Top Ashland Hotel Deals

Make the Most of Your Ashland Stay

Cultural heart of Southern Oregon

Ashland anchors the Rogue Valley as a sophisticated cultural destination where the Oregon Shakespeare Festival has drawn theater enthusiasts since 1935. The downtown Plaza flows directly into 93-acre Lithia Park, designed by the same landscape architect behind San Francisco's Golden Gate Park, creating an unusually graceful transition from urban energy to forested trails. The Railroad District showcases the city's evolution into galleries and restaurants, while the Schneider Museum of Art brings contemporary exhibitions to this community of 21,000.

Elevated dining and outdoor access

The culinary scene punches well above the city's size, with MÄS earning James Beard recognition for its Cascadian tasting menu and Osteria La Briccola serving Northern Italian cuisine. Mt. Ashland's ski terrain sits just 20 minutes from downtown, offering morning runs before afternoon performances. The surrounding Siskiyou Mountains provide immediate hiking access, while day trips to Crater Lake National Park or Applegate Valley wineries extend your options considerably.

Practical considerations

Rogue Valley International-Medford Airport lies 15 miles north, where rental cars provide the most flexibility. The walkable core means you can easily move between hotels, theaters, and restaurants, though having a vehicle opens up the wine country and wilderness that define Southern Oregon's appeal.

Frequently Asked Questions about Ashland

Can I book hotels in Ashland with miles on Delta Stays?

Yes, you can use your Delta miles for your hotel reservation in Ashland, or you can opt for a miles-plus-cash combination to provide more booking options. Simply log in to your SkyMiles® account, where you will also discover Member-only offers at select properties that could enhance your travel experience.

What are the benefits of booking my Ashland hotel on Delta Stays?

As a SkyMiles Member, you will earn 2 miles per $1 you spend on completed hotel stays and vacation rentals booked through Delta Stays. You will also enjoy access to special Member offers at select properties, and have the flexibility to pay with miles, cash, or a combination of both. To receive your miles, make sure to log in to your SkyMiles account or provide your SkyMiles number during checkout when making a cash payment. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

Can I change or cancel my hotel booking made through Delta Stays?

Cancellation policies vary by property. We recommend reviewing the cancellation terms displayed in the property information section before confirming your reservation. You will notice that refundable options are available for some rates, while others may be non-refundable. Changes and cancellations to your booking may result in a different amount of miles earned and awarded to your account.

Can I book with my Delta SkyMiles® American Express® Card?

Yes, your Delta SkyMiles® Gold, Platinum, or Reserve American Express® Card provides you with additional miles and valuable benefits, including an annual statement credit of up to $200 that you can apply toward prepaid hotels or vacation rentals when booking through Delta Cars and Stays. Terms apply to these offers. To explore all the benefits available with your card, please visit the Delta SkyMiles® American Express Credit Cards page for complete details.

Can I earn MQDs on Delta Stays hotel bookings?

Periodically, Delta Stays offers opportunities for SkyMiles Members to accumulate Medallion® Qualification Dollars through hotel and vacation rental reservations completed using Delta Stays. We encourage you to visit the Delta Stays MQD Offer page to check for the latest MQDs offers and review their specific terms and conditions.

Do I need to be a Delta SkyMiles Member to book a hotel on Delta Stays?

No, Delta Stays is available to everyone for hotel bookings. However, by becoming a SkyMiles Member, you will unlock the ability to earn miles and access Member-only prices and offers. As a Member, you will earn 2 miles per $1 you spend on Delta Cars and Stays (excluding taxes and other fees). The best part is that SkyMiles is free to join. Visit the delta.com to join today.

Can I book a vacation rental through Delta Stays?

Yes, beyond traditional hotels, Delta Stays provides an extensive collection of vacation rentals for your travel needs. You have access to numerous homes, condos, and specialty lodging options powered by Vrbo to suit your travel preferences. You can discover these alternative accommodations by visiting the Vacation Rentals page.

Which hotels have high ratings in Ashland?

In Ashland, you’ll find 29 hotels to choose from when you book on Delta Stays. McCall House Boutique Inn has a guest rating of 9.2 out of 10, and features a free full breakfast and proposal/romance packages. Another top-rated inn is Winchester Inn, where you can enjoy a restaurant and a bar/lounge. Arden Forest Inn has a rating of 9.8 and this bed & breakfast has a seasonal outdoor pool and proposal/romance packages.

Which area in Ashland should I book for my stay?

Ashland has a variety of interesting neighborhoods that appeal to travelers and locals alike.

Ashland's Historic Downtown District revolves around the renowned Oregon Shakespeare Festival, where Tudor-style theaters and Victorian storefronts create an intimate cultural hub. Lithia Park's 93 acres border the walkable streets filled with galleries and farm-to-table dining. One of the popular places to stay in the area is McCall House Boutique Inn.

What's a good time of year to visit Ashland?

To experience Ashland during great weather, consider a visit in June when temperatures are comfortable and the skies are mostly sunny with the Oregon Shakespeare Festival in full swing. For off-peak prices and more deals on hotels, consider visiting during May when you'll find pleasant weather, fewer crowds, and lower flight costs.

What hotels in Ashland are located closest to Oregon Shakespeare Festival?

The Oregon Shakespeare Festival brings classic and contemporary theater to life across 3 distinct stages. Arrive early to enjoy the free Green Show before your performance. McCall House Boutique Inn is a popular hotel, which is just steps away. Another top hotel is Arden Forest Inn and it is within a 12-minute walk.

What hotels in Ashland are near Lithia Park?

Lithia Park stretches across 93 acres along Ashland Creek, where visitors can wander through Japanese gardens and past duck ponds. The seasonal foliage creates a serene retreat. McCall House Boutique Inn is a popular hotel, which is just steps away. Arden Forest Inn is another well-reviewed hotel and it is within an 11-minute walk.

What hotels in Ashland are near Oregon Cabaret Theatre?

The Oregon Cabaret Theatre transforms a 1911 mission-style church into an intimate venue where professional musicals pair with gourmet dining. Tiered seating ensures clear views from every table. McCall House Boutique Inn is a popular hotel, which is just steps away. Another top hotel is Arden Forest Inn and it is within a 14-minute walk.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar