Deals on vacations and trips to Historic Downtown District

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Historic Downtown District flight + hotel vacation packages

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Wine Country Inn

Wine Country Inn

3 out of 5
Price was $378, price is now $285 per person
$285
per person
Jan 6 - Jan 9
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Medford (MFR)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A garden, a picnic area, and express check-out are also on offer.
Winchester Inn

Winchester Inn

3.5 out of 5
Historic Downtown District
Price was $820, price is now $599 per person
$599
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Medford (MFR)
A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A terrace, a garden, and dry cleaning are also on offer.
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
Price was $468, price is now $369 per person
$369
per person
Jan 6 - Jan 9
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Medford (MFR)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
Price was $408, price is now $322 per person
$322
per person
Jan 6 - Jan 9
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Medford (MFR)
This smoke-free hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
Historic Downtown District
Price was $491, price is now $394 per person
$394
per person
Jan 6 - Jan 9
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Medford (MFR)
A full-service spa, a gym, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and perks like free self parking.

Popular places to visit

Ashland is probably best known for the Tony Award-winning Oregon Shakespeare Festival, which I highly recommend checking out if you're in to Shakespeare plays. The statue in the photo is actually a guy in a Shakespearean costume collecting contributions toward a permanent statue of the Bard in Ashland. #WeekendGetaway

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.

Oregon Shakespeare Festival

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

Oregon Cabaret Theatre

You can make plans for a show at Oregon Cabaret Theatre during your trip to Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

Oregon Cabaret Theatre

Frequently asked questions

How much are vacation packages to Historic Downtown District?
Exciting adventures await you in Historic Downtown District, with Travelocity vacation packages from as little as $285. Offering both flights and hotels, these awesome deals make it easy to experience every corner of the globe.
Where can I get the best vacation package deals for Historic Downtown District?
It's simple — head to Travelocity. With as many as 400 partner airlines and 1,000,000 worldwide properties, it's easy to find a Historic Downtown District package deal that suits your needs.
Why should I book my Historic Downtown District vacation bundle with Travelocity?
Because you'll never roam alone if you secure your trip through us, and we offer round-the-clock customer support and top-quality service to boot. Add to that our Price Match Guarantee and tons of destinations to select from. It's our job to make your vacation as unforgettable as possible.
Will I save money on my Historic Downtown District car rental if I bundle it with a hotel or flight?
Certainly. And our Historic Downtown District vacation packages will help you do it. In only a few clicks you can save money as well as time by booking everything in one place. Collect the keys to your rental car and do your vacation your way. Looking for things to do? Add some activities or experiences to your package and save on those too.
Which airport is best for Historic Downtown District?
Historic Downtown District is serviced by two major airports — Rogue Valley Intl. Airport (MFR) and Klamath Falls Intl. Airport (LMT).
What is there to do in Historic Downtown District?
You'll be happy to know Historic Downtown District is teeming with incredible photo-ops, however Oregon Shakespeare Festival and Oregon Cabaret Theatre are two you shouldn't miss.

Photos of local treasures

Browse Historic Downtown District vacation photos for more inspiration

Historic Downtown District
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts