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Hotels in Ashland

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Top-rated hotels in Ashland

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Hotel room in Ashland
New place to stay

Ashland 2 Queen studio w/Gym & pool

Reach out to me directly to save more on your booking💰 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! 🌄✨

Superhost
Hotel room in Grants Pass
5 out of 5 average rating, 3 reviews

Motel Del Rogue Kitchen Suite #14

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

Hotel room in Medford
New place to stay

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.

Guest favorite
A cozy bed is adorned with decorative pillows and a textured blanket. Natural light enters through a window, illuminating the soft linens. Beside the bed, a sleek lamp complements the warm wooden paneling on the wall.
Hotel room in Jacksonville
4.91 out of 5 average rating, 11 reviews

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!

Superhost
Hotel room in Medford
4.85 out of 5 average rating, 98 reviews

Urban Base Camp - Queen Bed Stylish Stay

City Center Motel, your go-to for modern comfort and convenience. Family-owned with a personal touch, our rooms are designed to make your stay easy and relaxing. Enjoy amenities like air conditioning, a refrigerator, microwave, k-cup coffee maker, hair dryer, iron and board, and free Wi-Fi. Whether you’re here for work or leisure, our dedicated team is committed to providing excellent service and ensuring a memorable stay. Experience comfort and care, all in one place.

An outdoor pool is surrounded by a spacious deck featuring several lounge chairs. The water reflects the blue sky, while the pool's clean, tiled edges create a neat appearance. Buildings are present in the background, contributing to the property's inviting atmosphere.
Hotel room in Grants Pass
4.86 out of 5 average rating, 37 reviews

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!

Superhost
A room featuring a spacious bed covered in a deep red quilt, complemented by elegant floral-patterned wall decor. Natural light filters through a window adorned with light drapes. A vintage dresser and a mirror are present, enhancing the room's character.
Hotel room in Ashland
4.91 out of 5 average rating, 11 reviews

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.

Superhost
A spacious private room features a king-sized bed with a floral-patterned duvet and decorative pillows. Two bedside lamps provide soft lighting. A small table and a chair are positioned near a coffee maker, while a door leads to an outdoor seating area visible in the background.
Hotel room in Ashland
4.72 out of 5 average rating, 18 reviews

Lodge Room 3 with Jacuzzi Tub at Green Springs Inn

This private room boasts a king-sized bed adjacent to a luxurious in-room Jacuzzi tub. You will love the peace and quiet that sidesteps the miles of trails through Cascade Siskiyou National Monument. Complete with mini-fridge, microwave, and coffee maker, this ground floor unit in the main lodge is easy to access and very private. For those guests traveling in pairs, there is a pass-through door to Room 4 that can be unlocked if a shared space is desired.

A spacious lobby welcomes guests with modern, retro decor. Comfortable seating areas are arranged around a central coffee table on a soft area rug. Large windows allow natural light, highlighting the green plants and artistic elements throughout the space.
Hotel room in Ashland
4.73 out of 5 average rating, 30 reviews

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

Superhost
A spacious bed is dressed in soft linens with an assortment of pillows. A gentle green throw lies draped across the side. An antique wardrobe is visible, alongside a small table near a window adorned with light, sheer curtains.
Hotel room in Jacksonville
5 out of 5 average rating, 5 reviews

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.

A spacious room features a large bed with a blue throw blanket, complemented by a wooden bench at its foot. A round mirror above a desk adds functionality. An air conditioning unit is mounted in the corner, with natural light illuminating the bamboo floor.
Hotel room in Ashland
4.53 out of 5 average rating, 124 reviews

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.

Hotel room in Ashland

King Suite at Callahan's Mountain Lodge

Relax in our 2 room suites. Enter through a spacious living room furnished with a queen pullout couch, sitting chairs, dining table, and a fridge, freezer, microwave, coffeemaker, and dishes. Through the french doors is the bedroom with King bed, jacuzzi tub, a wood-burning fireplace and restroom. The suite has decks with rocking chairs.

When is the best time to visit Ashland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,634 GYDG$22,798 GYDG$30,746 GYDG$33,046 GYDG$33,256 GYDG$36,811 GYDG$38,275 GYDG$35,556 GYDG$36,393 GYDG$35,975 GYDG$32,419 GYDG$31,373 GYD
Avg. temp5°C7°C9°C12°C16°C19°C24°C24°C20°C13°C7°C4°C

Quick stats about hotels in Ashland

  • Total vacation rentals

    Explore 30 vacation rentals in Ashland

  • Nightly prices starting at

    Ashland vacation rentals start at G$16,732 GYD per night before taxes and fees

  • Verified guest reviews

    Over 350 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Ashland vacation rentals include wi-fi 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

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