Winery Hotels in Ashland
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Winery Hotels in Ashland

Callahan's Mountain Lodge
Callahan's Mountain Lodge
8.8 out of 10, Excellent, (1151)
$162 nightly
The price is $165
Jul 28 - Jul 29
Total includes taxes and fees
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 neighborhoods in Ashland
- Historic Downtown District
- Historic Railroad District
- Siskiyou-Hargadine Historic District
- Skidmore Academy Historic District

Historic Downtown District
The Historic Downtown District neighborhood offers attractions such as Allen Elizabethan Theatre and Angus Bowmer Theatre.
Historic Railroad District
Ashland's Historic Railroad District neighborhood is home to attractions such as Crater Lake National Park and Lithia Park.
Siskiyou-Hargadine Historic District
The Siskiyou-Hargadine Historic District neighborhood has lots to see including Lithia Park and Ashland Library.
Skidmore Academy Historic District
Ashland's Skidmore Academy Historic District neighborhood has a host of places to visit such as Crater Lake National Park and Lithia Park.
Top landmarks in Ashland

Oregon Shakespeare Festival
You can make plans for a show at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Find out more about Ashland
Find out more about Ashland
Explore Ashland and its wineries
Ashland, Oregon, is a delightful destination for wine enthusiasts seeking both relaxation and adventure. Begin your adventure at the local Ashland Vineyards, where you can sample a variety of local wines as you marvel at stunning views of the surrounding hills. Another must-visit is the Grizzly Peak Winery, known for its organic winemaking practices and beautiful outdoor tasting area. For a unique experience, head to the Rogue Valley Wine Country, which boasts a plethora of wineries that often host events and tastings, allowing you to immerse yourself in the local wine culture. Don’t miss the chance to explore the scenic Applegate Valley, filled with boutique wineries and picturesque landscapes perfect for a leisurely day trip. After a day of wine tasting, unwind in one of Ashland's charming hotels, many of which are just a short drive from these vineyards, offering a cozy atmosphere to rest and recharge for your next adventure. Exploring Ashland and its nearby wineries promises a memorable experience filled with great wines and beautiful scenery.
Keep exploring
Keep exploring
- Lincoln City Hotels
- Rodeway Inn Medford South I-5
- Wine Country Inn
- Paschal Winery
- Hotels near ScienceWorks Hands-On Museum
- Historic Downtown District Hotels
- Cedarwood Inn of Ashland
- Super 8 by Wyndham Yreka
- TownePlace Suites by Marriott Medford
- Skidmore Academy Historic District Hotels
- Honolulu Hotels
- Destin Hotels
- Hotels near Windsor Ski Lift
- Astoria Hotels
- Houston Hotels
- Hotels near Ashland Library
- Redmond Hotels
- Las Vegas Hotels
- Best Western Crater Lake Highway White City/Medford
- Hotels near Tashi Choling Buddhist Center
- Bend Hotels
- Key West Hotels
- Hotels near Bull Gap Lower Trailhead
- Grants Pass Hotels
- Siskiyou-Hargadine Historic District Hotels
- Apartments in Ashland
- Hotels with a Pool in Ashland
- 2 Star Hotels in Ashland
- 4 Star Hotels in Ashland
- Cottages in Ashland
- Family Hotels in Ashland
- Hotels with Parking in Ashland
- Business Hotels in Ashland
- Pet Friendly Hotels in Ashland
- Hotels with Free Breakfast in Ashland
- 3 Star Hotels in Ashland
- Hotels with Kitchens in Ashland
- Cheap Hotels in Ashland
- Luxury Hotels in Ashland
- B&B in Ashland
- Hotels with a Fitness Center in Ashland
- Hotels with Hot Springs in Ashland
- La Grande Hotels
- Hotels near Klamath Falls Intl.
- The Dalles Hotels
- San Diego Hotels
- Pacific City Hotels
- Clarion Pointe Medford
- Ramada by Wyndham Medford Airport North
- Chicago Hotels
- Historic Railroad District Hotels
- My Place Hotel-Medford OR
- Courtyard by Marriott Medford Airport
- Palm Cottages
- Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
- Miami Hotels
- Pendleton Hotels
- Hotels near Lithia Park
- Hotels near Thomas Theatre
- Newport Hotels
- Hood River Hotels
- Baker City Hotels
- Fort Lauderdale Hotels
- Los Angeles Hotels
- Hotels near Emigrant Lake
- New York Hotels
- Hilton Garden Inn Medford, OR
- Motel 6 Medford, OR - North
- Hotels near Rogue Valley Intl.
- Gulf Shores Hotels
- Springhill Suites By Marriott Medford Airport
- Homewood Suites Medford
- Resort at Eagle Point
- Hampton Inn Medford
- Coos Bay Hotels
- Hotels near North Mountain Park
- Tillamook Hotels
- Cannon Beach Hotels
- Comfort Inn Medford North
- Gatlinburg Hotels
- Myrtle Beach Hotels
- Hotels near Oregon Shakespeare Festival
- Rockaway Beach Hotels
- Florence Hotels
- Best Western Horizon Inn
- Hotels near Southern Oregon University
- McMinnville Hotels
- SpringHill Suites by Marriott Medford
- Rocky Point Resort
- Waldport Hotels
- Seaside Hotels
- Hotels near Comer Ski Lift
- Orlando Hotels
- Hotels near Howard Prairie Lake
- Miami Beach Hotels
- Hotels near Hyatt Reservoir
- Motel 6 Medford, OR
- Klamath Falls Hotels
- Sisters Hotels
- Quality Inn & Suites Medford Airport
- Comfort Inn South
- Fairfield Inn & Suites by Marriott Medford
- Candlewood Suites Medford by IHG
- Super 8 by Wyndham Central Pt Medford
- Sovana Inn
- Salem Hotels
- Corvallis Hotels
- Eugene Hotels
- Panama City Beach Hotels
- Gold Beach Hotels
- Medford Hotels
- Boston Hotels
- Compass by Margaritaville in Medford
- Manzanita Hotels
- Hotels near Mount Ashland Ski Area
- Nashville Hotels
- City Center Motel
- Springfield Hotels
- New Orleans Hotels
- Holiday Inn Express Yreka-Shasta Area by IHG
- Hotels near Angus Bowmer Theatre
- Hotels near Allen Elizabethan Theatre
- Rogue Regency Inn and Suites
- La Quinta Inn & Suites by Wyndham Central Point - Medford
- Depoe Bay Hotels
- Hotels near Oregon Cabaret Theatre
- Hotels near Lithia Artisans Market
- Crater Lake Gateway - Highway 140
- Holiday Inn Express & Suites Medford by IHG
- Country Willows Inn and Estate