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


Top hotels in Historic Railroad District

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
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
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! (1,707 reviews)
we enjoyed the kitchenette

Reviewed on 5 Mar 2026

Stratford Inn
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

3 out of 5
2300 Biddle Rd Medford OR
Stay at this business-friendly hotel in Medford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
8.8/10 Excellent! (2,865 reviews)
Entering the hotel it seemed as though it was beautiful and had a great history. We were excited to stay at the property. After some odd side conversations in the lobby about a fire due to someone smoking in their room, we were greeted by the front desk staff. They were quick to get us settled and ...

Reviewed on 6 Mar 2026

Rogue Regency Inn Medford Airport
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
The price is RM378 per night from 11 Mar to 12 Mar
RM378
RM481 total
11 Mar - 12 Mar
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! (1,008 reviews)
Will be returning. Fantastic historic hotel, holding on to its history.

Reviewed on 4 Mar 2026

Ashland Springs Hotel
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
The price is RM528 per night from 9 Mar to 10 Mar
RM528
RM642 total
9 Mar - 10 Mar
includes taxes & fees
Stay at this golf hotel in Medford. Enjoy free breakfast, free parking and a casino. Our guests praise the breakfast and the pool in their reviews. Popular attractions ...
9.6/10 Exceptional! (1,010 reviews)
Best hotel in Medford! Our room was clean and the furnishings were pretty new. We loved the free breakfast! We will back.

Reviewed on 6 Mar 2026

Compass by Margaritaville in Medford
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
The price is RM390 per night from 8 Mar to 9 Mar
RM390
RM475 total
8 Mar - 9 Mar
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,470 reviews)
We were here last week and enjoyed our stay so much that we rebooked this stay without checking for another hotel. We requested an inside room as the room last week had noise from freeway traffic. This room was squeaky clean as was the room last week. The restaurant is open 7am to 2pm and 5pm to ...

Reviewed on 6 Mar 2026

Ashland Hills Hotel & Suites
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 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 Thomas Theatre and Oregon Shakespeare Festival.

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 Oregon Shakespeare Festival and Oregon Cabaret Theatre.

Skidmore Academy Historic District


Historic Railroad District