Find Romantic Hotels in Ashland from S$139

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Top Romantic Hotels in Ashland

Callahan's Mountain Lodge
Terrace/patio

Callahan's Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (1052)
"We love Callahan’s Lodge every December at Christmas when it’s snowing. We go every year."
The price is S$139
includes taxes & fees
23 Dec - 24 Dec
Callahan's Mountain Lodge
Ashland Springs Hotel
Garden

Ashland Springs Hotel

3.0 star property
9.4 out of 10, Exceptional, (1001)
"We had a great stay! Very helpful front desk staff."
The price is S$211
includes taxes & fees
19 Dec - 20 Dec
Ashland Springs Hotel
McCall House Boutique Inn
Front of property

McCall House Boutique Inn

4.0 star property
9.2 out of 10, Wonderful, (549)
"Great location, walkable to downtown. Breakfasts were excellent and they were able to accommodate special dietary restrictions. Staff is wonderful. Loved it! "
The price is S$226
includes taxes & fees
19 Dec - 20 Dec
McCall House Boutique Inn
Oak Hill Bed & Breakfast
Hypo-allergenic bedding, individually decorated, individually furnished

Oak Hill Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (61)
"It was the best experience The host was supper lovely and the breakfast was amazing the room was spacious and clean It was a lovely and quiet place Definitely will come back again "
The price is S$316
includes taxes & fees
18 Jan - 19 Jan,2025
Oak Hill Bed & Breakfast
Oak Street Cottages
Terrace/patio

Oak Street Cottages

3.0 star property
9.4 out of 10, Exceptional, (3)
"Right in the heart of Ashland and only a block from the Oregon Shakespeare Festival this place is a gem. We stayed in the Oak Tower suite, a two story, could sleep 8 accommodation. Not only was it immaculate but it was sweetly appointed with fresh flowers, contemporary magazines, fresh fruit, Martinelli's Cider and popcorn. Master bedroom and second bedroom, large second bedroom and huge bathroom with Jacuzzi tub on the entrance level. Large living room, dining room, second bathroom and full...
Oak Street Cottages
Lithia Springs Resort
Front of property

Lithia Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (1001)
"Great stayThank you very much clean rooms. Had a great time.Would we go again."
The price is S$213
includes taxes & fees
29 Dec - 30 Dec
Lithia Springs Resort
Winchester Inn
Front of property

Winchester Inn

3.5 star property
9.8 out of 10, Exceptional, (230)
"Winchester Inn is great place to stay in Ashland. The rooms are spacious, well furnished, clean, and comfy. It is close to the theaters and downtown area so you don't have to drive anywhere once you check in. There are a number of breakfast options and the food is excellent. We would definitely stay there again!"
The price is S$179
includes taxes & fees
23 Dec - 24 Dec
Winchester Inn
Plaza Inn & Suites at Ashland Creek
Outdoor dining

Plaza Inn & Suites at Ashland Creek

3.0 star property
8.6 out of 10, Excellent, (1002)
"Great place to stay"
The price is S$175
includes taxes & fees
19 Dec - 20 Dec
Plaza Inn & Suites at Ashland Creek
Ashland Hills Hotel & Suites
Lobby sitting area

Ashland Hills Hotel & Suites

3.0 star property
9.0 out of 10, Wonderful, (1501)
"Love the vintage vibe, comfy bed, and friendly check-in."
The price is S$141
includes taxes & fees
19 Dec - 20 Dec
Ashland Hills Hotel & Suites
Flagship Inn of Ashland
Desk, blackout curtains, iron/ironing board, WiFi

Flagship Inn of Ashland

2.5 star property
9.0 out of 10, Wonderful, (1000)
"I was impressed how clean was this place, price and convenience are a plus "
The price is S$105
includes taxes & fees
19 Dec - 20 Dec
Flagship Inn of Ashland
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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Frequently asked questions

Searching for romantic hotels in Ashland?
If you and your partner need a romantic escape, we’d like to help you plan for it. Our guests also love Ashland for its popular theatre scene, array of dining options and picturesque gardens. If you want to explore the area, you might head to Oregon Shakespeare Festival, Oregon Cabaret Theatre or Lithia Park. If you’d like to stay close to a certain attraction, you can sort properties by neighbourhood or distance to top sights, so you and your partner will get to see everything on your list.
What's the best hotel for a romantic getaway to Ashland?
Callahan’s Mountain Lodge is a favourite lodge for couples, and features an al fresco restaurant and wedding services. Other good options for your romantic getaway include Lithia Springs Resort and Ashland Springs Hotel.
How many romantic hotels should we expect to find in Ashland?
Expedia has 12 romantic Ashland hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Ashland?
If you’re looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Ashland: The hottest months are usually August and July, with an average temperature of 18°C, while the coldest months are December and January, with an average of 3°C. Average annual precipitation for Ashland is 850 mm.
What is there to do in Ashland?
There’s nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Ashland has to offer. Couples looking for a little of everything will enjoy Ashland for its theatre scene, hiking and gardens. Oregon Shakespeare Festival, Oregon Cabaret Theatre and Lithia Park are worth a stop when you’re out and about.
What's the best way to get to Ashland and around town during my romantic getaway?
These transportation options in Ashland might help your romantic trip go off without a hitch: The closest major airport is in Medford, OR (MFR-Rogue Valley Intl.), located 14.4 mi (23.3 km) from the city centre. If you’d like to explore around the area, you may want to rent a car for your trip.