Historic Downtown District, OR

Ashland
Historic Downtown District

Popular places to visit

Image for Oregon Shakespeare Festival

Oregon Shakespeare Festival

4.5/5(265 reviews)

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.

Oregon Shakespeare Festival
Image for Mount Ashland Ski Area

Mount Ashland Ski Area

4/5(70 reviews)

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.

Mount Ashland Ski Area
Image for Oregon Cabaret Theatre

Oregon Cabaret Theatre

4.5/5(47 reviews)

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.

Oregon Cabaret Theatre
Image for Allen Elizabethan Theatre

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 lively festivals.

Allen Elizabethan Theatre
Image for Angus Bowmer Theatre

Angus Bowmer Theatre

You can get tickets for a performance at Angus Bowmer Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its lively festivals.

Angus Bowmer Theatre
Image for Thomas Theatre

Thomas Theatre

4.5/5(81 reviews)

You can get tickets for a performance at Thomas Theatre on your trip to Ashland. Experience the area's lively festivals and entertainment choices.

Thomas Theatre

Historic Downtown District Hotel Deals

Rogue Regency Inn and Suites
Rogue Regency Inn and Suites
3 out of 5
2300 Biddle Rd, Medford, OR
The price is ₩153,425 per night from May 29 to May 30
₩153,425
per night
May 29 - May 30
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,148 reviews)
Rogue Regency Inn and Suites, Medford, Oregon
"We had a very nice stay at the Rogue Regency Inn and Suites. It was great to have 2 options for meals at this locations so we did not have to go out somewhere else. Staff was very friendly, rooms were clean and beds were comfortable."

Reviewed on May 24, 2024

Rogue Regency Inn and Suites
Ashland Springs Hotel
Ashland Springs Hotel
3 out of 5
212 E Main St, Ashland, OR
The price is ₩317,993 per night from Jun 2 to Jun 3
₩317,993
per night
Jun 2 - Jun 3
Stay at this 3-star spa hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,008 reviews)
"Just a one night stay, but the historical nature of the building (despite small rooms) was wonderful. The guests were so kind to my puppy! Great hotel"

Reviewed on May 26, 2024

Ashland Springs Hotel
The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best Western
2.5 out of 5
132 N Main Street, Ashland, OR
The price is ₩245,480 per night from May 29 to May 30
₩245,480
per night
May 29 - May 30
Stay at this hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,003 reviews)
"The hotel is well located to visit the Shakespeare festival and restaurants. Check in would be made easier by giving parking directions before are since the hotel is located in 3 different buildings on different roads. Breakfast was disappointing. There was no fresh fruit. Pork with no other meat ..."

Reviewed on May 25, 2024

The Bard's Inn, BW Signature Collection by Best Western
McCall House Boutique Inn
McCall House Boutique Inn
4 out of 5
153 Oak St, Ashland, OR
The price is ₩253,063 per night from May 29 to May 30
₩253,063
per night
May 29 - May 30
Stay at this 4-star B&B in Ashland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Oregon Shakespeare Festival and Allen Elizabethan ...
9.8/10 Exceptional! (233 reviews)
Good place to stay in Ashland.
"Nice place, well located, great staff, delightful breakfast. Like many older inns, room was pretty small and the electrical system would benefit from some modernizing to accommodate needs of 2020+ info tech. However, they did offer EV charging, which was a real plus."

Reviewed on May 24, 2024

McCall House Boutique Inn
Winchester Inn
Winchester Inn
3.5 out of 5
35 S. 2nd St., Ashland, OR
The price is ₩305,785 per night from May 29 to May 30
₩305,785
per night
May 29 - May 30
Stay at this 3.5-star inn in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.6/10 Exceptional! (203 reviews)
"The service was delightful"

Reviewed on May 12, 2024

Winchester Inn
My Place Hotel-Medford OR
My Place Hotel-Medford OR
3 out of 5
580 Airport Rd, Medford, OR
The price is ₩158,335 per night from Jun 4 to Jun 5
₩158,335
per night
Jun 4 - Jun 5
Stay at this 3-star business-friendly hotel in Medford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (889 reviews)
"Very nice place to stay"

Reviewed on May 26, 2024

My Place Hotel-Medford OR
See all 597 properties in Historic Downtown District
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.

Other neighborhoods around Historic Downtown District

Road trip food!! I loved the burrito bowl

Historic Railroad District

4.5/5(7 area reviews)

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.

Historic Railroad District
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Siskiyou-Hargadine Historic District

4.5/5(12 area reviews)

While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.

Siskiyou-Hargadine Historic District
Walked across the street from the ER and imagine this was the view from a physician parking lot

Skidmore Academy Historic District

5/5(1 area review)

Skidmore Academy Historic District might not have many top sights, but Allen Elizabethan Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.

Skidmore Academy Historic District

Historic Downtown District, OR