Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Ashland on Hotels.com. These Ashland B&B consistently deliver on quality, location and traveller experience. Last updated on .
B&B Hotel Accommodation 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
Next weekend
In two weeks
In one month
In two months
B&B in Ashland
The price is AU$232
includes taxes & fees
5 Oct - 6 Oct
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.
Top neighbourhoods in Ashland
- Historic Railroad District
- Skidmore Academy Historic District
- Historic Downtown District
- Siskiyou-Hargadine Historic District

Historic Railroad District
Ashland's Historic Railway District captures Oregon's cultural heart with Victorian charm and artistic soul. Tree-lined streets connect 19th-century buildings where theatre 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 storey 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 area. 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 cosy accommodation with period furnishings. The walkable streets connect easily to city centre Ashland, making exploration a breeze without the need for public transport.

Photo by Shannon Willitts
Open Photo by Shannon Willitts
Historic Downtown District
Historic City centre District brings Shakespeare to life in Ashland's charming centre. The renowned Oregon Shakespeare Festival anchors the area with Tudor-style theatres surrounded by Victorian shopfronts. Lithia Park offers a peaceful escape with bubbling mineral springs, while art galleries and boutiques fill historic buildings beneath colourful 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 area. 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 area perfect for theatre enthusiasts. Accommodation range from charming bed & breakfasts in restored Victorians to boutique inns with period furnishings. City centre Ashland's diverse restaurants and artisan shops are just a 5-10 minute walk away. The neighborhood's uncrowded pavements 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 theatres into worlds of drama nearly year-round, drawing theatre 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.

Find out more about Ashland
Keep exploring
- Applegate Hotels
- Trail Hotels
- Hotels near Comer Ski Lift
- Hotels near Fichtner-Mainwaring Park
- Hotels near Palmerton Park
- Hotels near Asante Three Rivers Medical Center
- Hotels near Crater Lake Zipline
- Hotels near Applegate Lake
- Hotels near Cricket Hill Winery
- Hotels near Red Lily Vineyards
- Hotels near The Glass Forge
- Hotels near Rogue River Library
- Hotels near Gold Hill Library
- Hotels near Medford Railroad Park
- Hotels near Lithia Park
- Hotels near Rogue Creamery
- Hotels near Central Point Library
- Hotels near White City Library
- Hotels near Oregon Cabaret Theatre
- Hotels near Shady Cove Library
- Hotels near Spirit of the Rogue Nature Center
- Hotels near Joseph H Stewart County Park
- Hotels near StoneRiver Vineyards
- Hotels near Folin Cellars
- Hotels near Barnstormers Theater
- Hotels near Lithia & Driveway Fields
- Motels in Altamont
- Fruitdale Hotels
- Hotels near Tashi Choling Buddhist Center
- Hotels near Hyatt Reservoir
- Hotels near Buncom
- Steamboat Hotels
- Hotels with a Pool in Ashland
- Hotels with Parking in Ashland
- Hotels with a Gym in Ashland
- Hotels with Free Breakfast in Ashland
- Pet Friendly Hotels in Ashland
- Cheap Hotels in Ashland
- Luxury Hotels in Ashland
- Business Hotels in Ashland
- Winery Hotels in Ashland
- Hotels with Hot Springs in Ashland
- Family Hotels in Ashland
- Ashland Hotels
- Jacksonville Hotels
- Phoenix Hotels
- Shady Cove Hotels
- Cottages in Klamath Falls
- Apartments in Klamath Falls
- Motels in Klamath Falls
- Hotels with Kitchens in Grants Pass
- Pet Friendly Hotels in Grants Pass
- Cottages in Grants Pass
- Cheap Hotels in Grants Pass
- Family Hotels in Grants Pass
- Grants Pass Hotels
- White City Hotels
- Gold Hill Hotels
- Rogue River Hotels
- Cottages in Central Point
- Family Hotels in Central Point
- Central Point Hotels
- Hotels with Free Breakfast in Medford
- Hotels with Kitchens in Medford
- Pet Friendly Hotels in Medford
- Apartments in Medford
- B&B in Medford
- Motels in Medford
- Cheap Hotels in Medford
- Luxury Hotels in Medford
- Hotels with Hot Springs in Medford
- Family Hotels in Medford
- Resorts & Hotels with Spas in Medford
- Medford Hotels
- Hotels near Rogue Valley Intl.
- Hotels near Alba Park
- Hotels near Allen Elizabethan Theatre
- Hotels near Thomas Theatre
- Hotels near Roxy Ann Peak and Prescott Park
- Hotels near Mount Ashland Ski Area
- Hotels near Oregon Caves National Monument
- Hotels near Rogue Valley Country Club
- Hotels near EdenVale Winery
- Hotels near Sumner Parker Field
- Hotels near Britt Pavilion
- Hotels near Oregon Shakespeare Festival
- Hotels near Southern Oregon University
- Hotels near The Expo
- Hotels near Craterian Ginger Rogers Theatre
- Hotels near ScienceWorks Hands-On Museum
- Hotels near Schmidt House Museum
- Hotels near Grants Pass and Josephine County Chamber of Commerce
- Hotels near East Applegate Ridge - East Trailhead
- Hotels near Grants Pass Downs
- Historic Downtown District Hotels
- Siskiyou-Hargadine Historic District Hotels
- Cheap Hotels in City Center Medford
- City Center Medford Hotels
- Cottages in Southern Oregon











































