The 8 Best Luxury Family Hotels in Ashland (2025)

Nestled in the picturesque landscapes of southern Oregon, Ashland is a charming blend of natural beauty and vibrant culture, renowned for its historic downtown and the acclaimed Oregon Shakespeare Festival. Strolling through its artsy streets, visitors encounter an eclectic mix of galleries, boutiques, and tantalizing eateries that reflect the region's farm-to-table ethos. Amidst this enchanting backdrop, Ashland's luxury hotel scene offers an exquisite retreat for discerning travelers seeking both comfort and sophistication. At the Winchester Inn, guests are treated to elegantly appointed rooms and fine dining experiences that showcase local ingredients. The McCall House Boutique Hotel captivates with its Victorian charm and intimate atmosphere, perfect for couples or families craving a unique stay. Meanwhile, Lithia Springs Resort delights with its rejuvenating mineral springs and serene gardens, providing a tranquil escape just moments from the bustling town center. Whether you're looking for Ashland luxury family-friendly hotels or a romantic getaway, our curated collection invites you to explore and start planning your unforgettable visit to this jewel of the Rogue Valley.

Top Luxury Hotels in Ashland

luxury hotels in Ashland

Winchester Inn

Hotel
35 South 2nd Street, Ashland, OR 97520, USA

Nestled in the heart of Ashland, the Winchester Inn invites you to indulge in a romantic escape where modern luxury meets timeless charm. With fragrant gardens inviting quiet reflection and elegant interiors that whisper sophistication, this boutique hotel offers a sanctuary for couples and seekers of serenity alike.

Culinary Delights - Savor gourmet breakfasts crafted from local ingredients, where the aroma of freshly baked buns fills the air as you dine al fresco amidst verdant surroundings, setting the perfect tone for your day ahead.

Romantic Hideaway - Each uniquely designed room features plush bedding and cozy seating nooks, promising intimate moments as you unwind with a glass of wine on your private balcony, soaking in stunning mountain views or the vibrant cityscape.

Outstanding Location - Just steps from the renowned Oregon Shakespeare Festival and charming local markets, the Winchester Inn places you at the center of cultural explorations, while the serene sound of rustling leaves creates a tranquil backdrop for your adventures.

Guest Experiences - Imagine waking up to the gentle scent of blooming flowers drifting through your window, complemented by the soft melodies of nature just outside. Guests often mention the delightful surprise of finding handcrafted notes from the attentive staff, making each stay feel uniquely special and personal.

luxury hotels in Ashland

McCall House Boutique Hotel

Hotel
153 Oak street, Ashland, OR 97520, USA

Nestled in the heart of Ashland, where Victorian charm meets modern luxury, McCall House Boutique Hotel invites you to indulge in a sanctuary of elegance and comfort. Just a leisurely stroll from the iconic Oregon Shakespeare Festival, this exquisite hotel offers a tranquil retreat adorned with lush gardens and an inviting sun terrace, perfect for unwinding after a day of cultural exploration or romantic adventure.

Historic Character - Step back in time as you explore the enchanting architecture of McCall House, built in 1883 by the town's former mayor. The intricate details and vintage decor create an ambiance steeped in history that whispers tales of yesteryears, all while ensuring modern comforts at your fingertips.

Culinary Delights - Awaken your palate each morning with an American breakfast exquisitely crafted with seasonal ingredients. Guests rave about the captivating flavors, from perfectly poached eggs paired with vibrant asparagus salad to artisanal biscuits that melt in your mouth—each meal is a delightful start to your day.

Unmatched Location - With an outstanding location just minutes from downtown Ashland and the lush greenery of Lithia Park, McCall House provides the ideal base for both adventurers and culture enthusiasts. The nearby local markets and elegant boutiques make for delightful afternoon strolls, allowing you to immerse yourself in the vibrant community.

Guest Experiences - Upon entering, you're greeted by the intoxicating scent of freshly brewed coffee wafting through the air, hinting at the culinary delight awaiting you. One guest fondly recalled how the staff chatted animatedly about the home's fascinating history, making the stay feel like visiting old friends—a warm invitation to experience Ashland like never before.

luxury hotels in Ashland

Lithia Springs Resort

Resort
2165 West Jackson Road, Ashland, OR 97520, USA

Nestled just beyond the charming streets of Ashland, Lithia Springs Resort offers a sanctuary of romance and tranquility. Surrounded by lush gardens and serene koi ponds, this elegant retreat invites you to unwind in luxurious spa-themed suites, each designed to envelop you in warmth and comfort, fostering intimate moments that linger in the heart.

Total Relaxation - Indulge in the natural mineral springs with soaking bathtubs nestled in every suite and bungalow, where the gentle sound of bubbling water floats through the air, providing a perfect backdrop for peaceful afternoons spent in self-care.

Romantic Break - With cozy fireplaces igniting the ambiance in your suite, evenings at Lithia Springs become an intimate escape, inviting couples to cuddle up under soft blankets as they share stories over the flickering flames, creating cherished memories together.

Spa Breaks - The resort's expansive outdoor space, complete with seasonal saltwater pool and soothing hot tub, invites guests to bask in the sun or stargaze while sipping on refreshing beverages, turning each moment into an oasis of calm and rejuvenation.

Guest Experiences - As the scent of freshly baked cookies wafted through the air during afternoon tea, guests found solace in the meticulously kept grounds, often pausing to admire the vibrant flowers or the joyful splash of koi fish, creating a sense of belonging in this slice of paradise.

luxury hotels in Ashland

Plaza Inn & Suites at Ashland Creek

Hotel
98 Central Avenue, Ashland, 97520, USA

Nestled in the heart of Ashland, the Plaza Inn & Suites at Ashland Creek is a sanctuary where modern elegance meets timeless romance. The soft murmur of Lithia Creek serenades your mornings while you indulge in gourmet breakfasts that awaken your senses, setting the perfect stage for a getaway steeped in culture and tranquility.

Romantic Retreat - With lush views of the creek from cozy balconies and sumptuous bedding, every room invites couples to unwind and reconnect amidst a backdrop of nature's beauty.

Culinary Delights - Start your day with an expansive hot breakfast, featuring everything from fluffy waffles to locally sourced fruits; it's more than a meal—it's a thoughtful experience that nourishes both body and spirit.

Local Exploration - Just steps away from vibrant shops and dining options, guests can easily immerse themselves in Ashland’s rich cultural tapestry while returning to the comfort of their chic and serene accommodations.

Guest Experiences - A lingering aroma of fresh coffee greets you each morning, and the sound of laughter and clinking dishes fills the air as guests gather over breakfast, sharing tales of nearby art exhibits and spontaneous outdoor adventures.

luxury hotels in Ashland

Best Western Horizon Inn

Hotel
1154 East Barnett Road, Medford, OR 97504, USA

Nestled in the serene landscape of Medford, Oregon, Best Western Horizon Inn is a romantic escape where modern comfort meets heartfelt hospitality. With sun-drenched terraces and the gentle sound of nature surrounding you, this boutique hotel invites couples and travelers alike to unwind and immerse themselves in the beauty of the Rogue Valley.

Romantic Break - Indulge in intimate moments by the outdoor swimming pool, where the warmth of the sun complements a refreshing dip. As the day comes to a close, enjoy quiet evenings on your private balcony, perfect for stargazing hand-in-hand with your loved one.

Total Relaxation - Start each morning with the enticing aroma of a hearty American breakfast, crafted to energize your adventures. The welcoming atmosphere and spacious rooms provide an oasis of tranquility, ideal for unwinding after a day of exploring local sights.

Outstanding Location - Conveniently located just minutes away from vibrant shopping districts and renowned dining spots, the hotel serves as a perfect base for cultural explorers. With nearby attractions like the Oregon Shakespeare Festival and the picturesque Lithia Park, every day holds the promise of new discoveries.

Guest Experiences - One guest fondly recalled the comforting cleanliness of their room, highlighting how the soft textures of the bedding cradled them into a blissful sleep. The staff's warm smiles and genuine willingness to assist made them feel right at home, even during challenging times.

luxury hotels in Ashland

Resort at Eagle Point Golf Club Lodging

Hotel
100 Eagle Point Drive, Medford, OR 97524, USA

Nestled amidst the lush landscapes of Medford, Oregon, the Resort at Eagle Point Golf Club Lodging invites you to embrace a serene escape where luxury meets nature. With its breathtaking mountain views and intimate ambiance, this is the perfect sanctuary for couples and adventurous souls alike, offering an idyllic backdrop for romantic getaways or tranquil retreats. Experience unparalleled comfort in meticulously designed accommodations that feel like your own private oasis.

Romantic Getaway - Indulge in a blissful retreat with elegantly appointed rooms featuring plush furnishings and modern amenities. Some offer private balconies where you can sip morning coffee while basking in the gentle sounds of nature surrounding the golf course.

Total Relaxation - Unwind in the peaceful garden, where fragrant blooms and chirping birds create a serene atmosphere, perfect for yoga sessions or lazy afternoons spent with a good book under the shade of towering trees.

Golf Haven - Step outside and find yourself on the verdant greens of the Eagle Point Golf Club, where you can enjoy a round while marveling at sweeping vistas and perhaps catch sight of local wildlife that adds to the beauty of the landscape.

Guest Experiences - Imagine waking up to the soft rustle of leaves and the distant sound of laughter from golfers enjoying their day. One guest noted the delightful surprise of seeing deer grazing just beyond their balcony, while another praised the immaculate cleanliness of the rooms that felt as fresh as morning dew.

luxury hotels in Ashland

Seven Feathers Casino Resort

Resort
146 Chief Miwaleta Lane, Canyonville, OR 97417, USA

Nestled amidst the verdant hills of Canyonville, Seven Feathers Casino Resort beckons with an enchanting blend of modern luxury and the thrill of gaming. Here, guests find a sanctuary that balances intimate romance with exhilarating entertainment, creating an idyllic escape where every detail invites indulgence and serenity.

Romantic Getaway - Embrace the allure of your surroundings with elegantly appointed rooms featuring plush bedding and tranquil vistas, perfect for couples seeking intimate moments in a luxurious setting.

Spa & Relaxation - Unwind at the soothing spa and health club, where the aroma of therapeutic oils envelops you and the gentle sound of water cascades invites deep relaxation amidst rejuvenating treatments.

Gastronomic Delights - Savor culinary excellence at five distinctive dining venues, from a sophisticated steakhouse to a lively café, where the fragrant sizzle of grilled delicacies mingles with laughter and the clinking of glasses.

Guest Experiences - As you sink into the plush embrace of the bed, the soft whisper of crisp linens surrounds you while you recall winning that fortunate hand at the casino. A quick room service order produces not just delectable bites but also the warm, welcoming smile of staff who seem genuinely invested in your stay.

luxury hotels in Ashland

McCloud Hotel

Hotel
408 Main Street, McCloud, 96057, USA

Nestled in the charming heart of McCloud, California, McCloud Hotel invites you to indulge in an upscale escape where elegance meets nature's grandeur. This romantic hideaway enchants with its lush gardens and cozy nooks, offering a serene backdrop for couples or solo travelers seeking rejuvenation amidst breathtaking mountain vistas.

Romantic Break - Savor intimate moments on the terrace as the sun sets behind the majestic peaks, casting a warm glow that complements your exquisite dining experience, perfectly curated for lovers of fine cuisine.

Total Relaxation - Unwind in thoughtfully designed rooms adorned with plush linens, each equipped with luxurious private baths, allowing you to envelop yourself in tranquility after a day of adventure.

Outstanding Location - Positioned just steps away from hiking trails and ski slopes, immerse yourself in the natural beauty that surrounds you, creating memories as you wander through scenic paths or glide down snow-covered hills.

Guest Experiences - With the aroma of freshly brewed coffee wafting through the air each morning, guests delight in a breakfast spread that feels more like a gourmet feast than a simple meal. Soft laughter from friendly staff echoes in the halls, making everyone feel right at home, while some have even noted the charming quirks of the historic building—a creaky floor here and there adds to the hotel’s character.

Best Luxury Hotels that guests love in Ashland

luxury hotels in Ashland
2165 West Jackson Road, Ashland, OR 97520, United States of America
9.0
640 reviews
From $199

Guest Review: Grounds/Gardens are breathtaking. Beds are extremely comfortable. Breakfast is delicious. Staff are happy and professional.

luxury hotels in Ashland
98 Central Avenue, Ashland, 97520, United States of America
8.5
503 reviews
From $195

Guest Review: Our room overlooking Lithia Creek is exceptional compared to similarly priced motor inns. It was quiet and well appointed. Clean and comfortable. Convenient to downtown shops and restaurants.

luxury hotels in Ashland
1154 East Barnett Road, Medford, OR 97504, United States of America
7.8
307 reviews
From $115

Guest Review: The rooms are clean and comfortable. Location is perfect being close to lots of shopping and great restaurants. Last year I had to spend a month there while a family member was being treated at the Rogue Valley Medical Center. I felt safe being there alone and the staff helped me know the area.

Other great option in Ashland

luxury hotels in Ashland
11470 Oregon 66, Ashland, 97520, US
9.4
103 reviews
From $121
luxury hotels in Ashland
11470 Oregon 66, Ashland, OR 97520, US
8.3
141 reviews
From $98

Guest Review: Loved the location and being nestled away in nature. Also amazing service! Scott the manager was wonderful and helped me with things I needed for my short stay. Wish it was for a longer time but unfortunately only as a stopover. Next time will be back for longer!

Ashland Luxury Hotels on the Map

Frequently Asked Questions

For a luxurious family stay in Ashland, consider Lithia Springs Resort, which offers spacious accommodations and kid-friendly amenities like a pool. Another excellent choice is Plaza Inn & Suites at Ashland Creek, known for its welcoming atmosphere and proximity to attractions like the Oregon Shakespeare Festival, making it perfect for families.

If you're looking for stunning views in Ashland, Winchester Inn features beautifully designed rooms with lovely scenery. For a more rustic experience, Resort at Eagle Point Golf Club Lodging provides breathtaking vistas of the golf course and mountains, ideal for nature lovers seeking relaxation.

Absolutely! McCall House Boutique Hotel is renowned for its gourmet breakfast options and charming dining atmosphere. Additionally, Winchester Inn often showcases local ingredients in its restaurant, appealing to food enthusiasts looking for a memorable culinary experience.

For a romantic getaway, consider McCall House Boutique Hotel, which offers cozy, intimate accommodations and beautiful gardens. Alternatively, Lithia Springs Resort features a serene spa and private hot tubs, providing the perfect setting for couples to unwind and reconnect.

Traveling on a budget? Best Western Horizon Inn offers comfortable stays without breaking the bank. Another good option is Plaza Inn & Suites at Ashland Creek, known for its affordability and convenient location near major attractions, making it easy to explore Ashland on a budget.

Certainly! McCall House Boutique Hotel is a beautifully restored historic property that offers a unique charm and rich history. Another option is Winchester Inn, which also boasts historical significance while providing modern comforts, making them both excellent choices for history buffs visiting Ashland.