Ashland

Travel Guide

Ashland
Photo by Lily S
Photo by Lily S
Photo by Jacqueline Sawatzky
Photo by Jacqueline Sawatzky
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts

Where to stay in Ashland

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Historic Downtown District

While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.

Historic Downtown District
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Historic Railroad District

While Historic Railroad District isn't home to many top sights, Oregon Cabaret Theatre and Allen Elizabethan Theatre are some notable places to visit nearby.

Historic Railroad District
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Siskiyou-Hargadine Historic District

If you're spending some time in Siskiyou-Hargadine Historic District, Lithia Park and Ashland Library are top sights worth seeing.

Siskiyou-Hargadine Historic District
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Skidmore Academy Historic District

While Skidmore Academy Historic District may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Allen Elizabethan Theatre and Oregon Shakespeare Festival.

Skidmore Academy Historic District
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,016 reviews)
"It was quiet, nicely appointed, loved the Kuerig coffee appliance."

Reviewed on 19 Aug 2025

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Flagship Inn of Ashland
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is €124 per night from 2 Sept to 3 Sept
€124
2 Sept - 3 Sept
includes taxes & fees
Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,466 reviews)
"Funky throwback,dated, but very clean, great room, good bed, great WiFi, quiet, good amenities, great location. No complaints."

Reviewed on 18 Aug 2025

Ashland Hills Hotel & Suites
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd., Ashland, OR
The price is €92 per night from 21 Sept to 22 Sept
€92
21 Sept - 22 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,009 reviews)
We would recommend another hotel
"The location was great. The stay was fine. We did have to have our key cards redone because the front desk missed that we were there for more than one night, which was an inconvenience, but was easily enough remedied. Also, we were informed upon arrival that the last room on the ground floor had ..."

Reviewed on 19 Aug 2025

Comfort Inn & Suites Ashland
See all 747 properties in Ashland
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.
Hyatt Lake Mountain Retreat

Hyatt Lake Mountain Retreat

Ashland
Stay at this cabin in Ashland. Enjoy free WiFi, a garden, and patios. Popular attractions Hyatt Reservoir and Howard Prairie Lake are located nearby.
9.8/10 Exceptional! (80 reviews)
"As described by the property owner. Pleasant. Stay quiet area. Local lake not for swimming. However good for boating and fishing."

Reviewed on 2 Aug 2025

Hyatt Lake Mountain Retreat
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
159 N Main St, Ashland, OR
Stay at this 3-star business-friendly apartment in Ashland. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Allen Elizabethan ...
9.6/10 Exceptional! (35 reviews)
"What a wonderful place to stay! The owners were very cordial and offered suggestion about places to go. We particularly loved to Koi pond right off our deck."

Reviewed on 28 Jul 2025

A Cowslip's Belle Inn
Chateau Herb ~ Miranda Carriage House Apt

Chateau Herb ~ Miranda Carriage House Apt

Ashland
Stay at this vacation home in Ashland. Enjoy a sauna, a garden, and laundry facilities. Popular attractions North Mountain Park and Allen Elizabethan Theatre ...
10/10 Exceptional! (3 reviews)
Nice place to stay just away from the fray
"The property manager did a great job. During our stay, the a/c was out so she had portable units brought in before we arrived and left a lovely bottle of Syrah. The portable units worked just fine. I would give five stars, but I can't because the bed advertised as a King was a Queen. This was okay ..."

Reviewed on 4 Aug 2025

Chateau Herb ~ Miranda Carriage House Apt
See all properties in Ashland
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.

Popular places to visit

Oregon Shakespeare Festival

Oregon Shakespeare Festival

You can get tickets for a performance 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
Mount Ashland Ski Area

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.

Mount Ashland Ski Area

Southern Oregon University

Walk around the campus at Southern Oregon University during your visit to Ashland. Experience the area's acclaimed theatre scene and lively festivals.

Southern Oregon University

Lithia Park

Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Lithia Park

Oregon Cabaret Theatre

You can get tickets for a performance at Oregon Cabaret Theatre during your stay in Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

Oregon Cabaret Theatre

Howard Prairie Lake

Commune with nature and explore the great outdoors at Howard Prairie Lake during your travels in Ashland. While in this family-friendly area, you can savour the top-notch restaurants.

Howard Prairie Lake

Things to do

Salem Puzzling Adventure

Ashland Puzzling Adventure

€30
per traveller
Ashland Puzzling Adventure
Ashland Team Trivia Hunt: New 2024 Mobile Game App!

Ashland Team Trivia Hunt: New 2024 Mobile Game App!

€36
per adult
Ashland Team Trivia Hunt: New 2024 Mobile Game App!
See all activities in Ashland
Medford

Medford

Klamath Falls

Klamath Falls

Photo by Rhonda Lindsay

Montague