
Skidmore Academy Historic District Trip
Book a Hotel + Flight or Car together to unlock savings
Photo by Shannon Willitts
- Plan, book, travel with confidence
Better together
Save up to ₹43,962 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Where to stay in Skidmore Academy Historic District
Find the best Skidmore Academy Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Skidmore Academy Historic District

Historic Downtown District
4 out of top 10 points of interest in this area
While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.
Top hotels in Skidmore Academy Historic District

Abigail’s Bed & Breakfast Inn
451 North Main Street, Ashland, OR
The price is ₹18,905 per night from 3 Nov to 4 Nov
₹18,905
₹21,080 total
3 Nov - 4 Nov
includes taxes & fees
9.6/10 Exceptional! (42 reviews)
Abigail's B & B
Abigail's is a lovely B & B and the hosts are quite accommodating. We felt very welcome in their home and were provided several amenities including a blanket and seat cushions for the play we attended in the outdoor Elizabethan Theatre.
Reviewed on 14 Jul 2025

Rogue Regency Inn and Suites
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is ₹9,497 per night from 25 Oct to 26 Oct
₹9,497
₹10,684 total
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (2,514 reviews)
We arrived late from the airport. Very easy check in with a real person. The room was very clean and comfortable. Sinks were outside the toilet and shower. Sheets clean and crisp. Towels white and fluffy. Bed was a little hard. Pillows were large and fluffy. Very nice place to stay.
Reviewed on 18 Oct 2025

Flagship Inn of Ashland
1193 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is ₹5,935 per night from 26 Oct to 27 Oct
₹5,935
₹6,618 total
26 Oct - 27 Oct
includes taxes & fees
8.6/10 Excellent! (1,111 reviews)
Great room and great service. I'd asked for a scent-neutral room and the Flagship staff came through wonderfully. Comfortable, convenient, everything I needed. I'll be back for sure!
Reviewed on 21 Oct 2025
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
Popular places to visit

Oregon Shakespeare Festival
You can get tickets for a performance at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Southern Oregon University
Walk around the campus at Southern Oregon University during your visit to Ashland. Experience the area's entertainment choices and acclaimed theatre scene.
Angus Bowmer Theatre
You can make plans for a show at Angus Bowmer Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its lively festivals.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.