Ashland Villas


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Here’s a quick list of the best hotels in Ashland

Ashland Springs Hotel
Ashland Springs Hotel
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The Bard's Inn - BW Signature Collection by Best Western
The Bard's Inn - BW Signature Collection by Best Western
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Timbers INN and Suites
Timbers INN and Suites
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The Mountain House by WanderLodges
The Mountain House by WanderLodges
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Ashland Motel - University
Ashland Motel - University
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Nestled amid Ashland’s flowering streets and steps from Lithia Park, the town’s private villas blend historic character with modern comforts, making them an ideal home base for couples, families, or groups drawn to the arts and outdoors. For the best stay, choose a villa with a fully equipped kitchen and outdoor seating, book early around festival season, and prioritize properties within walking distance of downtown to enjoy dining, wineries, and hiking without depending on a car.

Best Villas in Ashland

Ashland Springs Hotel

Ashland Springs Hotel

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The Bard's Inn - BW Signature Collection by Best Western

The Bard's Inn - BW Signature Collection by Best Western

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Timbers INN and Suites

Timbers INN and Suites

Timbers INN and Suites in Ashland, Oregon offers air-conditioned rooms with kitchenettes, flat-screen cable TVs, coffee-making facilities, white linens and wood furnishings, complimentary Wi‑Fi throughout, and a seasonal outdoor swimming pool, with Southern Oregon University about one mile away. - Seasonal outdoor swimming pool - About 1 mile to Southern Oregon University - Free Wi‑Fi in all rooms - Kitchenettes and coffee-making facilities - Air-conditioned rooms with flat-screen TVs and white linens

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The Mountain House by WanderLodges

The Mountain House by WanderLodges

The Mountain House by WanderLodges is located in Ashland, just 1 km from Ashland Library, 1.4 km from the Oregon Cabaret Theatre and 1.6 km from the Oregon Shakespeare Festival; the air-conditioned accommodation sits 1.2 km from ScienceWorks Museum and Southern Oregon University, and offers complimentary WiFi, on-site private parking and a non-smoking environment. - Central location near theatres, museum and university - Complimentary WiFi - On-site private parking - Air-conditioned accommodations - Non-smoking property

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Ashland Motel - University

Ashland Motel - University

Ashland Motel - University offers air-conditioned rooms with free WiFi and cable TV, private bathrooms with a bath or shower and hairdryer, and in-room dining areas equipped with a microwave and refrigerator; the property features a seasonal outdoor pool, a garden, ironing facilities and free guest parking, and is conveniently located a 1-minute walk from Southern Oregon University, 1.8 km from central Ashland and the Oregon Shakespeare Festival, and 25 km from Rogue Valley Airport. - Free WiFi and free parking - Seasonal outdoor pool - 1-minute walk to Southern Oregon University - Close to downtown Ashland and the Oregon Shakespeare Festival (1.8 km) - In-room microwave and refrigerator

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Bayberry Inn B&B and Oregon Wellness Retreat

Bayberry Inn B&B and Oregon Wellness Retreat

Located in Ashland just 1.1 km from the Oregon Shakespeare Festival, Bayberry Inn B&B and Oregon Wellness Retreat offers accommodation with free bikes, free private parking, a garden and a shared lounge, and features a shared kitchen, room service and complimentary WiFi throughout the property; guests also benefit from a 24-hour front desk, concierge services and organized tours. - Close to Oregon Shakespeare Festival - Free bikes for guests - Free private parking on site - 24-hour front desk and concierge - Free WiFi, shared kitchen and garden amenities

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Callahan's Lodge

Callahan's Lodge

Callahan's Lodge in Ashland, located 15 km from Oak Knoll Golf Course, offers non-smoking accommodation with a fitness centre, a hot tub, free WiFi, free private parking, a garden, a shared lounge, a terrace and a bar; the hotel also provides ski pass sales and ski storage, plus evening entertainment for guests. - Free private parking - Fitness centre and hot tub - Ski pass sales and ski storage - Free WiFi throughout - Evening entertainment

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Winchester Inn

Winchester Inn

Winchester Inn in Ashland is just 300 metres from the Oregon Shakespeare Festival and 2.5 km from Southern Oregon University, with Rogue Valley Airport 24 km away; the hotel offers an on-site bar and restaurant with an outdoor patio, free parking, concierge service and a coffee bar. Each air-conditioned room features a flat-screen TV, luxurious bedding with 600-thread-count sheets and a down feather bed, pillows and comforter, and many rooms include a seating area and a balcony or patio; every room has a private bathroom stocked with Egyptian cotton towels, bathrobes and complimentary imported toiletries. Guests receive a complimentary two-course gourmet breakfast each morning. - Prime location minutes from the Oregon Shakespeare Festival - Complimentary two-course gourmet breakfast and coffee bar - Luxurious bedding and Egyptian cotton towels - On-site bar, restaurant and outdoor patio - Free parking and concierge service

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Lithia Springs Resort

Lithia Springs Resort

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Applinger Farm

Applinger Farm

Applinger Farm in Ashland offers garden and mountain views and is conveniently located about 7.1 km from the Oregon Shakespeare Festival and 7.3 km from the Oregon Cabaret Theatre; the guest house features a terrace, free private parking, complimentary WiFi, an outdoor fireplace and a hot tub for relaxation. - Garden and mountain views - Terrace and outdoor fireplace - Hot tub on site - Free private parking - Complimentary WiFi

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Expansive Views at The Crest House by Swank House

Expansive Views at The Crest House by Swank House

Expansive Views at The Crest House by Swank House in Ashland features air-conditioned accommodation with a terrace, free private parking and complimentary WiFi, and is non-smoking; the property is 1.6 km from Oak Knoll Golf Course, 3.1 km from the Schneider Museum of Art and 3.4 km from Southern Oregon University. - Air conditioning - Terrace with expansive views - Free private parking - Free WiFi - Non-smoking property

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Best Western Windsor Inn

Best Western Windsor Inn

Best Western Windsor Inn in Ashland, Oregon, features English Tudor–style architecture and provides an outdoor swimming pool, a fitness center, and complimentary Wi-Fi, with the Oregon Shakespeare Festival just a 10-minute drive away. - Tudor-style charm - Outdoor swimming pool - On-site fitness center - Free Wi‑Fi throughout - Close to Oregon Shakespeare Festival (≈10 min drive)

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