Historic Railroad District Travel Guide

Tourist Guide

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


Our pick of the best 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 Wi-Fi, free parking and a fireplace in reception. 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 21 Feb 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 holiday home in Ashland. Enjoy laundry facilities, patios and an in-room coffee maker. 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 17 Oct 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
Stay at this business-friendly hotel in Medford. Enjoy free breakfast, free Wi-Fi and a free airport shuttle. Our guests praise the breakfast and the pool in ...
8.8/10 Excellent! (2,851 reviews)
yes room was clean and big

Reviewed on 22 Feb 2026

Rogue Regency Inn and Suites
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
The price is AU$126 per night from 1 Mar to 2 Mar
AU$126
1 Mar - 2 Mar
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the pool in their reviews. Popular ...
9.4/10 Exceptional! (1,695 reviews)
Clean;friendly easy. Affordable too! Pool Open late/ early, good to know, hope to be back!! Everybody super friendly and welcoming!

Reviewed on 24 Feb 2026

Stratford Inn
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
The price is AU$159 per night from 26 Feb to 27 Feb
AU$159
26 Feb - 27 Feb
includes taxes & fees
Stay at this spa hotel in Ashland. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,011 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 23 Feb 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 AU$231 per night from 1 Mar to 2 Mar
AU$231
1 Mar - 2 Mar
includes taxes & fees
Stay at this golf hotel in Medford. Enjoy free breakfast, free parking and a 24-hour fitness centre. Our guests praise the breakfast and the pool in their reviews. ...
9.6/10 Exceptional! (1,008 reviews)
The staff were amazingly helpful and the room was very clean. Everyone was very accommodating when staying here with a pet for a night. I’d stay here again for sure!

Reviewed on 22 Feb 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 Holiday 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

While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Thomas Theatre.

Historic Downtown District
Street scene in downtown Ashland Oregon state.

Siskiyou-Hargadine Historic District

If you're spending some time in Siskiyou-Hargadine Historic District, Lithia Park and Ashland Library are top sights worth seeing.

Siskiyou-Hargadine Historic District
Aerial view of Ashland, Oregon

Skidmore Academy Historic District

While Skidmore Academy Historic District may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Thomas Theatre and Oregon Shakespeare Festival.

Skidmore Academy Historic District


Historic Railroad District Travel Guide

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