Ashland Hotels with Rooftop Pools

Located in Ashland, Lithia Springs Resort is within a 15-minute drive of Oregon Shakespeare Festival and Asante Rogue Regional Medical Center. This bed & breakfast is 2.3 mi (3.6 km) from Ashland Creek and 2.4 mi (3.9 km) from Allen Elizabethan Theatre. Relax and unwind with massages, body treatments, and facials. If you're looking for recreational opportunities, you'll find an outdoor pool, a hot tub, and bicycles to rent. This bed & breakfast also features complimentary wireless internet access, concierge services, and gift shops/newsstands. Grab a bite from the snack bar/deli serving guests of Lithia Springs Resort. Continental breakfasts are available daily from 7:30 AM to 10:00 AM for a fee. Featured amenities include complimentary wired internet access, a business center, and dry cleaning/laundry services. Free self parking is available onsite. Make yourself at home in one of the 38 individually decorated guestrooms, featuring refrigerators and microwaves. Your bed comes with down comforters and Frette Italian sheets. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms with separate bathtubs and showers feature spring water baths and complimentary toiletries.

With a stay at Timbers INN and Suites in Ashland, you'll be in the historical district, within a 5-minute drive of Oregon Shakespeare Festival and Southern Oregon University. This motel is 15.6 mi (25.1 km) from Asante Rogue Regional Medical Center and 0.5 mi (0.8 km) from Schneider Museum of Art. Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and a television in a common area. Additional amenities at this motel include a picnic area and discounted use of a nearby fitness facility. Featured amenities include express check-out, complimentary newspapers in the lobby, and multilingual staff. Free self parking is available onsite. Make yourself at home in one of the 29 guestrooms featuring refrigerators and microwaves. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Bathrooms have complimentary toiletries and hair dryers. Conveniences include desks and coffee/tea makers, and housekeeping is provided daily.

Stay at this Ashland, Oregon hotel offering convenient access to the Shakespeare Festival, Southern Oregon University and the Mount Ashland Ski Resort. Conveniently located right off the Interstate 5 in Southern Oregon, the Best Western Windsor Inn offers comfortable accommodations, full-service amenities and unbeatable customer service at an affordable price. This Ashland hotel boasts 91 recently remodeled guest rooms including suites and Jacuzzi® rooms. Each room features cable television and high-speed internet access for guests convenience. Enjoy an array of amenities including a delicious complimentary full breakfast, the largest outdoor swimming pool in Southern Oregon, year-round outdoor hot tub, exercise facility and limited business services. Pets are welcome! The Best Western Windsor Inn is only about a 10 minute drive from downtown Ashland, which offers a variety of shops and restaurants. The Best Western Windsor Inn is the perfect way to enjoy a quiet and relaxing stay in Ashland. We are far enough away from the hustle and bustle of Ashland’s downtown area--but still conveniently located to the best Ashland has to offer. Relax outside among our rose gardens and enjoy the views of the surrounding Ashland Hills and the Siskiyou mountains. See a Shakespearean play at the Oregon Shakespeare Festival, the largest rotating repertoire theater, or spend the afternoon at Lithia Park walking the many trails. During the summer months enjoy rafting down the Rogue River, while in the winter Mt. Ashland offers fantastic skiing. Other nearby attractions includes Southern Oregon University, Emigrant Lake and historic Jacksonville, Oregon. The friendly, helpful staff at the Best Western Windsor Inn is ready to ensure a fun-filled memorable stay in Ashland, Oregon. Make a reservation today and save! Enjoy your stay.

With a stay at Ashland Hills Hotel & Suites in Ashland, you'll be near ski lifts, within a 10-minute drive of Oregon Shakespeare Festival and Southern Oregon University. This hotel is 1.6 mi (2.7 km) from Schneider Museum of Art and 2 mi (3.2 km) from ScienceWorks Hands-On Museum. Pamper yourself with onsite body treatments and facials. You're sure to appreciate the recreational amenities, including outdoor tennis courts, an outdoor pool, and a hot tub. Additional amenities at this hotel include complimentary wireless internet access, ski storage, and tour/ticket assistance. Enjoy a meal at the restaurant or snacks in the coffee shop/cafe. The hotel also offers room service. Wrap up your day with a drink at the bar/lounge. Cooked-to-order breakfasts are available daily from 7:00 AM to 10:30 AM for a fee. Featured amenities include a business center, complimentary newspapers in the lobby, and dry cleaning/laundry services. Planning an event in Ashland? This hotel has 10904 square feet (1013 square meters) of space consisting of a conference center and meeting rooms. Free self parking is available onsite. Make yourself at home in one of the 173 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include desks and coffee/tea makers, and housekeeping is provided on request.

Nestled in the heart of downtown Ashland, The Bards Inn, BW Signature Collection is located just two blocks from the historic plaza. When you stay with us you will be within short walking distance of the Oregon Shakespeare Festival, Oregon Cabaret Theatre, beautiful Lithia Park, fine dining, art galleries, and boutique shopping.

With a stay at Prospero's Flagship Inn in Ashland, you'll be within a 5-minute drive of Oregon Shakespeare Festival and Southern Oregon University. This hotel is 16 mi (25.8 km) from Asante Rogue Regional Medical Center and 0.4 mi (0.7 km) from Schneider Museum of Art. Enjoy recreation amenities such as a seasonal outdoor pool or take in the view from a garden. Additional amenities at this hotel include complimentary wireless internet access, a picnic area, and barbecue grills. Enjoy a satisfying meal at La Casa Del Pueblo serving guests of Prospero's Flagship Inn. A complimentary on-the-go breakfast is served daily from 7:00 AM to 9:30 AM. Featured amenities include a 24-hour front desk, coffee/tea in a common area, and a vending machine. Free self parking is available onsite. Make yourself at home in one of the 61 air-conditioned rooms featuring refrigerators and microwaves. 40-inch flat-screen televisions with cable programming provide entertainment, while wireless internet access (surcharge) keeps you connected. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include desks and coffee/tea makers, as well as phones with free local calls.

Located in Ashland, Palm Cottages is just steps from Southern Oregon University and a 3-minute drive from Oregon Cabaret Theatre. This hotel is 1.1 mi (1.8 km) from Thomas Theatre and 1.1 mi (1.8 km) from Oregon Shakespeare Festival. Take advantage of recreation opportunities such as a seasonal outdoor pool or take in the view from a terrace and a garden. Additional features at this hotel include complimentary wireless internet access, concierge services, and a picnic area. Featured amenities include express check-out and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 16 air-conditioned rooms featuring iPads and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment.

A stay at Ashland Motel - Oregon places you in the heart of Ashland, steps from Southern Oregon University and a 3-minute drive from North Mountain Park. This motel is 1 mi (1.6 km) from Ashland Library and 1.1 mi (1.8 km) from Oregon Cabaret Theatre. Enjoy recreation amenities such as a seasonal outdoor pool or take in the view from a garden. Additional features at this motel include complimentary wireless internet access and a vending machine. Featured amenities include express check-out and a vending machine. Make yourself at home in one of the 26 air-conditioned rooms featuring refrigerators and flat-screen televisions. Your bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and complimentary toiletries.

Located in Ashland, Country Willows Inn and Estate is in a rural location, within a 5-minute drive of Weisinger Family Winery and Southern Oregon University. This bed & breakfast is 2.9 mi (4.7 km) from Oregon Shakespeare Festival and 16 mi (25.8 km) from Lithia & Driveway Fields. Pamper yourself with onsite massages or enjoy recreation amenities such as a seasonal outdoor pool. Additional amenities at this bed & breakfast include complimentary wireless internet access, concierge services, and wedding services. A complimentary full breakfast is served daily from 8:30 AM to 10:30 AM. Featured amenities include a 24-hour business center, refrigerator in a common area, and a water dispenser. This bed & breakfast has 2 meeting rooms available for events. Free self parking is available onsite. Make yourself at home in one of the 9 individually decorated guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include complimentary newspapers and blackout drapes/curtains, as well as phones with free local calls.

With a stay at Arden Forest Inn, you'll be centrally located in Ashland, a 2-minute drive from Oregon Shakespeare Festival and 14 minutes from Lithia & Driveway Fields. This bed & breakfast is 11.6 mi (18.7 km) from Asante Rogue Regional Medical Center and 0.5 mi (0.7 km) from Ashland Creek. Take advantage of recreation opportunities such as a seasonal outdoor pool or take in the view from a terrace and a garden. This Victorian bed & breakfast also features complimentary wireless internet access, concierge services, and a fireplace in the lobby. Grab a bite from the snack bar/deli serving guests of Arden Forest Inn. Featured amenities include luggage storage, a library, and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 5 air-conditioned rooms featuring flat-screen televisions. Your pillowtop bed comes with premium bedding. Complimentary wireless internet access is available to keep you connected. Bathrooms feature showers, designer toiletries, and hair dryers.