
Hotels in Ashland
Find and book unique hotels on Airbnb
Top-rated hotels in Ashland
Guests agree: these hotels are highly rated for location, cleanliness and more.

Signature Inn Downtown Medford & Fresh Remodel
Welcome to Signature Inn by Sonesta Downtown Medford, a newly renovated stay offering modern comfort and unbeatable convenience. Enjoy clean, stylish rooms with cozy bedding, fast Wi-Fi, and a quiet atmosphere perfect for relaxing or working. Located in the heart of downtown, you’re just steps from local dining, shopping, and attractions, with easy access to everything Southern Oregon has to offer. Perfect for business, weekend getaways, or quick stays enjoy comfort in a prime location.

Motel Del Rogue Riverfront Kitchen Suite # 4
Your private suite has everything you need for a relaxing getaway or longer term stay. This ground floor suite features one queen bed, one twin pull out sofa, riverfront deck, private bath, luxury bedding, fully stocked kitchen, organic fair-trade coffee, plastic-free amenities, WiFi, cable tv, AC & heat. We are family and pet friendly with 2 acres of lawn, garden and river access. Feel free to watch the river, fish, barbecue or play badminton on the pesticide/herbicide-free grounds.

Jacksonville Inn | RM #7 | Queen Guest Room
Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the "most romantic" hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This queen guest room offers a smart TV, Nespresso coffee, private bathroom w/ shower, mini fridge and safe. Book today!

Rare Find! Amazing Unit! Close to Riverside Park!
Located in beautiful southern Oregon off Interstate 5, this property in Grants Pass boasts a desirable climate year-round and is close to the scenic Rogue River. Explore the outdoors at Oregon Caves National Monument and Crater Lake. Or enjoy a variety of local shopping destinations, museums and golf courses. Set off for a day of adventure with a whitewater rafting trip or nature hike. This charming Oregon destination has so much to offer for all types of travelers!

The Peerless Hotel | Junior Suite #5 | Jetted Tub
Junior Suite #5 is an inviting, French‑inspired hideaway on the second floor of the Peerless Hotel- perfect for a romantic escape. Soft drapes, cozy textures, and a spacious queen bed create a warm, intimate setting, filled with natural light. After a day exploring Ashland, unwind in the jetted tub spacious enough for two, or dim the lights and relax. Ideal for couples or solo travelers seeking a charming, indulgent stay just steps from OSF, dining, and downtown.

Ashland King studio w/Gym & pool
Welcome to your cozy suite in Ashland! Nestled near the scenic Rogue Valley, this charming stay offers comfort and a relaxing atmosphere just minutes from downtown. Enjoy these fantastic perks: • 🍳 Daily breakfast with a fee • 🏊♂️ Pool • 💪 Gym • 🧹 Housekeeping • 🥎 Tennis Whether you're here for the Oregon Shakespeare Festival, outdoor adventures, or a peaceful getaway, we have you covered. Come experience the beauty of Ashland! 🌄✨

Lodge Room 5 with Jacuzzi Tub at Green Springs Inn
Housed in the main lodge of the Green Springs Inn and Cabins, this second floor private room will make you feel right at home. Complete with a king-sized bed and in-room jacuzzi, you can relax and unwind in PNW style. Additional amenities include a mini-fridge, microwave, and coffee maker for simple meal prep. Step outside and find yourself suddenly immersed in the natural wonderland of Cascade Siskiyou National Monument.

Retro Motel Queen Bed Downtown Medford
Clean, stylish mid-century motel in downtown Medford, perfect for an easy and comfortable stay. This retro-inspired room is ideal for road trips, quick stopovers, or business travel. You’ll have a comfortable bed, fast WiFi, TV, fridge, microwave, K-cup coffee, AC and heating, free parking, and easy check-in. Budget-friendly, clean, and reliable. A simple, hassle-free place to relax, recharge, and get back on the road.

Queen Room W/Common Bath
Designed to offer our guests an artful, relaxing, sustainable retreat in downtown Ashland, our Queen Rooms are creatively designed repurposing original fixtures, upcycled furnishings and feature original wall art murals by local Ashland artists. This cozy size room of expertly appointed space and our Serta Serene™ Sky Plush King beds, offer a luxurious comfortable nights rest after a long day of outdoor adventure.

Ashland Abode | Swim. Ski Nearby.
Ashland Hills Hotel & Suites offers a serene retreat within picturesque Oregon greenery. Guests here can enjoy a relaxing outdoor pool and tennis courts. This hotel is located just minutes from downtown Ashland, providing easy access to attractions such as Oregon Cabaret Theatre, Mt. Ashland Ski Area, and Lithia Park. ✔ Outdoor pool ✔ Restaurant and cafe ✔ Fitness room ✔ Bike rentals ✔ Tennis court

Josie's Chambers
Josie's Chambers is located in the upper level of The Orth House Inn by Remotion Winery. This one bedroom suite has an ensuite clawfoot tub, a sitting area overlooking Main Street, flat screen smart TV and single serve coffee maker for your morning coffee. Relax and enjoy an evening or two in the historic Orth House downtown Jacksonville. Walking distance to The Britt Gardens and much more.

Ashland Motel, King Room
Ashland Motel invites you to experience a stress-free and enjoyable stay with our high-quality amenities. At our family-owned establishment, we provide air conditioning, refrigerator, microwave, k-cup coffee maker, hair dryer, and free wifi in every room. Dive into a relaxing swim in our pool with salt water, the perfect way to cool off after a long day of exploring.
Popular amenities for Ashland hotels
Family-friendly hotels

Lodge Room 4 with Jacuzzi Tub at Green Springs Inn

Pet-friendly Unit! Close to Performing Arts Center

Retro Motel Family Suite Downtown Medford

Motel Del Rogue kitchen, queen bed #15

Ashland 1 BR King Suite w/Gym & pool

Nature Getaway! Close to Oregon Caves and More!

Motel Del Rogue Riverfront 2 beds, kichenette #10

King Room with well-lit Covered Parking
Hotels with a pool

4 Comfortable Units! Enjoy Pool and Free Parking!

Ashland 2 Double Suite w/Gym & pool

Oregon Escape | Spa. Outdoor Pool. Free Breakfast.

Ashland Getaway | Wine. Pool. Free Breakfast.

Ashland 2 Queen studio w/Gym, pool

Wonderful Place To Stay! Near GP Shopping Center

Ashland Motel, Two Queen Room

Respite in Oregon | Swim. Cafe.
Hotels with a patio

The Peerless Hotel | Junior Suite #2 | Jetted Tub

Lodge Room 2 with Jacuzzi Tub at Green Springs Inn

Del Rogue River Studio Motel #6

#3 Motel Del Rogue Family Suite (sleeps six)

Motel Del Rogue Riverfront kitchen suite #7.

The Peerless Hotel| Signature Room 1| Artist Abode

Lodge Room 8 with Jacuzzi Tub at Green Springs Inn

Motel Del Rogue Riverfront Queen #12
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $189 SGD | $198 SGD | $220 SGD | $202 SGD | $203 SGD | $225 SGD | $234 SGD | $217 SGD | $222 SGD | $220 SGD | $198 SGD | $192 SGD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 16°C | 19°C | 24°C | 24°C | 20°C | 13°C | 7°C | 4°C |
Quick stats about hotels in Ashland

Total holiday rentals
Explore 30 holiday rentals in Ashland

Nightly prices starting at
Ashland holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 350 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Ashland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ashland rentals

4.7 Average rating
Ashland stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Northern California Holiday rentals
- Gold Country Holiday rentals
- Eastern Oregon Holiday rentals
- Portland Holiday rentals
- Willamette Valley Holiday rentals
- Willamette River Holiday rentals
- North Coast Holiday rentals
- Wine Country Holiday rentals
- South Lake Tahoe Holiday rentals
- Sacramento Holiday rentals
- Sacramento River Holiday rentals
- Napa Valley Holiday rentals
- Rentals with pools Ashland
- House rentals Ashland
- Cabin rentals Ashland
- Rentals with a hot tub Ashland
- Apartment rentals Ashland
- Boutique hotels Ashland
- Rentals with outdoor seating Ashland
- Pet-friendly rentals Ashland
- Private suite rentals Ashland
- Rentals with a washing machine and dryer Ashland
- Cottage rentals Ashland
- Rentals with an EV charger Ashland
- Rentals with breakfast Ashland
- Guest house rentals Ashland
- Rentals with a patio Ashland
- Rentals with a fireplace Ashland
- Family-friendly rentals Ashland
- Flat rentals Ashland
- Rentals with a firepit Ashland
- Hotel rooms Jackson County
- Hotel rooms Oregon
- Hotel rooms United States





