Find Romantic Hotels in Skidmore Academy Historic District, OR

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Check availability on Skidmore Academy Historic District Romantic Hotels

Our top choices for Skidmore Academy Historic District romantic hotels

Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio
Callahan's Mountain Lodge

Callahan's Mountain Lodge

3.0 star property
Ashland
8.8 out of 10, Excellent, (1167)
"Beautiful place to stay "
United States
Daniel
The price is NT$2,778
NT$3,288 total
includes taxes & fees
Dec 11 - Dec 12
Callahan's Mountain Lodge
Front of property
Lithia Springs Resort

Lithia Springs Resort

3.0 star property
Ashland
9.4 out of 10, Exceptional, (1003)
"Our stay was magical!"
United States
Maryah
The price is NT$2,984
NT$3,653 total
includes taxes & fees
Dec 14 - Dec 15
Lithia Springs Resort
Dinner served, American cuisine
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

3.0 star property
Medford
9.0 out of 10, Wonderful, (2677)
"I really enjoyed this Hotel and stay."
United States
Okesa
The price is NT$2,778
NT$3,126 total
includes taxes & fees
Dec 11 - Dec 12
Rogue Regency Inn Medford Airport
Garden
Ashland Springs Hotel

Ashland Springs Hotel

3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1006)
"Charming historic hotel in downtown Ashland! Beautifully decorated, comfortable and well located. Restaurants and shopping galore. Theaters and playhouses all within a few blocks. We loved it!"
United States
Holly
The price is NT$2,711
NT$3,490 total
includes taxes & fees
Dec 17 - Dec 18
Ashland Springs Hotel
Meeting facility
Hilton Garden Inn Medford, OR 

Hilton Garden Inn Medford, OR 

3.0 star property
Medford
8.8 out of 10, Excellent, (1001)
"Location and restaurant on property "
United States
Katherine
The price is NT$2,857
NT$3,214 total
includes taxes & fees
Jan 2 - 2026/1/3
Hilton Garden Inn Medford, OR 
Free daily full breakfast
Country Willows Inn and Estate

Country Willows Inn and Estate

4.0 star property
Ashland
9.8 out of 10, Exceptional, (33)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
Country Willows Inn and Estate
Hobart Peak | Terrace/patio
Green Springs Inn

Green Springs Inn

2.0 star property
Ashland
9.4 out of 10, Exceptional, (108)
"Definitely not what we expected drove 4 miles up the road and stayed at a way nicer place Hyatt Lake Resort"
United States
Joseph
The price is NT$2,947
NT$3,782 total
includes taxes & fees
Dec 11 - Dec 12
Green Springs Inn
Exterior
Resort at Eagle Point

Resort at Eagle Point

3.5 star property
Eagle Point
9.4 out of 10, Exceptional, (265)
"Great place to stay! "
United States
Jeneen
The price is NT$6,014
NT$6,404 total
includes taxes & fees
Dec 11 - Dec 12
Resort at Eagle Point
Front of property
Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 star property
Central Point
9.6 out of 10, Exceptional, (149)
"We had an amazing stay at the Hummingbird Estate. The staff was so welcoming and our room was so cozy. Definitely will be back!"
United States
Marygrace
The price is NT$5,000
NT$5,075 total
includes taxes & fees
Dec 16 - Dec 17
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.
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Top Skidmore Academy Historic District Hotel Reviews

Ashland Springs Hotel

Ashland Springs Hotel

10/10 Excellent
"We enjoyed our visit immensely. The room isn’t designed for someone who wants to work from their room, but it was perfect for a vacation. The room was beautiful, the service was great, the restaurant was delicious. We were blocks from the Shakespeare festival and steps from several great restaurants and amazing shops. "
Cynthia 4-night trip
Posted 2 days ago
Ashland Springs Hotel

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Frequently asked questions

Searching for romantic hotels in Skidmore Academy Historic District?
If you and your partner need a romantic vacation, we've got just the ticket. If you want to see some sights and attractions in the greater Skidmore Academy Historic District area, you might head to Thomas Theatre, Oregon Shakespeare Festival, or Lithia Park. If you're interested in staying near a certain attraction, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
What is there to do in Skidmore Academy Historic District?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all that Skidmore Academy Historic District has to offer. There's plenty to see in the greater Ashland area, so you might plan to visit Thomas Theatre, Oregon Shakespeare Festival, or Lithia Park.