Hotels in Southern Oregon

Room 103 - Ski Inn, Sisters

Carve your way into the fresh tracks of the brand-new Ski Inn. We are a 6 unit, contactless, boutique hotel located in the heart of downtown Sisters! Allow the Ski Inn to be your basepoint for all your Central Oregon adventures. This listing is for Room 103, featuring a king bed with mountain views, bathroom, mini fridge, seating area, and access to the shared, wrap-around patio with breathtaking views of the mountain peaks. Don't forget to traverse your way down to the Ski Inn Taphouse, conveniently located downstairs. True to the style of the charming town of Sisters, the Ski Inn boasts a rustic, backcountry vibe in the heart of downtown. The 6 units are all private and must be booked individually. All furniture and décor are brand-new. Please be aware we are fully contactless, this means we have no front desk and all information is sent via email. Room 103 is situated in the middle of the building with easy access to the mountain views. This is the only room that has mountain views while laying in bed! Lucky you! We encourage our guests to dine downstairs and ask about our options to take back to your room. Hotel guests receive a 10% discount at the Ski Inn Taphouse. Please be aware that we are located on Hwy 20/Cascade Ave. This road is very busy during the day and has the potential for noise. Contactless check-in, free parking, and easy access to downtown Sisters. Although the Ski Inn is a self-check-in property, with no hotel staff on-site, we value our guest experience and try to always be available if needed. Please understand that the staff downstairs deal only with the taphouse and may not have the answers you are looking for regarding the hotel rooms. This room is dog friendly! Please let us know if you are bringing your pup! $50 pet fee. Pets are not allowed on furniture or allowed to be left alone in the room. Chose the Add-On called 'Pet Fee' when booking.

Rocky Point Resort Hotel King Bed

Away from the hustle and bustle of the city noise; calm and relaxing by the water, great for a nature get away. Many guests stay here for a few nights and on their way to Crater Lake. Room equips with refrigerator, microwave, private bathroom, sitting area both inside the room and out on the deck. Guests enjoy fishing in Spring and Summer, birding in Fall, hunting as the weather gets colder and snow mobile in Winter. In Winter, ground maybe covered with snow. Pets are allowed with a $20 fee.

Lakeside Studio w/ Fishing, boat ramp, dock, kayak

Book the Marina Room @ The Florentine Waterfront Hotel — a charming studio less than 10 mins from Old Town Florence. You'll enjoy breathtaking sunrises and beautiful starry nights on the Oregon Coast! This newly renovated studio features 1 queen bed, sitting area with couch, a kitchenette, and curated accents w/ custom built furniture for a truly one of a kind experience! This historic property features a private boat launch & dock with some of the best kayaking, birdwatching, & fishing!

Motel Del Rogue Riverfront Queen #12

Built in 1935, situated on the banks of the Rogue River, the Motel Del Rogue offers a unique blend of vintage character and modern amenities. Choose from a romantic spa-tub suite and cozy studios to large family suites that sleep 6. With river access, beautiful views, gardens, abundant wildlife, enjoy a relaxing getaway, family reunion, or a home base for day trips to the Coast, Redwoods, Oregon Caves, or Crater Lake. Heartfelt hospitality and a safe, welcoming atmosphere. Pets stay free

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!

Premium Bunk Room W/Common Bath

Welcome to the El Tigre Room at The Columbia Hotel, a Bunk Room perfect for four adults seeking a unique and creative stay. This room captivates the strength, courage, and fearlessness of El Tigre and inspires all true visionaries to excellence. The comfy adult bunk beds and spacious room with seating area ensure a restful and relaxing stay, while unique wall murals and antique amenities ensure you experience a blend of comfort, history and adventure right in the heart of downtown.

Volcanic Wonders | Skiing . Free Breakfast

Residence Inn by Marriott Bend is an extended stay hotel providing spacious suites, centrally located near the Old Mill District and minutes from vibrant Downtown Bend, Oregon. Attractions are just nearby: ✔ Tumalo Falls wonder of nature ✔ Ski the northern side of Mount Bachelor, a stratovolcano rising atop a volcanic shield ✔ Scenic views at Smith Rock ✔ City tours on group bikes that feature on-board bars dispensing beer ✔ Nature’s beauty at Lava River Cave

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.

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.

The Artist’s Loft - walk to beach

This bright upstairs apartment (no elevator) offers a comfortable home base with a distant ocean view from the living room window. Inside, you'll find coastal artwork by local artist Spenser Reynolds, a full kitchen, separate bedroom and bath, and a spacious living area with cable, free Netflix, and high-speed fiber Wi-Fi. Just a block from Sporthaven Beach and close to local dining, fishing, and hiking spots.

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.

Motel Room 1 at the Patrick Creek Lodge

You won’t want to leave this charming, one-of-a-kind place. Nestled at the confluence of Patrick Creek and the Smith River. There are trails and nature to explore right out the front door. Just a short drive to explore the giant coastal redwoods. Comfortable king room with mini splits to keep you warm or cool. A microwave, mini fridge and coffee maker are conveniently in room.