This Ashland guesthouse, offering excellent guest ratings, provides a family-run experience with air conditioning, a saltwater pool, and parking; precise location within Ashland is unspecified, however. The self-catering unit features one bedroom, one bathroom, sleeps four, and includes amenities such as a refrigerator, microwave, and K-cup coffee maker.
10 17 reviews
Ashland, OR
08/08 – 10/08
A$306/nighttotal: A$612 (2 )
The Oblivion Room
1 4
B&B , Ashland
The Oblivion Room B&B, situated in Ashland, Oregon's historic Enders Building in the downtown area, offers convenient walking access to restaurants, theatres, art galleries, and Ashland's trail network. This guest house features a spacious 250 sq ft Premium Bunk Room sleeping four, with shared private bathrooms, original porcelain sinks, bathrobes, and slippers, plus free entry to occasional Friday/Saturday night live music events in the hotel lobby.
9.4 204 reviews
Ashland, OR
07/10 – 12/10
A$226/nighttotal: A$1130 (5 )
Peace And Joy Mini Farm
2 4
gîte , Ashland
This Ashland countryside self-catering property is located 5 minutes (approximately 8km) from Ashland's town centre, providing easy access to the Oregon Shakespeare Festival and within a short drive of Mount Ashland Ski Area. This pet-friendly holiday home offers two bedrooms, one bathroom, sleeping up to four guests, and features a mini-farm, BBQ area, on-site beauty salon, free parking, and excellent guest reviews.
8.9 13 reviews
Ashland, OR
19/07 – 14/08
A$306/nighttotal: A$7956 (26 )
Respite In Oregon | Swim. Cafe.
1 1
B&B , Ashland
Ashland Hills Hotel & Suites offers a convenient base near downtown Ashland, Oregon, approximately 14.5km from the Oregon Cabaret Theatre, 21km from Lithia Park, and 46.7km from Mount Ashland Ski Area. This pet-friendly guesthouse features a king-size bed, separate living area, on-site pool, fitness centre, and parking, accommodating up to two guests, with added benefits such as bike rentals and access to a spa and laundry facilities.
Ashland, OR
19/07 – 14/08
A$380/nighttotal: A$9880 (26 )
Ashland King Studio W/gym & Pool
1 1
B&B , Ashland
This guest house in Ashland is located near the Rogue Valley, a short drive from the town centre, offering convenient access to the Oregon Shakespeare Festival (approximately 1.5 kilometres away) and Southern Oregon University (approximately 500 metres away). The accommodation provides a private suite for two guests, featuring a king-size bed, air conditioning, Wi-Fi, a swimming pool, a hot tub, a fitness centre, and complimentary on-site parking, with a daily cooked breakfast available for an extra charge.
9.8 26 reviews
Ashland, OR
08/08 – 10/08
A$306/nighttotal: A$612 (2 )
Premium Bunk Room W/common Bath
1 4
B&B , Ashland
The El Tigre Room, a unique bunk room sleeping four adults, is situated in a 1910 building in Ashland, Oregon's downtown area, offering easy access to local attractions. This guesthouse features a shared private bathroom, antique furnishings, and sleep machines, alongside proximity to a bar and music lounge with live music (until 22:00) – note that access is via stairs only.
9.8 146 reviews
Ashland, OR
15/10 – 19/10
A$238/nighttotal: A$952 (4 )
Summer’s Night Cottage 8 Minute Walk To Downtown
1 1
B&B , Ashland
This Ashland cottage is conveniently located near the centre of Ashland, Oregon, within easy walking distance of Lithia Park and the Oregon Shakespeare Festival. The self-catering property sleeps two guests in one bedroom with a queen-size bed, plus a sofa bed, and offers amenities including Wi-Fi, air conditioning, parking, and a barbecue in its outdoor seating area.
9.9 220 reviews
Ashland, OR
15/10 – 19/10
A$193/nighttotal: A$772 (4 )
Wood Hamlet - Miro Room, Walk To Town
1 1
B&B , Ashland
This studio apartment is situated in a residential area just a short walk from Ashland's centre, with easy access to restaurants, shops, and the 29-hectare Lithia Park. The studio features a private entrance, a bathroom with a traditional bathtub and shower, and a peaceful garden with a pond, ideal for relaxing after exploring the local attractions.
9.2 669 reviews
Ashland, OR
18/09 – 20/09
A$554/nighttotal: A$1108 (2 )
Mccall House Boutique Inn
1 2
B&B , Ashland
This charming guesthouse is located in Ashland's Historic Downtown District, just a short walk from Lithia Park and Thomas Theatre, with the Oregon Shakespeare Festival and Oregon Cabaret Theatre a 10-minute walk away. The B&B has consistently received excellent ratings for its location, cleanliness, and overall experience. The guest house features a shared space with a coffee/tea station, a microwave, and a refrigerator, perfect for a quick bite or a relaxing break. Guests can enjoy a complimentary full breakfast each morning, along with free Wi-Fi, self-parking, and a manager's reception, making it a great base for exploring Ashland's attractions.
Ashland, OR
19/07 – 14/08
A$320/nighttotal: A$8320 (26 )
Ashland Retreat | Tennis. Pool.
1 1
B&B , Ashland
Ashland Hills Hotel & Suites offers a king-size bed guesthouse near downtown Ashland, Oregon, minutes from the Oregon Cabaret Theatre and Lithia Park. This pet-friendly hotel boasts a swimming pool, hot tub, fitness centre, and on-site restaurant, catering to couples with its one-bedroom, one-bathroom layout and capacity for two guests, plus access to various activities including bike rentals and live music.
Ashland, OR
15/10 – 19/10
A$503/nighttotal: A$2012 (4 )
Ashland's Premier Eco-b&b: Dog-friendly Queen Bed Room With Separate Entrance (Pertelote)
1 1
B&B , Ashland
This Guest House is situated in Ashland's Siskiyou-Hargadine Historic District, 360 meters from the Oregon Shakespeare Festival and offering views of the Cascade Mountains. With a floor area of 335 square meters, this establishment provides accommodation for two guests in one bedroom, featuring air conditioning, internet, a terrace, garden, pond, and dog-friendly facilities, with gourmet breakfasts and free parking available.
9.7 158 reviews
Ashland, OR
18/09 – 20/09
A$459/nighttotal: A$918 (2 )
Abigail's Bed And Breakfast Inn
1 2
B&B , Ashland
Abigail's Bed and Breakfast Inn is situated in Ashland, a short walk from the Oregon Shakespeare Festival and a mile from the Oregon Cabaret Theatre. The inn has been rated excellent for its location, cleanliness, and overall user experience. The accommodation offers air-conditioned rooms, some with fully equipped kitchens and private bathrooms. Guests can enjoy a garden, a picnic area, a swimming pool, and a terrace, along with a restaurant, a concierge service, and free parking.
Best Ashland, OR bed and breakfasts with breakfast included
9.8 37 reviews
Ashland, OR
15/10 – 19/10
A$432/nighttotal: A$1728 (4 )
Country Willows Inn And Estate
1 1
B&B , Ashland
Country Willows Inn is conveniently located in Ashland, Oregon, under 3.2 kilometres from Southern Oregon University and the Schneider Museum of Art, with easy access to Lithia Park (approximately 6 kilometres away) and various theatres within a 4.8 kilometre radius. This nine-room inn offers free full breakfast, an outdoor pool, a relaxing garden terrace, complimentary Wi-Fi, daily housekeeping, complimentary toiletries, and on-site free self-parking; concierge services and gift shops/newsstands are also available.
Best Ashland, OR bed and breakfasts with a garden
Ashland, OR
08/08 – 10/08
A$405/nighttotal: A$810 (2 )
Sunset Cottage At Grizzly Peak Winery
1 4
B&B , Ashland
Sunset Cottage at Grizzly Peak Winery offers a unique vineyard setting in Ashland, located approximately 5.1 to 5.6 kilometres from the Oregon Shakespeare Festival, Oregon Cabaret Theatre, Lithia Park, and Ashland Library. This one-bedroom guesthouse accommodates up to seven guests, featuring a private terrace, an outdoor dining area, a fully equipped kitchen, air conditioning, a balcony, complimentary private parking, and free WiFi.
9.9 214 reviews
Ashland, OR
15/10 – 19/10
A$169/nighttotal: A$676 (4 )
Wood Hamlet - Noble Forest Room Private By Downtn
1 1
B&B , Ashland
This Ashland guesthouse is situated 0.64 kilometres from the Oregon Shakespeare Festival and four blocks from Ashland's town centre, offering easy access to Lithia Park and numerous hiking and biking trails. The self-contained unit features a queen-sized bed, private bathroom, in-room coffee/tea making facilities, a mini-fridge, and access to a garden, patio, and swimming pond; it sleeps one guest.
Ashland, OR
08/08 – 10/08
A$405/nighttotal: A$810 (2 )
Ashland 2 Queen Studio W/gym, Pool
1 4
B&B , Ashland
This studio apartment is situated near the Rogue Valley, offering convenient access to downtown Ashland and attractions such as the Oregon Shakespeare Festival, located 7 minutes away by car, and Lithia Park, also a 7-minute drive. This pet-friendly accommodation, with a fee for non-service animals, features a private suite with two queen beds, a workstation, a full bathroom, and includes access to a 24-hour fitness centre, an outdoor swimming pool, a hot tub, and complimentary bicycle rentals.
Ashland, OR
15/10 – 19/10
A$472/nighttotal: A$1888 (4 )
Ashland's Premier Eco-b&b: Queen Bed Room With Garden Views (Maitre)
1 1
B&B , Ashland
The Chanticleer Inn, a bed and breakfast, is situated within Ashland's historic Siskiyou-Hargadine district, 365 metres from the Oregon Shakespeare Festival and Oregon Cabaret Theatre. This 1920s Craftsman property offers six en-suite rooms, accommodating up to two guests, and boasts extensive gardens with a pond, complemented by amenities such as free parking, wifi, and air conditioning.
Frequently asked questions about bed and breakfast in Ashland, OR
What weather can travelers expect when exploring nature in Ashland, OR?
Ashland has a Mediterranean climate, so expect warm, dry summers and mild, wet winters. The best time to visit for outdoor activities is during the spring and fall, when the weather is pleasant and the crowds are smaller.
What are the best bed and breakfasts in Ashland, OR?
What outdoor activities can visitors enjoy in and around Ashland, OR?
There's plenty to do outdoors in Ashland. You can hike in the Siskiyou Mountains, go fishing on the Rogue River, or go kayaking on the nearby lakes. In the winter, you can even go skiing at Mount Ashland Ski Area.
What are the best bed and breakfasts with a pool in Ashland, OR?
The Matriarch B&B is situated in downtown Ashland, just a short walk from the Oregon Shakespeare Festival and Oregon Cabaret Theatre. It has received excellent ratings for its location, cleanliness, and overall experience. The guest house has one bedroom and one bathroom, accommodating up to two guests. Amenities include air conditioning, a terrace, a garden, a spa, parking, and free Wi-Fi.
9.3 343 reviews
Ashland, OR
15/10 – 19/10
A$252/nighttotal: A$1008 (4 )
Arden Forest Inn
1 1
B&B , Ashland
Arden Forest Inn is situated in Ashland, close to Southern Oregon University and around 8 miles from Mt. Ashland Ski Area. This guesthouse consistently receives excellent ratings for its location, cleanliness, and overall experience. The inn features a range of amenities for a comfortable stay, including a swimming pool, a terrace, and a garden. Guests can also enjoy a restaurant, a bar, and a fitness centre, along with room service and free parking.
Best Ashland, OR bed and breakfasts with air conditioning
9.8 11 reviews
Ashland, OR
07/10 – 12/10
A$1677/nighttotal: A$8385 (5 )
Redtail Inn - 3 Suites | Sleeps Up To 12
1 4
B&B , Ashland
The Red Tail Inn is a charming farmhouse guesthouse located in downtown Ashland, just a short walk from the Oregon Shakespeare Festival theatres and the town's shops, restaurants, and coffeehouses. It's a convenient base for exploring the vibrant cultural scene of this historic town. The inn offers three separate suites, each with its own bathroom and kitchenette, accommodating up to 12 guests. Guests can enjoy luxurious amenities such as double walk-in rain showers, granite countertops, and a shared hot tub, perfect for relaxing after a day of exploring.
Ashland, OR
15/10 – 19/10
A$542/nighttotal: A$2168 (4 )
Ashland's Premier Eco-b&b: Queen Bed Suite With Mountain Views (Fleur)
1 1
B&B , Ashland
This guest house is situated in Ashland's Siskiyou-Hargadine Historic District, 365 metres from the Oregon Shakespeare Festival, offering views of the Cascade mountains and extensive gardens with a pond. The property provides six en-suite rooms, including a suite with a sleeper sofa, accommodating up to three guests, and features complimentary parking, Wi-Fi, and air conditioning, with a floor area of 335 square metres.
10 1 review
Ashland, OR
19/07 – 14/08
A$445/nighttotal: A$11570 (26 )
Ashland 2 Double Suite W/gym & Pool
1 1
B&B , Ashland
This bed and breakfast is located near the Rogue Valley, just a few minutes from Ashland town centre, offering convenient access to local attractions such as the Oregon Shakespeare Festival (a 13-minute walk) and Mount Ashland Ski Area (a 39-kilometre drive). This pet-friendly guest house provides a private one-bedroom suite for up to four guests, featuring air conditioning, a kitchenette with a full-size fridge and microwave, a swimming pool, a hot tub, and a 24-hour fitness centre, with cooked-to-order breakfast available for an additional charge.
Ashland, OR
19/07 – 14/08
A$462/nighttotal: A$12012 (26 )
Ashland 1 Br King Suite W/gym & Pool
1 1
B&B , Ashland
This guest house is located near the Rogue Valley, a short drive from Ashland town centre, placing it conveniently close to the Oregon Shakespeare Festival and Southern Oregon University. This private one-bedroom suite accommodates two guests and features a king-sized bed, a kitchenette with a full-size fridge and microwave, air conditioning, Wi-Fi, a swimming pool, hot tub, and a 24-hour fitness centre, with pets welcome for an additional fee.