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Our top choices for Historic Downtown District hotels

1. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,004 reviews)
"Nice hotel, good location"
United States
nir
The price is £171
includes taxes & fees
26 Jul - 27 Jul
Ashland Springs Hotel

2. Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (276 reviews)
"Lovely establishment, made to order breakfast, easy walking to theaters. "
United States
Peter
The price is £208
includes taxes & fees
6 Jul - 7 Jul
Winchester Inn

3. The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
2.5 star property
Historic Downtown District
8.6 out of 10, Excellent, (1,003 reviews)
"Awesome location great breakfast older hotel but well maintained would stay again"
United States
Joel
The price is £114
includes taxes & fees
5 Jul - 6 Jul
The Bard's Inn, BW Signature Collection by Best Western

4. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (600 reviews)
"Absolutely beautiful hotel. Our stay was wonderful! "
United States
Sarah
The price is £210
includes taxes & fees
6 Jul - 7 Jul
McCall House Boutique Inn

5. Signature Inn Medford Downtown

Signature Inn Medford Downtown
2.0 star property
11.9 mi from Historic Downtown District
8.6 out of 10, Excellent, (16 reviews)
"Nice renovated property sketchy area but the location was close to where I needed to be."
United States
John
The price is £58
includes taxes & fees
30 Jun - 1 Jul
Signature Inn Medford Downtown

6. Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
10.3 mi from Historic Downtown District
8.8 out of 10, Excellent, (1,149 reviews)
"Loved the actual fireplace in the room"
United States
Teresa
The price is £73
includes taxes & fees
30 Jun - 1 Jul
Callahan's Mountain Lodge

7. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
0.5 mi from Historic Downtown District
9.4 out of 10, Exceptional, (56 reviews)
"Great room, amenities, and staff"
United States
John
The price is £59
includes taxes & fees
30 Jun - 1 Jul
Ashland Commons Hostel

8. Paschal Winery

Paschal Winery
4.5 star property
5 mi from Historic Downtown District
9.8 out of 10, Exceptional, (19 reviews)
"Incredible experience, fabulous wine, wish we had stayed longer to soak in the beauty of the experience. "
United States
Frankie
The price is £307
includes taxes & fees
30 Jun - 1 Jul
Paschal Winery

9. Green Springs Inn

Green Springs Inn
2.0 star property
13.8 mi from Historic Downtown District
9.2 out of 10, Wonderful, (130 reviews)
"AMAZING!! My family has been coming here for generations. We will continue to come back."
United States
Kylee
The price is £82
includes taxes & fees
30 Jun - 1 Jul
Green Springs Inn

10. Grandview of Ashland

Grandview of Ashland
3.0 star property
1.1 mi from Historic Downtown District
10.0 out of 10, Exceptional, (7 reviews)
"Grandview of Ashland was a beautiful home!! It was super clean and the views of the valley were amazing. Our entire party had a wonderful time and would 100% stay there again. Highly recommend!"
United States
Paul
The price is £299
includes taxes & fees
30 Jun - 1 Jul
Grandview of Ashland

11. Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
2.5 star property
15.5 mi from Historic Downtown District
9.2 out of 10, Wonderful, (1,007 reviews)
"Enjoyed my stay!!"
United States
Rochelle
The price is £97
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

12. Courtyard by Marriott Medford Airport

Courtyard by Marriott Medford Airport
3.0 star property
14.6 mi from Historic Downtown District
9.0 out of 10, Wonderful, (913 reviews)
"Great place to stay and within walking distance to the airport"
United States
Melissa
The price is £130
includes taxes & fees
5 Jul - 6 Jul
Courtyard by Marriott Medford Airport

13. Resort at Eagle Point

Resort at Eagle Point
3.5 star property
18.7 mi from Historic Downtown District
9.4 out of 10, Exceptional, (284 reviews)
"Was a great stay "
United States
Rendy
The price is £151
includes taxes & fees
5 Jul - 6 Jul
Resort at Eagle Point

14. Best Western Crater Lake Highway White City/Medford

Best Western Crater Lake Highway White City/Medford
2.5 star property
17.2 mi from Historic Downtown District
8.4 out of 10, Very good, (1,010 reviews)
"clean room and friendly staff and good parking"
United States
Al
The price is £81
includes taxes & fees
5 Jul - 6 Jul
Best Western Crater Lake Highway White City/Medford

15. WoodSpring Suites Medford near I-5

WoodSpring Suites Medford near I-5
2.5 star property
11.1 mi from Historic Downtown District
7.8 out of 10, Good, (141 reviews)
"So clean and friendly staff!"
United States
Lacie
The price is £84
includes taxes & fees
30 Jun - 1 Jul
WoodSpring Suites Medford near I-5

16. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
2.3 mi from Historic Downtown District
9.4 out of 10, Exceptional, (1,002 reviews)
"Darling little spacious individual cottage, truly enjoyed our stay. Quick 5 minute drive to downtown."
United States
Cynthia
The price is £142
includes taxes & fees
20 Jul - 21 Jul
Lithia Springs Resort

17. Super 8 by Wyndham Central Pt Medford

Super 8 by Wyndham Central Pt Medford
2.0 star property
15.5 mi from Historic Downtown District
7.6 out of 10, Good, (1,009 reviews)
"Great hospitality"
United States
Eric
The price is £85
includes taxes & fees
26 Jul - 27 Jul
Super 8 by Wyndham Central Pt Medford

18. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
1.2 mi from Historic Downtown District
8.6 out of 10, Excellent, (1,376 reviews)
"great little place to stay!"
United States
Tim
The price is £80
includes taxes & fees
6 Jul - 7 Jul
Prospero's Flagship Inn

19. Relax Inn At Ashland

Relax Inn At Ashland
1.5 star property
2.7 mi from Historic Downtown District
7.0 out of 10, Good, (523 reviews)
"This is a great economical alternative to chain motels. It was very clean, affordable and convenient."
United States
Stu
The price is £64
includes taxes & fees
5 Jul - 6 Jul
Relax Inn At Ashland

20. Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites
4.5 star property
16 mi from Historic Downtown District
9.6 out of 10, Exceptional, (167 reviews)
"A lovely quaint place to stay with great wine and kind staff - would absolutely recommend. Most rooms additionally have a separated sitting room away from the bedroom which is a nice thing to have. Plus the ground are gorgeous and wandering around at sunset is amazing!"
United States
Laurette
The price is £130
includes taxes & fees
30 Jun - 1 Jul
Hummingbird Estate Wine & 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.

Where to stay in Historic Downtown District

Find the best Historic Downtown District areas for the activities you enjoy most.

Historic Railroad District

While Historic Railroad District isn't home to many top sights, Allen Elizabethan Theatre and Angus Bowmer Theatre are some notable places to visit nearby.

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.

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 Allen Elizabethan Theatre and Angus Bowmer Theatre.

Top Historic Downtown District Hotel Reviews

Frequently asked questions

What are the best hotels in Historic Downtown District that travellers recommend?
Two of the best hotels in Historic Downtown District that receive consistently high recommendations from travellers are the McCall House Boutique Inn and the Winchester Inn.

The 4-star McCall House Boutique Inn, with an outstanding 9.6 rating, offers a luxurious experience with amenities such as designer toiletries, rainfall showerheads, and deep soaking bathtubs. Guests frequently highlight the lovely breakfast, wonderful service, and beautiful house. It is conveniently located just 0.2 km from the Oregon Shakespeare Festival, the Allen Elizabethan Theatre, and the Angus Bowmer Theatre.

Another highly recommended option is the 3.5-star Winchester Inn, which also has an impressive 9.6 rating. This hotel provides premium bedding, Egyptian cotton sheets, and deep soaking bathtubs. Visitors often praise its clean and great rooms, fabulous staff, and wonderful breakfast. It is situated 0.3 km from the Oregon Shakespeare Festival and the Allen Elizabethan Theatre, and 0.2 km from Ashland Library.
What are the best family hotels in Historic Downtown District?
When searching for the best family hotels in Historic Downtown District, consider the Ashland Springs Hotel, The Bard's Inn, BW Signature Collection by Best Western, Winchester Inn, and McCall House Boutique Inn.

The 3-star Ashland Springs Hotel, with a 9.2 rating, is a great choice for families. It provides sofa beds for extra sleeping space and is part of Historic Hotels of America, offering a unique stay. Its location is convenient for various activities, being just 1.9 km from ScienceWorks Hands-On Museum and 0.2 km from the Oregon Shakespeare Festival. Guests often praise its comfortable and clean rooms, helpful staff, and delicious free breakfast.

The Bard's Inn, BW Signature Collection by Best Western, rated 8.6, also caters well to families. It offers sofa beds, free rollaway extra beds, and connecting rooms, providing flexibility for larger groups. You can enjoy a complimentary breakfast, including a convenient to-go option. The hotel is situated 0.4 km from the Oregon Shakespeare Festival and 1.1 km from Lithia Park. Guests consistently mention the comfortable rooms and good continental breakfast.

For another excellent family option, the 3.5-star Winchester Inn, with an outstanding 9.6 rating, is highly recommended. It features free rollaway extra beds, sofa beds, and complimentary cooked breakfast, along with free toiletries and free WiFi. Self-parking is also free. This inn is very close to the Oregon Shakespeare Festival, just 0.3 km away, and 0.2 km from Ashland Library. Reviews frequently highlight the clean rooms, fabulous staff, and wonderful breakfast.

Finally, the 4-star McCall House Boutique Inn, rated 9.6, is an ideal choice for families. It provides sofa beds and child-friendly window designs for added safety. The inn is conveniently located 0.2 km from the Oregon Shakespeare Festival and Allen Elizabethan Theatre. Guests consistently praise the lovely and delicious breakfast, attentive service, and beautiful house.
What are the best spa hotels in Historic Downtown District?
For a spa hotel in the Historic Downtown District, the Ashland Springs Hotel is an excellent choice.

The 3-star Ashland Springs Hotel, with a 9.2 rating, offers a full-service spa where guests can indulge in a variety of treatments. These include hydrotherapy, aromatherapy, body wraps, body scrubs, and facials. The spa also features a hot tub, sauna, and dedicated treatment rooms, including options for couples' treatments and Ayurvedic therapies. Guests consistently praise its great location and comfortable, clean rooms.

This hotel provides an extensive spa experience for a relaxing stay.
What hotels in Historic Downtown District offer free breakfast?
For hotels in Historic Downtown District offering complimentary breakfast, consider the McCall House Boutique Inn, the Winchester Inn, and The Bard's Inn, BW Signature Collection by Best Western.

The 4-star McCall House Boutique Inn, with an outstanding 9.6 rating, offers a lovely and delicious full breakfast, which guests consistently praise. The staff are described as attentive and wonderful, and the beautiful house itself is a popular feature. It is also conveniently located just 0.2 km from the Oregon Shakespeare Festival.

Another excellent choice is the 3.5-star Winchester Inn, also boasting a 9.6 rating. This inn provides a wonderful and amazing cooked breakfast, which is a highlight for many guests. The rooms are clean and great, and the staff are noted as helpful and fabulous. The inn is situated close to the Oregon Shakespeare Festival, only 0.3 km away.

The Bard's Inn, BW Signature Collection by Best Western, rated 8.6, also offers a complimentary breakfast, including a convenient to-go option. Guests appreciate the good location and comfortable rooms, with many finding the continental breakfast to be above average. It's a short 0.4 km walk to the Oregon Shakespeare Festival.
What are the top pet-friendly hotels in Historic Downtown District?
For top pet-friendly hotels in the Historic Downtown District, consider The Bard's Inn, BW Signature Collection by Best Western and the Ashland Springs Hotel.

The Bard's Inn, BW Signature Collection by Best Western, with an 8.6 rating, welcomes both dogs and cats. Guests frequently praise its great location and comfortable rooms. Mountain biking and mountain climbing are available nearby for active pets and owners, and some rooms offer mountain views. It is conveniently located near the Oregon Shakespeare Festival, Allen Elizabethan Theatre, and Angus Bowmer Theatre, all within 0.4 km, and Lithia Park is just 1.1 km away.

Another excellent option is the 3-star Ashland Springs Hotel, boasting an impressive 9.2 rating. This hotel is also pet-friendly and is situated in a historical district. It is highly rated for its great location, comfortable and clean rooms, and helpful staff. The hotel offers an on-site spa with various treatments including hydrotherapy, aromatherapy, and massage, as well as a hot tub and sauna. It is exceptionally close to the Oregon Shakespeare Festival (0.2 km), Ashland Library (0.3 km), Allen Elizabethan Theatre (0.1 km), and Angus Bowmer Theatre (0.1 km).
What are the top boutique hotels in Historic Downtown District?
For a top boutique hotel in the Historic Downtown District, the Ashland Springs Hotel is an excellent choice.

This 3-star hotel, with an impressive 9.2 rating, is a Beaux Arts property that is part of Historic Hotels of America. Guests consistently praise its great location, comfortable and clean rooms, and the helpful and attentive staff. A delicious complimentary breakfast is also frequently mentioned. The hotel features a full-service spa with hydrotherapy treatments, a hot tub, a sauna, and various body and facial treatments, including couples treatment rooms. It is also conveniently located just 0.1 km from the Allen Elizabethan Theatre.
What are the best budget hotels in Historic Downtown District?
For excellent budget-friendly hotels in the Historic Downtown District, consider The Bard's Inn, BW Signature Collection by Best Western and the Ashland Springs Hotel.

The Bard's Inn, BW Signature Collection by Best Western, rated 8.6, offers complimentary breakfast, free toiletries, and free self-parking, along with free WiFi. Guests appreciate the comfortable rooms and above-average continental breakfast, and its location is great, just 0.4 km from the Oregon Shakespeare Festival.

Another highly-rated option is the 3-star Ashland Springs Hotel, with an impressive 9.2 rating. This hotel provides free WiFi, free toiletries, and free self-parking. It is known for its historic charm and is situated in a nice historical district, only 0.2 km from the Oregon Shakespeare Festival and 0.8 km from Lithia Park. Guests consistently praise the comfortable, clean rooms and the helpful, attentive staff.
What are the most romantic hotels in Historic Downtown District for couples?
For a romantic getaway in Historic Downtown District, consider the McCall House Boutique Inn or the Winchester Inn.

The 4-star McCall House Boutique Inn, with an outstanding rating of 9.6, is highly regarded by guests for its beautiful house and lovely, delicious breakfast. The attentive and wonderful service from the staff is frequently highlighted. It is also conveniently located just 0.2 km from the Allen Elizabethan Theatre.

Another excellent choice for couples is the 3.5-star Winchester Inn, which also boasts a 9.6 rating. Guests consistently praise its clean, great rooms and helpful, fabulous staff. The wonderful and amazing breakfast, along with the fabulous on-site restaurant, are also highly recommended. Many rooms offer a balcony or furnished balcony, great for enjoying some quiet time together. It is located 0.3 km from the Allen Elizabethan Theatre.
What are the best hotels in Historic Downtown District near Lithia Park?
For hotels in the Historic Downtown District near Lithia Park, consider the McCall House Boutique Inn or the Winchester Inn.

The 4-star McCall House Boutique Inn, with an exceptional rating of 9.6, is conveniently located just 1.0 km from Lithia Park. Guests frequently praise the lovely and delicious breakfast, the attentive and wonderful service, and the beautiful house itself. Its proximity to the Oregon Shakespeare Festival and the Allen Elizabethan Theatre (both 0.2 km away) makes it ideal for theatre-goers.

Another excellent option is the 3.5-star Winchester Inn, also boasting an impressive 9.6 rating. While slightly further from Lithia Park, its location is still very convenient for exploring the Historic Downtown District. Guests consistently highlight the clean and great rooms, the helpful and fabulous staff, and the wonderful and amazing breakfast, which is complimentary. The inn also offers free WiFi and free self-parking.
When is the best time to go to Historic Downtown District?
The best time to visit the Historic Downtown District is during the late spring (May to early June) and early autumn (September to October) when the weather is pleasant and the crowds are smaller.

During these shoulder seasons, you'll find comfortable temperatures great for exploring the district's outdoor attractions and walking tours without the peak summer heat or the larger crowds. The foliage in autumn also adds a beautiful backdrop to the historic architecture, and spring brings blooming flowers.

For those who enjoy outdoor activities like hiking and cycling in the surrounding areas, these months offer ideal conditions. Many of the local shops and restaurants are also less busy, allowing for a more relaxed and personal experience.

While summer (July and August) is also a popular time, it can be quite busy with tourists, and accommodation prices may be higher.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Historic Downtown District.
How can I save on a Historic Downtown District hotel booking with Expedia?
Members always get our best prices. Find our best Historic Downtown District hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Historic Downtown District hotel?
Hotel prices in Historic Downtown District often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.