Siskiyou-Hargadine Historic District Vacations from $721

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Your Siskiyou-Hargadine Historic District Vacation

Booking a Siskiyou-Hargadine Historic District vacation package is a superb way to know the ins and outs of this neighborhood. From its must-visit places to its little-known delights, you won't be short of new adventures. When it's time to take in the sights, you'll find plenty of awesome attractions nearby including Southern Oregon University, Oregon Shakespeare Festival and Lithia Park. Visit one, two or all during your trip to Siskiyou-Hargadine Historic District. Expedia can help turn your dream Siskiyou-Hargadine Historic District vacation into reality, whatever your budget or travel plans.

The Latest Siskiyou-Hargadine Historic District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Wine Country Inn

Wine Country Inn

3 out of 5
Price was $867, price is now $721 per person
$721
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Medford (MFR)
9.4/10 Exceptional! (1,006 reviews)
The hotel is Super cute, clean and easy to get to where we were going in Jacksonville!

Reviewed on Aug 24, 2025

Medford Home and 2 Condos With Pool

Medford Home and 2 Condos With Pool

2 out of 5
Save 100% on your flight
Price was $5,128, price is now $4,135 per person
$4,135
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Medford (MFR)
No reviews
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
Price was $1,212, price is now $991 per person
$991
per person
Oct 2 - Oct 6
found 6 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Medford (MFR)
9.8/10 Exceptional! (36 reviews)
Lovely yard courtyard area with koi pond

Reviewed on Aug 25, 2025

Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 out of 5
Price was $1,471, price is now $1,222 per person
$1,222
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Medford (MFR)
9.6/10 Exceptional! (134 reviews)
Beautiful facility - enjoyed the stay!

Reviewed on Aug 29, 2025

Paschal Winery

Paschal Winery

4.5 out of 5
Price was $1,029, price is now $875 per person
$875
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Medford (MFR)
9.6/10 Exceptional! (11 reviews)
It is a beautiful property. We stayed in the little trailer, glamp cottage and it was so cute. Also enjoyed the private hot tub provided. We did some wine tasting, a flight of white and a flight of reds and enjoyed their fabulous cork and fork dinner. The location is beautiful. My travelling companion said if she didn’t know better she would think she was in Switzerland.

Reviewed on May 3, 2025

Where to stay in Siskiyou-Hargadine Historic District

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

4 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 hotels in Historic Downtown District

Siskiyou-Hargadine Historic District Hotel Deals

Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
$134 nightly
The price is $150 total per night from Oct 1 to Oct 2
$150 total
Oct 1 - Oct 2
Total with taxes and fees
Stratford Inn
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $122 total per night from Sep 2 to Sep 3
$122 total
Sep 2 - Sep 3
Total with taxes and fees
8.8/10 Excellent! (2,165 reviews)
"Only thing was the lobby and elevator were super hot. Room temp was great though"

Reviewed on Aug 29, 2025

Rogue Regency Inn and Suites
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $180 total per night from Sep 2 to Sep 3
$180 total
Sep 2 - Sep 3
Total with taxes and fees
Ashland Hills Hotel & Suites
See all 661 properties in Siskiyou-Hargadine Historic 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.
All Inclusive Vacations
All Inclusive Vacations
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Discover the most popular places to visit in Siskiyou-Hargadine Historic District

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
Being the tallest peak in the Siskiyou Mountains, Mt. Ashland offers excellent panoramic views, year round. The ski resort is relatively small, but the runs are steep and a few have cornice drops and chutes. It's a half hour drive from the town of Ashland in good weather. This photo was taken pre-season near the peak after a short yet strenuous ascent. #WeekendGetaway

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.

Mount Ashland Ski Area

Southern Oregon University

Enjoy the collegiate vibe at Southern Oregon University as part of your travels around Ashland. Experience the area's acclaimed theater scene and lively festivals.

Southern Oregon University

Things to do

Salem Puzzling Adventure

Ashland Puzzling Adventure

$35
per traveler
Ashland Puzzling Adventure
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.