We have created a list with cool, unusual and unique hotels in Ashland, USA. We have also included accommodation in holiday homes, guest houses, apartments, historic buildings, boutique hotels and romantic hotels. Hope you enjoy it. We think it might be the best of its kind around. Tip: Set your dates to see room prices!
A list by Ella Hofer & Maryna Kravets. Updated February 2024.
Bed and Breakfast.Delightful property. Great value. Popular among couples. Abigail's Bed and Breakfast Inn in Ashland provides adults-only accommodation with a garden and a shared lounge. Providing free private parking, the 5-star bed and breakfast is 1.1 km from Oregon Shakespeare Festival. The bed and breakfast has a business centre, as well as a fax machine and photocopier that guests can use. All units feature air conditioning and a cable flat-screen TV. The units are equipped with a coffee machine, a private bathroom and free WiFi, while certain rooms here will provide you with a balcony and some have mountain views. At the bed and breakfast, all units come with bed linen and towels. There is a snack bar, and packed lunches are also available. Skiing, cycling and hiking are possible within the area, and the bed and breakfast offers ski storage space. Oregon Cabaret Theatre is 1.3 km from Abigail's Bed and Breakfast Inn, while Ashland Library is 1.5 km away. The nearest airport is Rogue Valley International-Medford Airport, 37 km from the accommodation.Show full description
Abigail's Bed and Breakfast Inn is a charming property that provides excellent value. The owners have created a warm and inviting atmosphere, with lovely grounds and comfortable rooms.
Bed and Breakfast.Creative. Great value. Popular among couples. Offering an outdoor pool and barbecue, Arden Forest Inn is located in Ashland. Free private parking is available on site. Some units feature a seating area where you can relax. Each room comes with a private bathroom. For your comfort, you will find free toiletries and a hairdryer. Arden Forest Inn features free WiFi throughout the property. There is a 24-hour front desk at the property. You can engage in various activities, such as skiing and golfing. Southern Oregon University Nat is 3.6 km from Arden Forest Inn, while Mt. Ashland Ski Area is 13 km from the property. The nearest airport is Rogue Valley Airport, 23 km from Arden Forest Inn.Show full description
Arden Forest Inn is a charming and rustic bed and breakfast. It has a cozy 1890s vibe and woodsy rooms for a peaceful stay. The inn has a heated pool and beautiful gardens to explore.
Boutique hotel.Very cosy. Great location.Opened November 2021. Located in Ashland, 1.1 km from Oregon Shakespeare Festival, Bayberry Inn B&B and Oregon Wellness Retreat provides accommodation with free bikes, free private parking, a garden and a shared lounge. Among the facilities at this property are a shared kitchen and room service, along with free WiFi throughout the property. The accommodation offers a 24-hour front desk, a concierge service and organising tours for guests. Guest rooms are equipped with air conditioning, a fridge, a microwave, a coffee machine, a shower, free toiletries and a wardrobe. Each room comes with a private bathroom with a hairdryer, while certain rooms include a terrace and others also offer mountain views. At the hotel all rooms are equipped with bed linen and towels. A Full English/Irish, American or vegetarian breakfast is available daily at the property. At Bayberry Inn B&B and Oregon Wellness Retreat you will find a restaurant serving American and Mexican cuisine. Vegetarian, dairy-free and gluten-free options can also be requested. Guests at the accommodation will be able to enjoy activities in and around Ashland, like hiking and cycling. Oregon Cabaret Theatre is 1.3 km from Bayberry Inn B&B and Oregon Wellness Retreat, while Ashland Library is 1.5 km away. The nearest airport is Rogue Valley International-Medford Airport, 37 km from the hotel.Show full description
The house has beautiful decor and a peaceful backyard. The hosts are welcoming and the B&B is within walking distance to restaurants, shops, and Lithia Park. It provides a wonderful experience.
Boutique hotel.Highly elegant. Great bar. Popular among couples. Winchester Inn is set in Ashland, only 300 metres from Oregon Shakespeare Festival. Guests can enjoy the on-site bar and restaurant, featuring an outdoor patio. Free parking is also included. Each room at this hotel is air conditioned and features a flat-screen TV. Bedding includes 600 thread count sheets, along with a down feather bed, pillows, and comforter. Certain rooms have a seating area for your convenience. A balcony or patio are featured in certain rooms. Every room includes a private bathroom, complete with Egyptian cotton towels. For your comfort, you will find bathrobes and free imported toiletries. Guests will be provided a 2-course gourmet breakfast each at no additional cost. A coffee bar is also available to guests at the Winchester Inn. You will find concierge service at the property. The hotel is located 2.5 km from Southern Oregon University. Rogue Valley Airport is 24 km away.Show full description
This inn stands out with its elegant atmosphere and a great bar. It has comfortable beds, modern showers, and many little extras. The inn is conveniently located in the downtown area, close to restaurants, shops, and a park.
Guest House.Charming. Superb interior design. Popular among women. Offering a garden and mountain view, Applinger Farm is located in Ashland, 7.1 km from Oregon Shakespeare Festival and 7.3 km from Oregon Cabaret Theatre. This property offers access to a terrace, free private parking and free WiFi. The guest house has an outdoor fireplace and a hot tub. This air-conditioned guest house comes with a fully equipped kitchenette, a seating area, a dining area and a satellite flat-screen TV. Towels and bed linen are provided in the guest house. The property has an outdoor dining area. The guest house has a picnic area where you can spend a day out in the open. Ashland Library is 7.5 km from the guest house, while Lithia Park is 8.1 km away. The nearest airport is Rogue Valley International-Medford Airport, 31 km from Applinger Farm.Show full description
Based on my research this is the coolest, most well designed and stylish guest house in Ashland. It also has outstanding views! Soooo nice!
Boutique hotel. Situated in Ashland, 200 metres from Oregon Shakespeare Festival, McCall House Boutique Hotel features accommodation with a garden, free private parking and a shared lounge. This 5-star hotel offers room service, a concierge service and free WiFi. The property is allergy-free and is set 400 metres from Oregon Cabaret Theatre. All units in the hotel are equipped with a kettle and an iPod docking station. Complete with a private bathroom fitted with a shower and free toiletries, all rooms at McCall House Boutique Hotel have a flat-screen TV and air conditioning, and some rooms are fitted with a seating area. At the accommodation the rooms include bed linen and towels. An American, vegetarian or vegan breakfast can be enjoyed at the property. McCall House Boutique Hotel offers a sun terrace. Ashland Library is 600 metres from the hotel, while Lithia Park is 1.3 km from the property. The nearest airport is Rogue Valley International-Medford Airport, 37 km from McCall House Boutique Hotel.Show full description
Resort.Beautiful. Gorgeous surroundings. Popular among women. Just 2.5 miles from the Ashland city centre and the Oregon Shakespeare Festival, this resort features suites and bungalows with natural mineral spring water soaking tubs. Free Wi-Fi is provided. A fireplace is featured in each modern, spa-themed suite and bungalow at Lithia Springs Resort. A flat-screen cable TV is offered. Premium linens and subtle-coloured décor are included. A hot full breakfast is served daily. The expansive gardens feature koi ponds, a seasonal outdoor saltwater pool, and a hot tub. An afternoon tea and cookie reception is provided. Free parking is included at the Resort at Lithia Springs. Mt. Ashland Ski Resort is 39 km away. Rogue Valley International - Medford Airport is 20 minutes’ drive away from Lithia Springs Resort.Show full description
Holiday Home. Pioneer Vacation Rentals - Pioneer South downtown Ashland is located in Ashland, 600 metres from Ashland Library, 1.3 km from Lithia Park, and 2.1 km from Southern Oregon University. The air-conditioned accommodation is 300 metres from Oregon Shakespeare Festival, and guests can benefit from complimentary WiFi and private parking available on site. Schneider Museum of Art is 2.5 km from the holiday home, while ScienceWorks Museum is 2.5 km from the property. The property is non-smoking and is situated 400 metres from Oregon Cabaret Theatre. The spacious holiday home features 3 bedrooms, a flat-screen TV and a fully equipped kitchenette that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance. The nearest airport is Rogue Valley International-Medford Airport, 38 km from Pioneer Vacation Rentals - Pioneer South downtown Ashland.Show full description
Apartment.Newly opened, November 2023. Featuring air-conditioned accommodation with a patio, Ashland Luxe- Pet Friendly-Walkable is set in Ashland. This property is located a short distance from attractions such as ScienceWorks Museum, Schneider Museum of Art, and Lithia Park. With free WiFi, this apartment offers a TV, a washing machine and a fully equipped kitchen with a microwave and fridge. Towels and bed linen are featured in the apartment. The property is non-smoking and is situated 200 metres from Ashland Library. For added privacy, the accommodation features a private entrance. Popular points of interest near the apartment include Oregon Cabaret Theatre, Oregon Shakespeare Festival and Southern Oregon University. The nearest airport is Rogue Valley International-Medford Airport, 38 km from Ashland Luxe- Pet Friendly-Walkable.Show full description
Holiday Home. Set in Ashland, 200 metres from Ashland Library and 600 metres from Oregon Cabaret Theatre, Swank House on Main St in Ashland offers air conditioning. Both free WiFi and parking on-site are available at the holiday home free of charge. Popular points of interest near Swank House on Main St in Ashland include Southern Oregon University, ScienceWorks Museum and Schneider Museum of Art. The property is non-smoking and is located 800 metres from Oregon Shakespeare Festival. The holiday home is composed of 2 bedrooms, a fully equipped kitchen, and 2 bathrooms. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation features a private entrance. The nearest airport is Rogue Valley International-Medford Airport, 38 km from the accommodation.Show full description
Holiday Home. Offering quiet street views, Bluemoon Vacation Rentals - Bluemoon Cottage is an accommodation situated in Ashland, less than 1 km from Oregon Shakespeare Festival and a 12-minute walk from Oregon Cabaret Theatre. Guests can benefit from a patio and a picnic area. There is a sun terrace and guests can make use of free WiFi and free private parking. This air-conditioned holiday home has 1 bedroom, a flat-screen TV, a dining area, a fully equipped kitchen with an oven, and a living room. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and chocolates or cookies. The property has an outdoor dining area. Ashland Library is 1.3 km from the holiday home, while Lithia Park is 1.8 km from the property. The nearest airport is Rogue Valley International-Medford Airport, 37 km from Bluemoon Vacation Rentals - Bluemoon Cottage.Show full description
Holiday Home.Popular among couples. Second Street Cottages is a historic home offering accommodation in Ashland. Free WiFi is offered throughout the property and free private parking is available on site. Unique shops, restaurants, wineries are nearby. All units have a flat-screen TV, refrigerator, and a gourmet coffee machine and DVD player. There is a private bathroom with free toiletries, a bathrobe, and a hair dryer in each unit. Second Street Cottages is within walking distance to the biggest event in Ashland, The Shakespeare Festival Theater. The nearest airport is Rogue Valley Airport, 24 km from Second Street Cottages.Show full description
Boutique hotel.Historic property. Great location. Located less than 5 minutes’ walk to the site of Oregon Shakespeare Festival, this luxury Ashland, Oregon hotel offers a spa and farm to table fine dining. Styled cream plush linens, each room includes free Wi-Fi, a flat-screen cable TV and an en suite bathroom at Ashland Springs Hotel. The oversized windows provide ample sunlight. After a free and freshly baked continental breakfast at Ashland Springs, guests’ can enjoy spa or salon treatment at Waterstone Spa & Salon. Select services include massages, hair treatments, facials, manicures and pedicures. Larks Restaurant showcase ingredients from farms, orchards, wineries and creameries in a fine dining experience. Inspired by the Oregon Chocolate Festival, chocolate deserts and packages are also offered. Southern Oregon Wine Trails are within 20 miles of Ashland Springs Hotel. Rafting adventures at Noah's River Adventures are 5 minutes’ walk away. Crater Lake National Park is 90 miles away.Show full description
This might be the most historic boutique hotel in Ashland. It also has a great location!
Holiday Home. Situated in Ashland, 700 metres from Southern Oregon University and less than 1 km from Schneider Museum of Art, Hot Tub & Seasonal Pool -Sleeps 10- 4 min to OSF offers air conditioning. This holiday home has a private pool, a garden and free private parking. The property is non-smoking and is set 1.3 km from Ashland Library. With free WiFi, this 3-bedroom holiday home features a flat-screen TV, a washing machine and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are available in the holiday home. The accommodation offers a fireplace. Oregon Cabaret Theatre is 1.6 km from the holiday home, while Oregon Shakespeare Festival is 1.8 km from the property. The nearest airport is Rogue Valley International-Medford Airport, 39 km from Hot Tub & Seasonal Pool -Sleeps 10- 4 min to OSF.Show full description
Guest House. Offering inner courtyard views, The Matriarch- Downtown Ashland, OR is an accommodation set in Ashland, 400 metres from Oregon Shakespeare Festival and 300 metres from Oregon Cabaret Theatre. There is a private entrance at the guest house for the convenience of those who stay. The guest house offers rooms with air conditioning, free private parking and free WiFi. All units include a seating area, a flat-screen TV with streaming services, a fully equipped kitchenette and a private bathroom, while some units feature a terrace or a balcony. A microwave and fridge are also featured, as well as a coffee machine and a kettle. At the guest house, each unit comes with bed linen and towels. Ashland Library is 500 metres from the guest house, while Lithia Park is 1.5 km away. The nearest airport is Rogue Valley International-Medford Airport, 39 km from The Matriarch- Downtown Ashland, OR.Show full description
Holiday Home. The Mountain House by WanderLodges is situated in Ashland, 1 km from Ashland Library, 1.4 km from Oregon Cabaret Theatre, as well as 1.6 km from Oregon Shakespeare Festival. The air-conditioned accommodation is 1.2 km from ScienceWorks Museum, and guests can benefit from complimentary WiFi and private parking available on site. Schneider Museum of Art is 1.5 km from The Mountain House by WanderLodges, while Lithia Park is 2.9 km away. The property is non-smoking and is located 1.2 km from Southern Oregon University. The spacious holiday home features 3 bedrooms, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a shower. Towels and bed linen are featured in the holiday home. At the holiday home, there is a dressing room for guests to change in. The nearest airport is Rogue Valley International-Medford Airport, 40 km from the accommodation.Show full description
Holiday Home. Expansive Views at The Crest House by Swank House is set in Ashland, 3.4 km from Southern Oregon University, 3.8 km from ScienceWorks Museum, as well as 4.7 km from Ashland Library. The air-conditioned accommodation is 1.6 km from Oak Knoll Golf Course, and guests can benefit from complimentary WiFi and private parking available on site. The property is non-smoking and is situated 3.1 km from Schneider Museum of Art. The spacious holiday home has 3 bedrooms, 1 bathroom, bed linen, towels, a flat-screen TV, a dining area, a fully equipped kitchen, and a terrace with mountain views. This holiday home also comes with a patio that doubles up as an outdoor dining area. Additional in-room amenities include chocolates or cookies. Oregon Cabaret Theatre is 5 km from the holiday home, while Oregon Shakespeare Festival is 5.1 km from the property. The nearest airport is Rogue Valley International-Medford Airport, 42 km from Expansive Views at The Crest House by Swank House.Show full description
Opened May 2023. Featuring a shared lounge, terrace and views of city, The Peerless Hotel is located in Ashland, 500 metres from Ashland Library. Featuring a garden, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The property is non-smoking and is set 700 metres from Oregon Cabaret Theatre. At the hotel, all rooms are fitted with a wardrobe. Each room comes with a coffee machine, while certain rooms include a balcony and others also offer mountain views. At The Peerless Hotel every room is fitted with bed linen and towels. Popular points of interest near the accommodation include Oregon Shakespeare Festival, ScienceWorks Museum and Southern Oregon University. The nearest airport is Rogue Valley International-Medford Airport, 39 km from The Peerless Hotel.Show full description
Holiday Home. Featuring a hot tub, Peaceful Wooded Sanctuary with Private Hot Tub is situated in Ashland. The property is around 50 km from Schneider Museum of Art, 50 km from ScienceWorks Museum and 50 km from Southern Oregon University. The property is non-smoking and is located 46 km from Oak Knoll Golf Course. With free WiFi, this 4-bedroom holiday home provides a TV, a washing machine and a fully equipped kitchen with kitchenware. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area. The nearest airport is Klamath Falls Airport, 53 km from the holiday home.Show full description
Holiday Home.Newly opened, October 2023. Redtail Inn - 3 Suites Sleeps Up To 12, a property with a terrace, is located in Ashland, 100 metres from Ashland Library, 500 metres from Oregon Cabaret Theatre, as well as 700 metres from Oregon Shakespeare Festival. This holiday home is 1.7 km from Lithia Park and 5.4 km from Oak Knoll Golf Course. Popular points of interest near the holiday home include Southern Oregon University, ScienceWorks Museum and Schneider Museum of Art. The holiday home provides rooms with air conditioning, free private parking and free WiFi. At the holiday home, each unit includes a wardrobe and a TV. There is also a fully equipped kitchen equipped with a microwave, toaster and fridge. At the holiday home, each unit is equipped with bed linen and towels. The nearest airport is Rogue Valley International-Medford Airport, 38 km from Redtail Inn - 3 Suites Sleeps Up To 12.Show full description
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