guide-Filter-Hotels) - [Hotels near Allen Elizabethan Theatre ](https://www.expedia.ca/Allen-Elizabethan-Theatre-Hotels.0-l6078449-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Ashland ](https://www.expedia.ca/Ashland-Apart-Hotels.d6290-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Ashland ](https://www.expedia.ca/Ashland-Apartments.d6290-aaApartments.Travel-Guide-Accommodation) - [B&B in Ashland ](https://www.expedia.ca/Ashland-Bed-And-Breakfast.d6290-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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