Find Romantic Hotels in Skidmore Academy Historic District, Ashland from $103

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Our top choices for Skidmore Academy Historic District romantic hotels

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
$116 nightly
The price is $118
Dec 16 - Dec 17
Total with taxes and fees
Callahan's Mountain Lodge

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1007)
"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
$110 nightly
The price is $123
Dec 17 - Dec 18
Total with taxes and fees
Ashland Springs Hotel

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
$124 nightly
The price is $126
Dec 14 - Dec 15
Total with taxes and fees
Lithia Springs Resort

Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport
3.0 star property
Medford
9.0 out of 10, Wonderful, (2681)
"I really enjoyed this Hotel and stay."
United States
Okesa
$93 nightly
The price is $105
Dec 18 - Dec 19
Total with taxes and fees
Rogue Regency Inn Medford Airport

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
$92 nightly
The price is $103
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hilton Garden Inn Medford, OR 

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
$120 nightly
The price is $121
Dec 14 - Dec 15
Total with taxes and fees
Green Springs Inn

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
$211 nightly
The price is $214
Dec 12 - Dec 13
Total with taxes and fees
Country Willows Inn and Estate

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
$193 nightly
The price is $205
Dec 14 - Dec 15
Total with taxes and fees
Resort at Eagle Point

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
$193 nightly
The price is $196
Dec 14 - Dec 15
Total with taxes and fees
Hummingbird Estate Wine & Suites

McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (578)
"The room was very clean, meals were excellent. Staff was excellent."
United States
Renae
$153 nightly
The price is $170
Dec 13 - Dec 14
Total with taxes and fees
McCall House Boutique Inn
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.

Find out more about Skidmore Academy Historic District

Skidmore Academy Historic District attractions for couples

Nestled in the Skidmore Academy Historic District, travelers can immerse themselves in a rich tapestry of culture and history. Begin your journey at the Skidmore College campus, where the impressive architecture and beautiful landscapes are perfect for a leisurely stroll or a picnic. A short walk away, the Tang Teaching Museum offers a unique blend of contemporary art and innovative exhibitions that are both thought-provoking and visually stunning. For history buffs, the nearby Saratoga Springs History Museum provides insights into the region's vibrant past, from its role in the American Revolution to its famous mineral springs. Families will appreciate the interactive exhibits at the Children's Museum at Saratoga, where kids can learn through play while parents relax in the inviting atmosphere. After a day of exploration, retreat to one of the boutique hotels in the area that pride themselves on personalized service and comfort. Many of these accommodations feature historic charm combined with modern amenities, providing a cozy haven to unwind. With attentive staff ready to assist with recommendations and reservations, you can enjoy a straightforward stay while indulging in the rich local dining and shopping options just around the corner.

Find the best romantic hotels in Skidmore Academy Historic District

For couples seeking a romantic escape in the enchanting Skidmore Academy Historic District of Ashland, Oregon, these charming hotels offer a perfect blend of intimacy and comfort to create unforgettable memories.

Abigail’s Bed & Breakfast Inn

  • Why it's great for a couples retreat: Abigail’s Bed & Breakfast Inn is an idyllic retreat for couples looking to rekindle romance, an impressive guest review rating of 9.4. With its inviting ambiance and thoughtful amenities, this charming inn allows guests to unwind and connect. Enjoy shared access to a terrace for intimate sunset views, and revel in the comfort of premium bedding and Egyptian cotton sheets that enhance the romantic atmosphere.
  • Other amenities: Guests can explore nearby wineries through private tours or indulge in the natural beauty surrounding the inn with skiing, hiking, and biking options close by. Additional features include a kitchenette for cozy in-room dining, free onsite parking, and a welcoming concierge to assist with local recommendations. For those seeking relaxation, the nearby hot springs offer a soothing escape, making it an ideal setting for a romantic getaway.
  • Neighborhood: Skidmore Academy Historic District
  • Nearby attractions: Lithia Park - 0.65 miles, Allen Elizabethan Theatre - 0.66 miles, Angus Bowmer Theatre - 0.67 miles

Top Skidmore Academy Historic District Hotel Reviews

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.

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