Historic Downtown District, OR
Ashland
Visit Historic Downtown District
Popular places to visit
Oregon Shakespeare Festival
You can make plans for a show at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Mount Ashland Ski Area
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.
Lithia Park
Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and lively festivals in this family-friendly area.
Oregon Cabaret Theatre
You can make plans for a show at Oregon Cabaret Theatre during your trip to Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.
Allen Elizabethan Theatre
You can enjoy a show at Allen Elizabethan Theatre during your stay in Ashland. Wander around the area's picturesque gardens or experience its acclaimed theater scene.
Thomas Theatre
You can get tickets for a performance at Thomas Theatre on your trip to Ashland. Experience the area's acclaimed theater scene and lively festivals.
Things to do
Historic Downtown District Hotel Deals
Ashland Springs Hotel
Great location for the Shakespeare festival and shows were excellent. Room on 3rd floor was very small. Restaurant “Lark’s” was good food but slow service (2 1/2 hour dinner). Nice bar but very limited hours. Ashland overall was a wonderful place!
Reviewed on Apr 4, 2026
The Bard's Inn, BW Signature Collection by Best Western
easy parking. close to restaurants. short uphill walk to theater. good hot breakfast included. room clean, good quality coffee maker and coffee, hair dryer, plenty of towels and hot water. Excellent for this price point, I've been a multiple return customer for years.
Reviewed on Apr 3, 2026
Winchester Inn
Loved it! So cute!
Reviewed on Mar 31, 2026
McCall House Boutique Inn
It has a great location, easy to walk to center of town. The breakfasts were very fresh and warm. They had 3 or 4 different EV chargers behind the lovely historic house.
Reviewed on Mar 31, 2026
Stratford Inn
Lovely room. Easy walk to downtown area. Breakfast was great...lots of choices!!
Reviewed on Apr 5, 2026
Rogue Regency Inn Medford Airport
I stay at the Rogue Regency whenever I fly out of Medford. They have a park and fly option, a shuttle to the airport and a nice restaurant. It’s a really great hotel!
Reviewed on Apr 5, 2026
Other neighborhoods around Historic Downtown District
Historic Railroad District
Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.
Siskiyou-Hargadine Historic District
While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.
Skidmore Academy Historic District
Skidmore Academy Historic District might not have many top sights, but Allen Elizabethan Theatre and Thomas Theatre are two attractions nearby that you can check out.
