4/5 - Good
Verified traveller
A fun, quirky town and we were glad to experience the Shakespeare festival
Ashland
Travel Guide
Visit Ashland
Where to stay in Ashland
Historic Downtown District
While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Angus Bowmer Theatre.
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.
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.
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.
Ashland Hills Hotel & Suites
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is S$194 per night from 15 Jun to 16 Jun
S$194
15 Jun - 16 Jun
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! (1,428 reviews)
"Very kind and patient with me. Great customer service!"
Reviewed on 9 Jun, 2025
Comfort Inn & Suites Ashland
434 S. Valley View Rd., Ashland, OR
The price is S$134 per night from 6 Jul to 7 Jul
S$134
6 Jul - 7 Jul
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 ...
8.4/10 Very Good! (1,008 reviews)
"This was easy off the freeway, quick checkin, clean rooms, traveling alone so I felt safe."
Reviewed on 9 Jun, 2025
Stratford Inn
555 Siskiyou Blvd, Ashland, OR
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
9.2/10 Wonderful! (1,547 reviews)
"It’s clean and quiet with a great location"
Reviewed on 7 Jun, 2025
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.
A Cowslip's Belle Inn
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! (33 reviews)
"Terrific communication with owners, lovely property and close to downtown shops, theatre, etc. Highly recommend!"
Reviewed on 26 May, 2025
Barclay Klum House by WanderLodges
1023 E Main St, Ashland, OR
Stay at this 4-star vacation home in Ashland. Enjoy free WiFi, free parking, and a garden. Popular attractions Oregon Shakespeare Festival and Ashland Library ...
Beautiful Home Away From Home
"Hannah was such a good communicator and so helpful for my husband and I… We were in Ashland to visit friends and it was such a great place to be. So centrally located but also spacious and clean and beautiful… We would stay there anytime and hope to stay there again"
Reviewed on 2 May, 2025
Grandview of Ashland
821 Grandview Dr, Ashland, OR
Stay at this 3-star vacation home in Ashland. Enjoy free WiFi, free parking, and a sauna. Popular attractions Oregon Shakespeare Festival and Thomas Theatre ...
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want ..."
Reviewed on 15 Apr, 2025
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
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.
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.
Southern Oregon University
Walk around the campus at Southern Oregon University during your visit to Ashland. Experience the area's entertainment choices and acclaimed theatre scene.
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.
Allen Elizabethan Theatre
You can enjoy a show at Allen Elizabethan Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its entertainment choices.
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.
Things to do
Ashland Team Trivia Hunt: New 2024 Mobile Game App!
S$54
per adult
Reviews of Ashland
4
Top destination