Historic Railroad District, OR

Ashland

Mosby Creek Covered Bridge in Cottage Grove, Oregon, United States
Mosby Creek Covered Bridge in Cottage Grove, Oregon, United States
Wooden train bridge or trestle in lush forest area
Fort Vancouver National Historic Site
Road trip food!! I loved the burrito bowl (cafe inside!) and some of their grocery items. ✌️

The only downside was the trip from and back to the freeway... left, right, left, right. Way too many turns! We probably lost 20 minutes driving.

Popular places to visit


Historic Railroad District Hotel Deals

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

2 out of 5
243 4th St Ashland OR
Stay at this hotel in Ashland. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Ashland Library and Oregon Cabaret Theatre are ...
9.6/10 Exceptional! (99 reviews)
This historic hotel was everything we hoped for. Was very low key in a quiet neighborhood. The twin soaking tubs were perfect. It really felt like a trip back in time. We will definitely be back!

Reviewed on Jan 22, 2026

The Peerless Hotel by WanderLodges
Premier Downstairs Flat in Perfect Down Town Location

Premier Downstairs Flat in Perfect Down Town Location

Ashland OR
Stay at this vacation home in Ashland. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Ashland Library and Oregon Cabaret Theatre ...
9.8/10 Exceptional! (65 reviews)
Great location - walking distance to the Oregon Shakespeare Festival. The flat is cleaned the kitchen is stocked with more cooking utensils than I have at home. Our host made everything so comfortable. We loved our stay and will be back again.

Reviewed on Oct 17, 2025

Premier Downstairs Flat in Perfect Down Town Location
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd Medford OR
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.8/10 Excellent! (2,829 reviews)
Clean and very helpful

Reviewed on Feb 11, 2026

Rogue Regency Inn and Suites
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
Stay at this hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...
9.2/10 Wonderful! (1,682 reviews)
Close to downtown, great costumer service

Reviewed on Feb 11, 2026

Stratford Inn
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
The price is ¥13,274 per night from Feb 16 to Feb 17
¥13,274
¥17,091 total
Feb 16 - Feb 17
includes taxes & fees
Book a stay at this spa hotel in Ashland. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our ...
9.2/10 Wonderful! (1,019 reviews)
This place is beautiful!

Reviewed on Feb 9, 2026

Ashland Springs Hotel
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
2399 S Pacific Hwy Medford OR
The price is ¥21,851 per night from Feb 16 to Feb 17
¥21,851
¥26,414 total
Feb 16 - Feb 17
includes taxes & fees
Book a stay at this golf hotel in Medford. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the pool in ...
9.6/10 Exceptional! (1,006 reviews)
Room, staff, location, amenities. Polite professional staff is ALWAYS a good thing. Can never have too much of that. Your staff has been incredible every visit. KUDOS! Thank you for caring.

Reviewed on Feb 8, 2026

Compass by Margaritaville in Medford
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.

Other neighborhoods around Historic Railroad District

Landmark building in Ashland Oregon.

Historic Downtown District

5/5(133 area reviews)

If you're spending some time in Historic Downtown District, Thomas Theatre and Oregon Shakespeare Festival are top sights worth seeing.

Historic Downtown District
Street scene in downtown Ashland Oregon state.

Siskiyou-Hargadine Historic District

4.5/5(12 area reviews)

While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.

Siskiyou-Hargadine Historic District
Aerial view of Ashland, Oregon

Skidmore Academy Historic District

5/5(1 area review)

Skidmore Academy Historic District might not have many top sights, but Thomas Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.

Skidmore Academy Historic District


Historic Railroad District, OR