3 Star Hotels in Ashland

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3 Star Hotels in Ashland

A resort with a covered walkway, potted plants, and a statue.

A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.

A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.

A well-maintained garden with a paved walkway, surrounded by lush greenery and trees.

1. Lithia Springs Resort

Ashland

$94

$115 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor patio area with tables and chairs, string lights, and potted plants.

A building with a snow-covered entrance and a tree in the foreground.

A spacious lobby with a high ceiling, ornate chandelier, and multiple seating areas.

A spacious lobby with a grand chandelier, a fireplace, and a large window offering a view of the outdoors.

2. Ashland Springs Hotel

Historic Downtown District

$94

$120 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.

A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.

A spacious living room with a high ceiling, large windows, and a mix of seating arrangements including a sofa and chairs.

3. Ashland Hills Hotel & Suites

Ashland

$112

$135 total

includes taxes & fees

Nov 2 - Nov 3

An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

A hotel room with a bed, a sofa, a table with a bottle, glasses, and a fruit basket.

A traditional living room with a fireplace, patterned furniture, and large windows with curtains.

A room with a large puzzle on a table, a lamp, a chair, a plant, and a window with a view of a building.

4. Plaza Inn & Suites at Ashland Creek

Ashland

$121

$134 total

includes taxes & fees

Nov 1 - Nov 2

A wooden balcony with a view of a forested area.

A cozy room with a wooden bathtub, two armchairs, a TV, and a stone fireplace.

A hotel room with a large bed, a separate bathroom with a bathtub, a window with curtains, and a view of the outdoors.

5. Callahan's Mountain Lodge

Ashland

$134

$151 total

includes taxes & fees

Oct 12 - Oct 13

A large, two-story house with a wrap-around porch and a steeply pitched roof.

A bar with multiple shelves of bottles, tables, and chairs arranged for patrons.

A kitchen with a built-in island, pendant lighting, and a view into the dining area.

A living room with a fireplace, two armchairs, a sofa, and a TV mounted on the wall.

6. Winchester Inn

Historic Downtown District

$151

$185 total

includes taxes & fees

Oct 26 - Oct 27

A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

A spacious dining area with a wooden table and chairs, large windows with a view of the outdoors, and a chandelier.

A porch with three wooden chairs with floral upholstery, a wooden bench, and a view of a house in the background.

A grand staircase with wooden balusters and a carpeted landing.

7. Abigail’s Bed & Breakfast Inn

Skidmore Academy Historic District

$260

$290 total

includes taxes & fees

Oct 27 - Oct 28

A deck with a fire pit, outdoor seating, and a view of the countryside.

A modern bedroom with a large bed, bedside tables, and a view of the outdoors.

A modern kitchen with a central island, large windows, and a dining area with a view.

A spacious living room with a large sofa, a coffee table, and a view of the outdoors.

8. Grandview of Ashland

Ashland

$217

$423 total

includes taxes & fees

Oct 14 - Oct 15

A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

A living room with a sofa, armchair, wooden bookshelves, a fireplace, and a patterned rug.

A two-story house with a porch, a fenced yard, and a clear sky.

A bedroom with a bed, dresser, television, and a window with curtains.

9. Savage Upon Siskiyou

Siskiyou-Hargadine Historic District

$263

$459 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor patio area with a grill, wicker furniture, and a large umbrella.

A modern hotel reception area with a marble counter, two monitors, and a minibar.

A modern hotel room with a sofa, a small table, a TV, and a bed.

A modern dining area with a round table, blue chairs, and a fireplace.

10. Homewood Suites Medford

Medford

$100

$113 total

includes taxes & fees

Oct 31 - Nov 1

A Courtyard hotel with a covered entrance, a van, and a parking lot.

A bar area with a curved counter, stools, hanging pendant lights, a menu board, and a television screen.

An outdoor patio area with tables and chairs, a pergola with lights, and a view of the cityscape in the background.

A modern living room with a sectional sofa, a coffee table, and a fireplace.

11. Courtyard by Marriott Medford Airport

Medford

$110

$124 total

includes taxes & fees

Oct 31 - Nov 1

A spa area with a hot tub, seating, and large windows offering views of buildings and a distant landscape.

A hotel room with a desk, chair, television, and a sofa.

A spacious hotel dining area with multiple tables and chairs, large windows, and a modern interior design.

A hotel patio with outdoor seating and a gazebo.

12. Hilton Garden Inn Medford, OR

Medford

$93

$104 total

includes taxes & fees

Nov 1 - Nov 2

A signpost with the word "Canowinga" indicating a location.

A house with a stone exterior, a red door, and a porch with two wooden chairs.

A living room with a leather sofa, a dining table, and a kitchen in the background.

A hotel room with a bed, a sofa, a television, and a fireplace.

13. Forest Cabin by Crater Lake & Klamath Falls

Klamath Falls

$119

$224 total

includes taxes & fees

Oct 14 - Oct 15

A large, multi-story house with a prominent stone facade, a wooden deck, and a well-maintained lawn.

A patio area with outdoor seating and umbrellas, surrounded by a stone wall and various plants.

A bar area with wooden cabinets, a bar counter, and multiple stools.

A modern house with a stone facade, wooden paneling, and a well-maintained lawn.

14. Resort at Eagle Point

Eagle Point

$146

$156 total

includes taxes & fees

Oct 18 - Oct 19

An outdoor seating area with wicker furniture, a stone wall, and a fire feature.

A modern lounge area with a stone wall, a flat-screen TV, a fireplace, and comfortable seating.

A Fairfield Inn & Suites hotel with a modern design, featuring a prominent entrance and a stone pillar.

A modern gym with mirrored walls, weightlifting equipment, and a wooden reception desk.

15. Fairfield Inn & Suites by Marriott Medford

Medford

$129

$145 total

includes taxes & fees

Oct 19 - Oct 20

A modern hotel lobby with a reception desk, seating area, and a fireplace.

A hotel reception area with a reception desk, a flat-screen TV mounted on the wall, and a seating area with chairs.

A hotel room with two beds, a bedside table with a lamp, and a large window with curtains.

A modern hotel with a prominent American flag, a covered entrance, and a sign reading "Springhill Suites by Wyndham."

16. SpringHill Suites by Marriott Medford

Medford

$116

$131 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel lobby with multiple seating areas, including round tables and chairs, and a bar area with stools.

A hotel room with two beds, a large window with sheer curtains, a mirror, and a view of another room.

A reception area with a wooden reception desk, a modern chair, and a large window with blinds.

A modern hotel with a two-story structure, a covered entrance, and a parking lot.

17. Springhill Suites By Marriott Medford Airport

Medford

$118

$133 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor patio with a grill, tables, and an umbrella.

A hotel with a sign reading "Towneplace Suites by Marriott" featuring a flagpole with an American flag, a parking lot, and a clear sky.

A hotel lobby with a reception desk, seating area, vending machines, and a refrigerator stocked with beverages.

A modern hotel room with a grey sofa, a round wooden table, a floor lamp, and artwork on the wall.

18. TownePlace Suites by Marriott Medford

Medford

$116

$131 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with two beds, a desk with a flat-screen TV, a lamp, and a window with curtains.

A compact kitchenette with a microwave, a small refrigerator, and a flat-screen TV mounted on the wall.

A billiards room with green-striped wallpaper, a framed black-and-white photo, and a large beer advertisement.

A gym with various exercise equipment, large windows, and a visible exit sign.

19. Red Lion Hotel Rogue Regency Medford Airport

Medford

$93

$110 total

includes taxes & fees

Oct 20 - Oct 21

A hotel room with a bed, a nightstand, a lamp, a picture on the wall, and a window with blinds.

A bathroom with a large mirror, a sink, a towel rack, and a toilet paper holder.

A compact kitchen with a refrigerator, microwave, coffee maker, and a built-in induction cooktop.

A compact room with a desk, chair, television, and a framed picture on the wall.

20. Executive Residency by Best Western Medford

Medford

$84

$95 total

includes taxes & fees

Nov 8 - Nov 9

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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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Allen Elizabethan Theatre

9.4/10 (131 reviews)

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

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Angus Bowmer Theatre

10.0/10 (11 reviews)

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

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