Historic Railroad District

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! (100 reviews)
The room was clean and the bed very comfortable. We really enjoyed relaxing in the jetted tub.

Reviewed on Feb 21, 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 ...
10/10 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! (2,854 reviews)
Clean room, pleasant staff. We needed parking for RV and they have a great lot for that. The breakfast is hit or miss. This time it was ok. The last time it was not. Some rooms have comfortable beds and others do not. We stay here only because of the RV parking

Reviewed on Feb 25, 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 ...
9.4/10 Exceptional! (1,696 reviews)
Great room, clean but more importantly great mattress!!

Reviewed on Feb 25, 2026

Stratford Inn
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
The price is CA $131 per night from Feb 27 to Feb 28
CA $131
CA $166 total
Feb 27 - Feb 28
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! (1,000 reviews)
Pros—-staff was incredibly kind Great food available for room service through Larks Cons—room was uncomfortably small.. luckily it was only one person but 2 people could not move around comfortably in this room and the bedding MUST be updated. We truly aren’t ones to complain but it might’ve been ...

Reviewed on Feb 23, 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 CA $183 per night from Mar 1 to Mar 2
CA $183
CA $223 total
Mar 1 - Mar 2
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! (1,009 reviews)
We always enjoy staying at this location.

Reviewed on Feb 26, 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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Other neighbourhoods around Historic Railroad District

Landmark building in Ashland Oregon.

Historic Downtown District

4.5/5(2 area reviews)

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

Historic Downtown District
Street scene in downtown Ashland Oregon state.

Siskiyou-Hargadine Historic District

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

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

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