Historic Downtown District Trips (flight + hotel)

Photo by Patrick Glassford

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Where to stay in Historic Downtown District

Find the best Historic Downtown District areas and neighborhoods for the activities you enjoy most. Learn more about Historic Downtown District
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Historic Railroad District

Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.

Find hotels in Historic Railroad District

Top hotels in Historic Downtown District

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

2.5 out of 5
132 N Main Street, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is P9,664 per night from Aug 17 to Aug 18
P9,664
P10,775 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
Comfortable in Ashland
"The Bard's Inn is comfortable and welcoming, and an easy stroll down the street to restaurants, shops and the Oregon Shakespeare Festival shows"

Reviewed on Jul 28, 2025

The Bard's Inn, BW Signature Collection by Best Western
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St, Ashland, OR
The price is P10,208 per night from Aug 10 to Aug 11
P10,208
P11,668 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,009 reviews)
"Beautiful old hotel (refurbished) close to everything in Ashland!"

Reviewed on Jul 29, 2025

Ashland Springs Hotel
McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
153 Oak St, Ashland, OR
9.8/10 Exceptional! (265 reviews)
"Great, friendly, helpful staff. Walk to the theater, gourmet breakfasts."

Reviewed on Jul 22, 2025

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McCall House Boutique Inn
See all 658 properties in Historic Downtown District
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.

Frequently asked questions

How much does a Historic Downtown District vacation package cost?
The most affordable Historic Downtown District package is , so your dream escape can become a reality — without a hefty price tag. Combine flights, hotels, car rentals and more to custom build a package that suits you.
How do I get a cheap travel package to Historic Downtown District?
Combine your hotels and flights, add on extras such as activities, and save with a Historic Downtown District vacation package. You won't just land impressive discounts on your trip — you'll have loads of choice within your reach too. When you book with Expedia, you can select from more than 550 air carriers and 1,000,000 hotels globally. Your next big adventure begins right here, right now!
How far in advance should I book my Historic Downtown District vacation?
While not all air carriers release tickets early, you can normally start comparing international flights on Expedia up to 12 months in advance. This is the time you can bag some fantastic bargains. If you're booking last minute, you may still be in luck. Sometimes the lowest prices become available only weeks prior to departure.
What does an Expedia Historic Downtown District travel package include?
Flights, hotels and a cool car for all your road trip adventures. Simply choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on some experiences and tours and watch your savings stack up. When it comes to crafting your Historic Downtown District getaway, you're the one in control!
What should I know before booking a Historic Downtown District travel package?
When you book your flights, hotels and car rentals together, you'll pick up great discounts. Whether you're organizing a rural escape in a cottage or would rather stay in an upscale city hotel, Expedia will help make it happen.
Can I choose my airline with a Historic Downtown District Expedia vacation package?
Yes, you can. We offer more than 550 partner airlines throughout the world, so pick the carrier that best suits your budget needs.
If I'm not able to travel, can I cancel my Historic Downtown District vacation package?
It's difficult to predict what the future holds, so it's good to know that you can change or cancel your Historic Downtown District vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Popular places to visit

Allen Elizabethan Theatre

You can enjoy a show at Allen Elizabethan Theatre during your stay in Ashland. Wander around the area's picturesque gardens or experience its entertainment choices.

Allen Elizabethan Theatre

Things to do

Rogue River Family Float & Discovery Park-Rafting and Kayaking

Rogue River Family Float & Discovery Park-Rafting and Kayaking

P6,310
per adult
Rogue River Family Float & Discovery Park-Rafting and Kayaking
Salem Puzzling Adventure

Ashland Puzzling Adventure

P1,982
per traveler
Ashland Puzzling Adventure
Rafting Kikacéki

Kikacéki (Ward's) Canyon

P14,091
per adult
Kikacéki (Ward's) Canyon
See all activities in Ashland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.