Hotels in Ashland
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Where to stay in Ashland?
Callahan's Mountain Lodge
Callahan's Mountain Lodge- Unwind at this Ashland mountain lodge with cozy rooms and outdoor adventures.
Grandview of Ashland
Grandview of Ashland- Bright modern Ashland escape with hot tub, just minutes from Shakespeare Festival.
Green Springs Inn
Green Springs Inn- Tranquil mountain retreat near hiking trails with rustic cabins and natural views.
Lithia Springs Resort
Lithia Springs Resort- Rejuvenating mineral spring retreat with garden soaking tubs near Shakespeare venues.
Country Willows Inn and Estate
Country Willows Inn and Estate- A relaxed countryside retreat in Ashland with a seasonal outdoor pool and gardens.
Timbers INN and Suites
Timbers INN and Suites- Cozy retreat in Ashland's entertainment district with a seasonal outdoor pool.
Flagship Inn of Ashland
Flagship Inn of Ashland- Enjoy cozy rooms near Ashland's theaters with easy access to downtown attractions.
Abigail’s Bed & Breakfast Inn
Abigail’s Bed & Breakfast Inn- Cozy Victorian inn steps from Ashland's theaters, with hiking trails nearby.
Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland- Comfortable getaway near Allen Elizabethan Theatre with indoor pool and hot tub.
Relax Inn At Ashland
Relax Inn At Ashland- Enjoy outdoor adventures near hiking trails with complimentary breakfast and WiFi.
Cedarwood Inn of Ashland
Cedarwood Inn of Ashland- Relaxing Ashland escape with indoor and outdoor pools and cozy in-room amenities.
The Mountain Ave House by WanderLodges
The Mountain Ave House by WanderLodges
Holiday Inn Express & Suites Ashland by IHG
Holiday Inn Express & Suites Ashland by IHG- Modern hotel near Weisinger Family Winery with indoor pool and 24-hour fitness.
Arden Forest Inn
Arden Forest Inn- Victorian inn with a tranquil garden and pool, just steps from Elizabethan theatre.
A Cowslip's Belle Inn
A Cowslip's Belle Inn- Charming Ashland retreat with thoughtful amenities near iconic theaters.
Winchester Inn
Winchester Inn- Enchanting Victorian inn with free parking and breakfast near Ashland's theaters.
Palm Cottages
Palm Cottages- Take in majestic mountain views from a lovely garden oasis in Ashland.
Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites- Tranquil mountain valley retreat with tennis courts and ski shuttle service.
Best Western Windsor Inn
Best Western Windsor Inn- New rooms close to downtown Ashland with outdoor swimming and complimentary hot breakfast.
Ashland Motel - Oregon
Ashland Motel - Oregon- Scenic Ashland stay with pool, perfect for nearby hiking and biking trails.
Get last-minute hotel deals in Ashland and save more
Check out pet-friendly hotels in Ashland
You may also like hotels with pools in Ashland
Go beyond your typical stay in Ashland
Top neighborhoods in Ashland
- Historic Railroad District
- Skidmore Academy Historic District
- Historic Downtown District
- Siskiyou-Hargadine Historic District
Historic Railroad District
Ashland's Historic Railroad District captures Oregon's cultural heart with Victorian charm and artistic soul. Tree-lined streets connect 19th-century buildings where theater and history share the spotlight. The Shakespeare Festival brings brick walkways alive with theatrical buzz. Art galleries in former rail buildings showcase local talent amid cobblestone plazas adorned with bronze sculptures. Farm-to-table restaurants serve Pacific Northwest cuisine in converted Victorian spaces, perfect for dining with regional wines. Boutique inns and historic bed & breakfasts offer intimate stays with period furnishings and modern comforts. The pedestrian-friendly design makes exploring a joy, with attractions within an easy stroll through this walkable cultural haven.
Skidmore Academy Historic District
Step back in time as you stroll the tree-lined streets of Skidmore Academy Historic District, where Victorian architecture meets theatrical flair. Ornate 19th-century buildings, including the original Skidmore Academy, tell the story of Ashland's rich heritage. The district sits conveniently close to Oregon Shakespeare Festival venues, where world-class performances bring creative energy to this peaceful neighborhood. Intimate cafes and bistros cater to theater-goers with pre-show dining featuring seasonal Pacific Northwest ingredients. Charming bed-and-breakfasts in converted Victorian homes offer cozy accommodations with period furnishings. The walkable streets connect easily to downtown Ashland, making exploration a breeze without the need for public transportation.
Historic Downtown District
Historic Downtown District brings Shakespeare to life in Ashland's charming center. The renowned Oregon Shakespeare Festival anchors the neighborhood with Tudor-style theaters surrounded by Victorian storefronts. Lithia Park offers a peaceful escape with bubbling mineral springs, while art galleries and boutiques fill historic buildings beneath colorful awnings. Farm-to-table restaurants showcase local Oregon wines, though reservations are essential during festival season. Accommodation options include Victorian bed & breakfasts and boutique inns within this highly walkable neighborhood. Most attractions sit within a three-block radius, making cars unnecessary for exploring this theatrical paradise.
Siskiyou-Hargadine Historic District
Siskiyou-Hargadine Historic District offers a step back in time with pristine Victorian and Craftsman homes lining tree-canopied streets. Take a leisurely stroll through architectural history while enjoying the peaceful vibe just steps from Ashland's cultural buzz. The Oregon Shakespeare Festival and Oregon Cabaret Theatre are an easy walk away, making this neighborhood perfect for theater enthusiasts. Accommodations range from charming bed & breakfasts in restored Victorians to boutique inns with period furnishings. Downtown Ashland's diverse restaurants and artisan shops are just a 5-10 minute walk away. The neighborhood's uncrowded sidewalks and proximity to Lithia Park create an ideal base for exploring Ashland without a car.
Learn more about Ashland
Between Shakespeare and the sublime, this artsy enclave captivates with its cultural punch far beyond its size. The Oregon Shakespeare Festival transforms three theaters into worlds of drama nearly year-round, drawing theater lovers who linger after standing ovations. Main Street's independent boutiques and farm-to-table restaurants showcase local creativity without pretension. Lithia Park unfolds like a living painting—creek-side paths wind through 93 acres where picnickers claim spots beneath ancient trees. Southern Oregon University adds youthful energy to this intellectual haven. After hiking nearby trails, soak tired muscles in Lithia Plaza's mineral-rich fountains (warning: the water tastes terrible). For a perfect day, catch a matinee, browse gallery-quality crafts, then toast the sunset with local wines.
Check out reviews of Ashland hotels guests love
Lithia Springs Resort
Frequently asked questions
Keep exploring
- Hotels near Alba Park
- Winery Hotels in Central Point
- Hotels with Kitchens in Altamont
- B&B in Medford
- Hotels near Bull Gap Lower Trailhead
- Motels in Grants Pass
- Medford Hotels
- Hotels near Joseph H Stewart County Park
- Hotels with Parking in Central Point
- Grants Pass Hotels
- Hotels near Emigrant Lake
- Cave Junction Hotels
- Hotels near Grave Creek Bridge
- Hotels near Tiger Preservation Center
- Apartments in Medford
- Cheap Hotels in Oretech
- Hotels with a Gym in Altamont
- Downtown Klamath Falls Hotels
- Hotels near Applegate Lake
- Galice Hotels
- Hotels with a Gym in Klamath Falls
- Resorts & Hotels with Spas in Medford
- Hotels with a Pool in Grants Pass