A stone bridge over a calm stream with autumn leaves.

4 Star Hotels in Ashland

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4 Star Hotels in Ashland

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Ashland on Hotels.com. These Ashland 4 Star Hotels consistently deliver on quality, location and traveler experience. Last updated on October 16, 2026.

A Victorian-style building with ornate architectural details, large windows, and a red door.

A room with a bay window, two upholstered chairs, a round ottoman, and a small wooden table.

A spacious living room with a large sofa, a dining area with a table and chairs, and a chandelier.

A room with a glass display case containing wine bottles and glasses, a white chair, and a large window with curtains.

1. McCall House Boutique Inn

Historic Downtown District

CNY1,157

CNY1,290 total

includes taxes & fees

Nov 2 - Nov 3

A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.

A garden with a pond, stone walls, and various plants.

A gazebo with a wooden roof and white curtains, surrounded by lush greenery and autumn-colored trees.

A sunlit room with large windows, a dining table, chairs, and a sofa.

2. Country Willows Inn and Estate

Ashland

A garden pathway with wisteria and red flowers, surrounded by lush greenery.

A bedroom with a bed, a nightstand, a lamp, a chair, a potted plant, and a door.

A cozy library with bookshelves, a fireplace, and comfortable seating.

A garden with a red pergola, a stone fountain, and purple flowers.

3. Arden Forest Inn

Ashland

A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

A spacious living room with a large TV, comfortable seating, and a chandelier.

A kitchen with white cabinets, a microwave, and a window with curtains.

A living room with a glass coffee table, a television, a chair, and a view of mountains through the window.

4. Barclay Klum House by WanderLodges

Ashland

CNY1,006

CNY1,981 total

includes taxes & fees

Nov 15 - Nov 16

A spacious living room with a wooden floor, a sofa, a dining table, and a kitchen area visible through an open doorway.

A compact kitchen with white cabinets, a dining table with chairs, a refrigerator, and a built-in oven.

A compact kitchen with white cabinets, a microwave, and a sink. There is a dining area with a wooden table and chairs, and a small seating area with a blue chair and a table.

A single-story house with a covered porch, a small garden with rocks and a tree, and a mailbox.

5. Hanna's House by WanderLodges

Historic Railroad District

CNY985

CNY1,614 total

includes taxes & fees

Oct 26 - Oct 27

A modern kitchen with wooden beams, a dining area with a rug, and a large island.

A modern kitchen with blue cabinets, stainless steel appliances, a built-in oven, and a microwave.

A wooden staircase leading to a kitchen with a central island and bar stools.

A two-story house with a blue exterior, a red roof, and a front porch.

6. The Mountain Ave House by WanderLodges

Ashland

CNY1,519

CNY2,664 total

includes taxes & fees

Oct 27 - Oct 28

A spacious indoor seating area with blue sofas and round tables, large windows with a view of the beach and umbrellas, and a flat-screen TV mounted on the wall.

A deck with outdoor seating, a bar area, and a fire feature.

A hotel lobby with a wooden reception desk, a large chandelier, and a compass-themed floor design.

A hotel room with two beds, a desk, a TV, and a window with a view of the mountains.

7. Compass by Margaritaville in Medford

Medford

CNY943

CNY1,141 total

includes taxes & fees

Oct 18 - Oct 19

A spacious kitchen with a central island, bar stools, and a fireplace.

A spacious dining area with a long wooden table and cushioned chairs, a bookshelf, and a fireplace.

A modern kitchen with a large island, white cabinetry, and a view of the city.

A cozy living room with a sofa, a woven hanging chair, a round pouf, and a large abstract painting.

8. Paschal Winery

Talent

CNY934

CNY2,835 total

includes taxes & fees

Oct 27 - Oct 28

A large, white, multi-story house with a stone foundation, multiple chimneys, and a well-maintained lawn.

A spacious living room with leather sofas, a fireplace, and wooden beams on the ceiling.

A white house with a black gate, outdoor seating, and a stone pathway.

A bar area with a polished wooden counter, a tap with a handle, and a glass rack above.

9. Hummingbird Estate Wine & Suites

Central Point

CNY1,122

CNY1,138 total

includes taxes & fees

Oct 25 - Oct 26

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Top neighborhoods in Ashland

A rusted metal bridge in a forested area.

A wooden railway bridge with graffiti, surrounded by greenery.

A wooden log cabin with two red-framed windows.

The exterior of Ashland Food Cooperative with a sign reading "Do You Have Your Bags Today?" and a dog and bike free zone sign.

Historic Railroad District

Ashland's Historic Railroad District captures Oregon's cultural heart with Victorian charm and artistic soul. Tree-lined streets connect 19th-century buildings where theater and history share the spotlight. The Shakespeare Festival brings brick walkways alive with theatrical buzz. Art galleries in former rail buildings showcase local talent amid cobblestone plazas adorned with bronze sculptures. Farm-to-table restaurants serve Pacific Northwest cuisine in converted Victorian spaces, perfect for dining with regional wines. Boutique inns and historic bed & breakfasts offer intimate stays with period furnishings and modern comforts. The pedestrian-friendly design makes exploring a joy, with attractions within an easy stroll through this walkable cultural haven.

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A town with buildings and trees in autumn colors, surrounded by mountains.

A grassy field with trees and a distant view of rolling hills.

Skidmore Academy Historic District

Step back in time as you stroll the tree-lined streets of Skidmore Academy Historic District, where Victorian architecture meets theatrical flair. Ornate 19th-century buildings, including the original Skidmore Academy, tell the story of Ashland's rich heritage. The district sits conveniently close to Oregon Shakespeare Festival venues, where world-class performances bring creative energy to this peaceful neighborhood. Intimate cafes and bistros cater to theater-goers with pre-show dining featuring seasonal Pacific Northwest ingredients. Charming bed-and-breakfasts in converted Victorian homes offer cozy accommodations with period furnishings. The walkable streets connect easily to downtown Ashland, making exploration a breeze without the need for public transportation.

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A paved pedestrian area with trees, a white building with a green awning, and a dog walking.

A building with a purple awning labeled "Caldera Tap House" and a sign with a beer mug illustration.

A historic building with a classical facade, a person standing on the steps, and a wheelchair-accessible sign.

A display window with a large red flower and a sign reading "Oregon Shakespeare Festival Welcome Center".

A building corner with ornate architectural details and arched windows overlooking a cityscape.

Historic Downtown District

Historic Downtown District brings Shakespeare to life in Ashland's charming center. The renowned Oregon Shakespeare Festival anchors the neighborhood with Tudor-style theaters surrounded by Victorian storefronts. Lithia Park offers a peaceful escape with bubbling mineral springs, while art galleries and boutiques fill historic buildings beneath colorful awnings. Farm-to-table restaurants showcase local Oregon wines, though reservations are essential during festival season. Accommodation options include Victorian bed & breakfasts and boutique inns within this highly walkable neighborhood. Most attractions sit within a three-block radius, making cars unnecessary for exploring this theatrical paradise.

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A tree-lined street with a mountain backdrop.

Siskiyou-Hargadine Historic District

Siskiyou-Hargadine Historic District offers a step back in time with pristine Victorian and Craftsman homes lining tree-canopied streets. Take a leisurely stroll through architectural history while enjoying the peaceful vibe just steps from Ashland's cultural buzz. The Oregon Shakespeare Festival and Oregon Cabaret Theatre are an easy walk away, making this neighborhood perfect for theater enthusiasts. Accommodations range from charming bed & breakfasts in restored Victorians to boutique inns with period furnishings. Downtown Ashland's diverse restaurants and artisan shops are just a 5-10 minute walk away. The neighborhood's uncrowded sidewalks and proximity to Lithia Park create an ideal base for exploring Ashland without a car.

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Top landmarks in Ashland

A statue of a person in a brown outfit with a hat and sunglasses, holding a pipe and a book, standing on a pedestal in a park with green bushes and trees.

Oregon Shakespeare Festival

9.2/10 (620 reviews)

If you want to see a show while you're in town, try and grab some tickets at Oregon Shakespeare Festival in Historic Downtown District. If you enjoy the show and want to see another, Allen Elizabethan Theatre, Oregon Cabaret Theatre, and Thomas Theatre are all a short walk away.

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A wood duck standing on rocks with moss and greenery in the background.

Lithia Park

9.6/10 (1,250 reviews)

Lithia Park is 0.5 mi (0.9 km) from central Ashland, why not stop by during your stay. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Want to stretch your legs some more? Head to North Mountain Park, located nearby.

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A snowy forest with tall evergreen trees covered in snow.

Mount Ashland Ski Area

8.6/10 (228 reviews)

Skiers and snowboarders might want to test out the slopes at Mount Ashland Ski Area, a skiing spot located 7.8 mi (12.5 km) from central Ashland.

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Emigrant Lake

8.4/10 (70 reviews)

Emigrant Lake is 6.3 mi (10.2 km) from central Ashland, why not stop by during your stay. It's also full of great shops and restaurants, so you can spend the afternoon having a wander.

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Oregon Cabaret Theatre

9.0/10 (144 reviews)

If you want to see a show while you're in town, try and grab some tickets at Oregon Cabaret Theatre in Historic Downtown District. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you enjoy the show and want to see another, Oregon Shakespeare Festival, Allen Elizabethan Theatre, and Thomas Theatre are all a short walk away.

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Howard Prairie Lake

8.4/10 (33 reviews)

Howard Prairie Lake is 16.1 mi (26 km) from central Ashland, why not stop by during your stay.

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Ashland Library

8.4/10 (126 reviews)

Ashland Library is worth a pic or two when discovering Siskiyou-Hargadine Historic District.

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North Mountain Park

8.4/10 (37 reviews)

North Mountain Park is 0.7 mi (1.2 km) from central Ashland, why not stop by during your stay. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Want to stretch your legs some more? Head to Lithia Park, located nearby.

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