Ashland Vacations
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Where to stay in Ashland
Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland
Historic Downtown District
4 out of top 10 points of interest in this area
5/5(137 area reviews)
If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.
Find the Best Ashland Vacation Packages
Ashland Hotel Deals
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is NT$2,989 per night from Jun 16 to Jun 17
NT$2,989
NT$3,333 total
Jun 16 - Jun 17
includes taxes & fees
8.6/10 Excellent! (1,361 reviews)
"Did not enjoy the virtual kiosk check-in experience."
Reviewed on 2026/6/13
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is NT$4,527 per night from Jun 29 to Jun 30
NT$4,527
NT$5,364 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (1,499 reviews)
"Unfortunately breakfast is not provided nor a voucher. They have a cafe onsite yet no breakfast option. That is a downside."
Reviewed on 2026/6/14
Stratford Inn
555 Siskiyou Blvd Ashland OR
The price is NT$4,364 per night from Jun 22 to Jun 23
NT$4,364
NT$4,865 total
Jun 22 - Jun 23
includes taxes & fees
9.4/10 Exceptional! (1,781 reviews)
"Awesome continental breakfast"
Reviewed on 2026/6/14
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.
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- Children's Museum
- Tashi Choling Buddhist Center
- Grants Pass and Josephine County Chamber of Commerce
- Medford City Hall
- Lost Creek Park
- Alba Park
- Visit Skidmore Academy Historic District
- Cole M. Rivers Hatchery
- Rogue Valley Country Club
- Angus Bowmer Theatre
- Centennial Golf Club
- Oregon Shakespeare Festival
- The RRRink
- Fiasco Winery
- Stewart Meadows Golf Course
- The Glass Forge
- Visit Ashland
- Howard Prairie Lake
- Visit Medford
- Eagle Point Vacations
- Grants Pass Golf Club
- Rogue Valley Mall
- Grants Pass Welcome Center
- Quail Point Golf Course
- Scienceworks Hands-On Museum
- Schmidt Family Vineyards
- Visit Talent
- Mount Ashland Ski Area
- Southern Oregon University
- Palmerton Park
- Fichtner-Mainwaring Park
- Barnstormers Theater
- Allen Elizabethan Theatre
- Rogue River Vacations
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
