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Our top choices for Skidmore Academy Historic District hotels

Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
3.5 star property
Skidmore Academy Historic District
9.4 out of 10, Exceptional, (62 reviews)
"Best B and B in Ashland we have ever stayed at in thirty years . Amazing food and very comfortable."
United States
Andrew
The price is £219
includes taxes & fees
21 Jul - 22 Jul
Abigail’s Bed & Breakfast Inn

Signature Inn Medford Downtown

Signature Inn Medford Downtown
2.0 star property
11 mi from Skidmore Academy Historic District
8.8 out of 10, Excellent, (13 reviews)
"Nice renovated property sketchy area but the location was close to where I needed to be."
United States
John
The price is £60
includes taxes & fees
29 Jun - 30 Jun
Signature Inn Medford Downtown

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
11.1 mi from Skidmore Academy Historic District
8.8 out of 10, Excellent, (1,146 reviews)
"Loved the actual fireplace in the room"
United States
Teresa
The price is £109
includes taxes & fees
22 Jun - 23 Jun
Callahan's Mountain Lodge

Best Western Crater Lake Highway White City/Medford

Best Western Crater Lake Highway White City/Medford
2.5 star property
16.4 mi from Skidmore Academy Historic District
8.2 out of 10, Very good, (1,004 reviews)
"clean room and friendly staff and good parking"
United States
Al
The price is £76
includes taxes & fees
21 Jun - 22 Jun
Best Western Crater Lake Highway White City/Medford

Paschal Winery

Paschal Winery
4.5 star property
4.2 mi from Skidmore Academy Historic 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
23 Jun - 24 Jun
Paschal Winery

Green Springs Inn

Green Springs Inn
2.0 star property
14.6 mi from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (128 reviews)
"AMAZING!! My family has been coming here for generations. We will continue to come back."
United States
Kylee
The price is £79
includes taxes & fees
21 Jun - 22 Jun
Green Springs Inn

Starwood Sanctuary

Starwood Sanctuary
3.0 star property
13.9 mi from Skidmore Academy Historic District
10.0 out of 10, Exceptional, (1 review)
"It really was a sanctuary! I had car troubles on a trip and this was a lovely home away from home. It had everything I needed and then some. I don't even have a dog but I think it's awesome that you have a pet door to the backyard!"
United States
Nathan
The price is £217
includes taxes & fees
5 Jul - 6 Jul
Starwood Sanctuary

Resort at Eagle Point

Resort at Eagle Point
3.5 star property
18 mi from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (279 reviews)
"Was a great stay "
United States
Rendy
The price is £138
includes taxes & fees
23 Jun - 24 Jun
Resort at Eagle Point

Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
1.1 mi from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (55 reviews)
"Great room, amenities, and staff"
United States
John
The price is £58
includes taxes & fees
12 Jul - 13 Jul
Ashland Commons Hostel

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

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
2.5 star property
14.7 mi from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (1,003 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

Grandview of Ashland

Grandview of Ashland
3.0 star property
0.6 mi from Skidmore Academy Historic 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 £327
includes taxes & fees
1 Jul - 2 Jul
Grandview of Ashland

Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
2 mi from Skidmore Academy Historic District
8.6 out of 10, Excellent, (1,365 reviews)
"great little place to stay!"
United States
Tim
The price is £74
includes taxes & fees
7 Jul - 8 Jul
Prospero's Flagship Inn

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
1.4 mi from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (1,000 reviews)
"Darling little spacious individual cottage, truly enjoyed our stay. Quick 5 minute drive to downtown."
United States
Cynthia
The price is £135
includes taxes & fees
5 Jul - 6 Jul
Lithia Springs Resort

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
1.5 mi from Skidmore Academy Historic District
10.0 out of 10, Exceptional, (8 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is £192
includes taxes & fees
21 Jun - 22 Jun
Barclay Klum House by WanderLodges

Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites
4.5 star property
15.2 mi from Skidmore Academy Historic District
9.6 out of 10, Exceptional, (163 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
23 Jun - 24 Jun
Hummingbird Estate Wine & Suites

The City Center Motel

The City Center Motel
2.5 star property
11 mi from Skidmore Academy Historic District
8.8 out of 10, Excellent, (490 reviews)
"Room was very clean! Courtyard had the most beautiful rose bushes I have ever seen. Room was perfect for our one night stay."
United States
Erica
The price is £59
includes taxes & fees
28 Jun - 29 Jun
The City Center Motel

Courtyard by Marriott Medford Airport

Courtyard by Marriott Medford Airport
3.0 star property
13.7 mi from Skidmore Academy Historic District
9.0 out of 10, Wonderful, (907 reviews)
"Great place to stay and within walking distance to the airport"
United States
Melissa
The price is £123
includes taxes & fees
4 Jul - 5 Jul
Courtyard by Marriott Medford Airport

WoodSpring Suites Medford near I-5

WoodSpring Suites Medford near I-5
2.5 star property
10.2 mi from Skidmore Academy Historic District
8.0 out of 10, Very good, (126 reviews)
"So clean and friendly staff!"
United States
Lacie
The price is £84
includes taxes & fees
21 Jun - 22 Jun
WoodSpring Suites Medford near I-5

Relax Inn At Ashland

Relax Inn At Ashland
1.5 star property
3.5 mi from Skidmore Academy Historic District
7.0 out of 10, Good, (517 reviews)
"This is a great economical alternative to chain motels. It was very clean, affordable and convenient."
United States
Stu
The price is £58
includes taxes & fees
9 Jul - 10 Jul
Relax Inn At Ashland

Super 8 by Wyndham Central Pt Medford

Super 8 by Wyndham Central Pt Medford
2.0 star property
14.6 mi from Skidmore Academy Historic District
7.6 out of 10, Good, (1,002 reviews)
"Great hospitality"
United States
Eric
The price is £81
includes taxes & fees
29 Jun - 30 Jun
Super 8 by Wyndham Central Pt 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.

Where to stay in Skidmore Academy Historic District

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

Historic Downtown District

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

Historic Railroad District

While Historic Railroad District isn't home to many top sights, Oregon Cabaret Theatre and Allen Elizabethan 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.

Top Skidmore Academy Historic District Hotel Reviews

Frequently asked questions

What other neighbourhoods are similar to Skidmore Academy Historic District?
While the Skidmore Academy Historic District is unique, the closest neighbourhoods in terms of historic character and walkability are the Pearl District and the Nob Hill area in Northwest Portland.

The Pearl District, just south of the Skidmore Academy Historic District, is a former industrial area transformed into a lively urban hub. It's known for its renovated warehouses now housing art galleries, boutiques, and high-end restaurants. The area is particularly popular with couples who appreciate its sophisticated dining options, numerous independent shops, and proximity to cultural venues like Powell's City of Books. It's also well-connected by public transport, making it easy to explore other parts of the city.

Nob Hill, located slightly to the west of the Skidmore Academy Historic District, offers a more residential feel with beautiful Victorian and Craftsman-style homes. Its main thoroughfare, NW 23rd Avenue, is lined with independent boutiques, cafes, and restaurants, making it ideal for those who enjoy leisurely strolls and discovering unique local businesses.
What are the most romantic hotels in Skidmore Academy Historic District for couples?
For a romantic stay in the Skidmore Academy Historic District, Abigail's Bed & Breakfast Inn is an excellent choice for couples.

This 3.5-star inn, with an impressive 9.4 rating, offers a delightful experience for couples. Guests can enjoy the scenic mountain views and take advantage of nearby winery tours or even private vineyard tours. The inn is conveniently located just 1.0 km from the Allen Elizabethan Theatre, superb for an evening out.
What are the best hotels in Skidmore Academy Historic District near Lithia Park?
For a highly-rated hotel in Skidmore Academy Historic District near Lithia Park, Abigail's Bed & Breakfast Inn is an excellent choice.

This 3.5-star inn has an outstanding 9.4 rating and is located 1.7 km from Lithia Park. Guests can enjoy mountain views and the inn is conveniently located for winery tours, with a vineyard on-site. The Oregon Shakespeare Festival, Ashland Library, Allen Elizabethan Theatre, and Angus Bowmer Theatre are also within easy reach.
When is the best time to go to Skidmore Academy Historic District?
The best time to go to the Skidmore Academy Historic District is during the late spring (May to early June) or early autumn (September to October) when the weather is pleasant and the district is at its most inviting.

During late spring, the gardens and green spaces are in full bloom, making it a beautiful time for strolls. The temperatures are mild, typically ranging from 15°C to 22°C (59°F to 72°F), superb for exploring the outdoor exhibits and architecture. You'll find fewer crowds compared to the peak summer months, allowing for a more relaxed experience. This period is particularly good for history enthusiasts and couples who appreciate comfortable weather for walking tours and outdoor dining.

Early autumn also offers agreeable weather, with temperatures usually between 12°C and 20°C (54°F to 68°F), and the changing leaves add a lovely touch to the historic surroundings. This season often brings clear, crisp days ideal for photography and outdoor activities. It's an excellent time for those who prefer a quieter visit, avoiding the summer rush, while still enjoying the full range of attractions.
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 Skidmore Academy Historic District.
How can I save on a Skidmore Academy Historic District hotel booking with Expedia?
Members always get our best prices. Find our best Skidmore Academy Historic 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 Skidmore Academy Historic District hotel?
Hotel prices in Skidmore Academy Historic 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.

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