Ashland Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NT$5,067 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
5 out of top 10 points of interest in this area
5/5(133 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
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,663 reviews)
Everyone and everything was Great!! I had been on the road for 9 hrs.......slept 11 hrs!!!!! Thx
Reviewed on 2026/1/26
Ashland Springs Hotel
212 E Main St Ashland OR
Fully refundableReserve now, pay when you stay
The price is NT$2,735 per night from Feb 4 to Feb 5
NT$2,735
NT$3,522 total
Feb 4 - Feb 5
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
Everything was nice.
Reviewed on 2026/1/23
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundable
8.8/10 Excellent! (1,482 reviews)
Great hotel I highly recommend 😊
Reviewed on 2026/1/26
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.
Discover the most popular places to visit in Ashland
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.
Southern Oregon University
Enjoy the collegiate vibe at Southern Oregon University as part of your travels around Ashland. Experience the area's entertainment choices and acclaimed theater scene.
Explore a world of travel with Expedia
- Pet-Friendly Hotels in Medford
- Hotels near Allen Elizabethan Theatre
- Luxury Hotels in Ashland
- Luxury Hotels in Medford
- Motel 6 Hotels in Talent
- Hotels near Lithia & Driveway Fields
- Hotels near Rogue Valley Country Club
- Hotel Wedding Venues Hotels in Medford
- Lodges in Talent
- Resorts & Hotels with Spas in Medford
- Gay friendly Hotels in Medford
- Hotels with Bars in Medford
- Hotels near Bear Creek Park
- Hotels with a Pool in Medford
- Hotels near Southern Oregon University
- Historic Hotels in Ashland
- 5 Star Hotels in Ashland
- Hotels with Bars in Ashland
- Hotels with an Indoor Pool in Medford
- Cheap Hotels in Ashland
- Hotel Wedding Venues Hotels in Ashland
- Medford Hotels
- Pet-Friendly Hotels in City Center Medford
- Resorts & Hotels with Spas in Talent
- Hotels near EdenVale Winery
- Hotels near Stewart Meadows Golf Course
- Cheap Hotels in Medford
- 4 Star Hotels in Talent
- Hotels near Windsor Ski Lift
- Hotels with a Pool in City Center Medford
- Gay friendly Hotels in Ashland
- Shilo Inn Hotels in Phoenix
- Hotels with smoking rooms in Ashland
- Flights to Phoenix
- Flights from Fukuoka (FUK) to Medford (MFR)
- Flights to Talent
- Flights from Exeter (EXT) to Medford (MFR)
- Flights from Zürich (ZRH) to Ashland (AHM)
- Flights from San Diego (SAN) to Ashland (AHM)
- Flights from Ocho Rios (OCJ) to Medford (MFR)
- Flights from Hobbs (HOB) to Medford (MFR)
- Flights from Dodge City (DDC) to Medford (MFR)
- Flights from Washington (DCA) to Ashland (AHM)
- Flights from Santa Fe (SAF) to Medford (MFR)
- Flights from Sumner Parker Field
- Flights from Bogotá (BOG) to Medford (MFR)
- Flights from Asau (AAU) to Medford (MFR)
- Flights from Newport (EFK) to Medford (MFR)
- Flights from New York (JFK) to Ashland (AHM)
- Flights from Ashland
- Flights from San Antonio (SAT) to Ashland (AHM)
- Flights from Maraba (MAB) to Medford (MFR)
- Flights from Medford
- Flights from Provo (PVU) to Medford (MFR)
- 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
- Greenmotion Rental Cars in Talent
- Car rentals near Lithia & Driveway Fields
- Car rentals near City Center Medford
- Car rentals near Tashi Choling Buddhist Center
- Car rentals near Allen Elizabethan Theatre
- Car rentals near Lithia Park
- Island Car Rentals Rental Cars in Talent
- Car rentals near Asante Rogue Regional Medical Center
- Offer Car Hire Rental Cars in Talent
- Enterprise Rental Cars in Ashland
- Car rental Medford
- Enterprise Rental Cars in Medford
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
