Historic Downtown District Hotels near Ashland
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Historic Downtown District hotels
1. Ashland Springs Hotel
Ashland Springs HotelHistoric Downtown District
9.2 out of 10, Wonderful, (1,006 reviews)
"We love this charming, cheery, historic hotel, and always stay there when we pass through Ashland. Great location, cozy rooms with comfy beds, pretty public spaces and delish breakfast on site."
Susan
The price is P9,642
P11,747 total
includes taxes & fees
Oct 26 - Oct 27
2. The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best WesternHistoric Downtown District
8.6 out of 10, Excellent, (1,005 reviews)
"Nice hotel and walking distance to shopping and restaurants"
Dawn
The price is P10,585
P11,803 total
includes taxes & fees
Sep 27 - Sep 28
3. Winchester Inn
Winchester InnHistoric Downtown District
9.6 out of 10, Exceptional, (288 reviews)
"The property is very charming, and comfortable with beautiful gardens and outdoor spaces. The breakfast choices were delicious and dinner was also exceptional. Staff is very warm, friendly and helpful. I recommend highly."
Deirdre
The price is P9,746
P11,929 total
includes taxes & fees
Oct 26 - Oct 27
4. McCall House Boutique Inn
McCall House Boutique InnHistoric Downtown District
9.2 out of 10, Wonderful, (614 reviews)
"All good; would stay again. Great breakfast too"
Elizabeth
The price is P17,249
P19,232 total
includes taxes & fees
Oct 5 - Oct 6
5. Stratford Inn
Stratford InnSiskiyou-Hargadine Historic District, 0.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (1,788 reviews)
"very nice inn to stay."
David
The price is P5,872
P6,547 total
includes taxes & fees
Oct 12 - Oct 13
6. Plaza Inn & Suites at Ashland Creek
Plaza Inn & Suites at Ashland Creek0.4 km from Historic Downtown District
9.0 out of 10, Wonderful, (1,005 reviews)
"Warm inviting room and furnishings... plus breakfast was especially good!"
Alan
The price is P10,090
P11,250 total
includes taxes & fees
Sep 27 - Sep 28
7. The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodgesHistoric Railroad District, 0.5 km from Historic Downtown District
9.6 out of 10, Exceptional, (115 reviews)
"What a beautiful hotel! The interior decor is so lovely. Anyone who enjoys historic buildings will love staying here. Not only is the hotel so comfortable and relaxing, but the surrounding neighborhood is quaint and quiet, and it is a very short and easy walk to the center of town."
Jaye
The price is P9,413
P13,918 total
includes taxes & fees
Sep 28 - Sep 29
8. Holiday Inn Express & Suites Ashland by IHG
Holiday Inn Express & Suites Ashland by IHG4.3 km from Historic Downtown District
9.2 out of 10, Wonderful, (1,004 reviews)
"Room was clean, breakfast was really good and nice staff."
Hardeep
The price is P5,772
P6,436 total
includes taxes & fees
Oct 26 - Oct 27
9. Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland3.9 km from Historic Downtown District
9.0 out of 10, Wonderful, (1,018 reviews)
"This is always a go to when we travel for the Shakespeare festival - the pool is 24hrs so it’s great for traveling with older kids."
Amber
The price is P7,046
P7,152 total
includes taxes & fees
Oct 5 - Oct 6
10. Prospero's Flagship Inn
Prospero's Flagship Inn1.9 km from Historic Downtown District
8.4 out of 10, Very good, (1,467 reviews)
"We had one overnight stay and it was great. Efficient check in, clean rooms and super comfy bed!"
Denise
The price is P4,453
P4,965 total
includes taxes & fees
Sep 27 - Sep 28
11. Palm Cottages
Palm Cottages1.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (225 reviews)
"Palm Cottages is a clean and wonderful boutique hotel on the outskirts of downtown Ashland. We only stayed one night but we will definitely be back again some day. Thank you 🙏"
Eric
The price is P14,806
P16,509 total
includes taxes & fees
Sep 27 - Sep 28
12. Best Western Windsor Inn
Best Western Windsor Inn4.3 km from Historic Downtown District
9.0 out of 10, Wonderful, (1,002 reviews)
"Great option for an overnight roadtrip stay"
Dennis
The price is P7,047
P7,857 total
includes taxes & fees
Oct 4 - Oct 5
13. Abigail’s Bed & Breakfast Inn
Abigail’s Bed & Breakfast InnSkidmore Academy Historic District, 1 km from Historic Downtown District
9.4 out of 10, Exceptional, (65 reviews)
"I have stayed in many bed and breakfasts over the years and this one ranks a perfect 10! Very clean,very friendly hosts, the absolute best breakfast of any B & B I've been to. If I'm going through Ashland in the future, this is my go to lodging. This felt like home! Hosts also were extremely helpful and knowledgeable about local dining. "
Kim
The price is P18,789
P20,950 total
includes taxes & fees
Sep 27 - Sep 28
14. Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites4.3 km from Historic Downtown District
8.8 out of 10, Excellent, (1,531 reviews)
"Great Stay !!"
Krishnaharsha
The price is P7,115
P8,561 total
includes taxes & fees
Oct 25 - Oct 26
15. Ashland Motel - Oregon
Ashland Motel - Oregon1.8 km from Historic Downtown District
8.0 out of 10, Very good, (245 reviews)
"Clean, basic room that is walking distance to downtown Ashland."
Madrik A.
The price is P4,861
P5,420 total
includes taxes & fees
Sep 27 - Sep 28
16. Savage Upon Siskiyou
Savage Upon SiskiyouSiskiyou-Hargadine Historic District, 0.8 km from Historic Downtown District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
megan
The price is P13,591
P25,559 total
includes taxes & fees
Sep 28 - Sep 29
17. Hanna's House by WanderLodges
Hanna's House by WanderLodgesHistoric Railroad District, 0.4 km from Historic Downtown District
10.0 out of 10, Exceptional, (4 reviews)
"Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private."
David
The price is P14,220
P20,674 total
includes taxes & fees
Oct 4 - Oct 5
18. Lithia Springs Resort
Lithia Springs Resort3.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (1,004 reviews)
"Very well kept rooms, beautiful grounds and whole resort has a quiet calming quality."
Steven
The price is P9,087
P10,476 total
includes taxes & fees
Oct 5 - Oct 6
19. Fairfield Inn & Suites by Marriott Medford
Fairfield Inn & Suites by Marriott Medford16.8 km from Historic Downtown District
9.6 out of 10, Exceptional, (631 reviews)
"I highly recommend the Fairfield Hotel for anyone looking for a clean, conveniently located place with exceptional service. I would definitely return on my next visit!"
Katherine
The price is P8,079
P9,090 total
includes taxes & fees
Oct 4 - Oct 5
20. Arden Forest Inn
Arden Forest Inn0.8 km from Historic Downtown District
9.8 out of 10, Exceptional, (113 reviews)
"Terrific in all aspects. Look forward to returning."
Thomas
The price is P10,146
P11,313 total
includes taxes & fees
Oct 4 - Oct 5
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.
Where to stay in Historic Downtown District
Find the best Historic Downtown District areas and neighborhoods for the activities you enjoy most.
Siskiyou-Hargadine Historic District
While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.
Historic Railroad District
Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.
Skidmore Academy Historic District
Skidmore Academy Historic District might not have many top sights, but Allen Elizabethan Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.
Top Historic Downtown District Hotel Reviews
Compass by Margaritaville in Medford
10/10 Excellent
