Find Boutique Hotels in Ashland, OR

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Check availability on Ashland Boutique Hotels

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Recommended hotels in Ashland

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

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
Ashland
8.8 out of 10, Excellent, (1168)
"Beautiful place to stay "
United States
Daniel
The price is NT$3,229
NT$3,745 total
includes taxes & fees
Dec 18 - Dec 19
Callahan's Mountain Lodge
Front of property
Lithia Springs Resort

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1004)
"Lovely room with jacuzzi bath, cozy fireplace and comfy bed. Nice tea time snacks, and beautiful outdoor areas. Very dog friendly. "
United States
hannelie
The price is NT$2,926
NT$3,593 total
includes taxes & fees
Dec 16 - Dec 17
Lithia Springs Resort
Exterior detail
Stratford Inn

Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1599)
"Clean room, attentive staff, easy walk to downtown. "
United States
Richard
The price is NT$2,807
NT$3,130 total
includes taxes & fees
Dec 17 - Dec 18
Stratford Inn
Exterior
Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
Ashland
9.2 out of 10, Wonderful, (1005)
"Very nice property with nice decor. Room much nicer than competitors I’ve stayed with . Extremely clean, super staff. Will stay here again!"
United States
Christopher
The price is NT$3,244
NT$3,617 total
includes taxes & fees
Jan 2 - 2026/1/3
Holiday Inn Express & Suites Ashland by IHG
Free daily on-the-go breakfast
Flagship Inn of Ashland

Flagship Inn of Ashland

Flagship Inn of Ashland
2.5 star property
Ashland
8.8 out of 10, Excellent, (1192)
"Huge room Great check in Very comfortable My 5th stay here "
United States
Michael L
The price is NT$2,106
NT$2,348 total
includes taxes & fees
Dec 17 - Dec 18
Flagship Inn of Ashland
Exterior
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
Ashland
8.8 out of 10, Excellent, (1004)
"Staff was excellent and very nice and room was clean and location is good Town is very cool 👍"
United States
Thomas
The price is NT$2,604
NT$2,643 total
includes taxes & fees
Jan 4 - 2026/1/5
Comfort Inn & Suites Ashland
Garden
Ashland Springs Hotel

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1005)
"Small room but wonderful view and comfortable bed. "
United States
Jessica
The price is NT$2,712
NT$3,491 total
includes taxes & fees
Dec 17 - Dec 18
Ashland Springs Hotel
Lobby
The Bard's Inn, BW Signature Collection by Best Western

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, (1008)
"The Bards Inn is lovely with each room themed after a Shakespe Play. Location is excellent just at the top of Main St. I can highly recommend this hotel"
United States
Suzanne
The price is NT$3,276
NT$3,652 total
includes taxes & fees
Jan 2 - 2026/1/3
The Bard's Inn, BW Signature Collection by Best Western
Exterior
Best Western Windsor Inn

Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
Ashland
9.0 out of 10, Wonderful, (1002)
"Friendly staff and very clean"
United States
Noel
The price is NT$3,400
NT$3,791 total
includes taxes & fees
Jan 2 - 2026/1/3
Best Western Windsor Inn
Seasonal outdoor pool
Timbers INN and Suites

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
Ashland
8.6 out of 10, Excellent, (1002)
"Room very good and vintage 70s style. "
United States
James P
The price is NT$1,937
NT$2,160 total
includes taxes & fees
Dec 16 - Dec 17
Timbers INN and 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 Ashland Hotel Reviews

Lithia Springs Resort

Lithia Springs Resort

10/10 Excellent
"Lovely room with jacuzzi bath, cozy fireplace and comfy bed. Nice tea time snacks, and beautiful outdoor areas. Very dog friendly. "
hannelie 2-night trip
Posted 3 days ago
Lithia Springs Resort

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Frequently asked questions

What's there to see and do in Ashland?
Visitors speak positively about this destination's renowned opera, acclaimed theaters, and lively festivals. Activities and attractions to experience around Ashland include Thomas Theatre, Oregon Shakespeare Festival, and Oregon Cabaret Theatre. You might also like to explore more of the area and take in additional sights like Lithia Park, Mount Ashland Ski Area, and Allen Elizabethan Theatre while you're here.
What kind of weather should I plan for when I travel to Ashland?
Getting an idea of what to expect from the weather in Ashland is important when you plan your trip. The hottest months are usually August and July with an average temp of 65°F, while the coldest months are December and January with an average of 37°F. Average annual precipitation for Ashland is 33 inches.
What's the best way to get to my boutique hotel in Ashland?
You have a few options for transportation to and around Ashland. The closest major airport is Rogue Valley Intl. Airport (MFR), which is located 14.4 mi (23.3 km) from the heart of the city. If you'd like to venture out around the area, you may want a rental car for your journey.