Ski Hotels in Ashland

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Ski Hotels in Ashland

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

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

A grand lobby with a high ceiling, large windows, and a central staircase.

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

1. Ashland Springs Hotel

Historic Downtown District

Snowboarding nearby
Skiing lessons nearby
Ski equipment rentals nearby
Hot tub

$94

$120 total

includes taxes & fees

Nov 11 - Nov 12

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

A lobby with leather sofas, a rug, and lamps.

A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.

A hotel sign with the name "Straford Inn" and a stone pillar.

2. Stratford Inn

Siskiyou-Hargadine Historic District

Ski lifts nearby
Snowboarding nearby
Ski passes
Ski equipment rentals nearby
Ski shuttle nearby
Hot tub

$93

$104 total

includes taxes & fees

Oct 26 - Oct 27

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

A two-story house with a porch, a staircase, and a garden.

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.

3. Lithia Springs Resort

Ashland

Snowboarding nearby
Skiing lessons nearby
Ski equipment rentals nearby
Hot tub

$94

$115 total

includes taxes & fees

Nov 8 - Nov 9

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

A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

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.

4. Ashland Hills Hotel & Suites

Ashland

Ski lifts nearby
Snowboarding nearby
Ski passes
Ski shuttle nearby
Hot tub

$112

$135 total

includes taxes & fees

Nov 4 - Nov 5

An outdoor dining area with round tables, white chairs, and umbrellas.

A wooden balcony with a view of a forested area.

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

Ski lifts nearby
Snowboarding nearby
Ski passes
Ski equipment rentals nearby

$101

$118 total

includes taxes & fees

Oct 20 - Oct 21

A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.

A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.

A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.

6. Comfort Inn & Suites Ashland

Ashland

Hot tub

$113

$114 total

includes taxes & fees

Oct 25 - Oct 26

A spacious lobby with a reception desk, seating area, and large windows.

A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.

A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.

7. The Bard's Inn, BW Signature Collection by Best Western

Historic Downtown District

Ski lifts nearby
Snowboarding nearby

$119

$133 total

includes taxes & fees

Nov 3 - Nov 4

A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

A modern hotel lobby with a leather sofa, a coffee table, a patterned rug, a reception desk, and a wall-mounted snack station.

A hotel room with a large bed, a desk, and a window with curtains.

A Zen garden with a statue, surrounded by various plants and rocks.

8. Timbers INN and Suites

Ashland

Ski shuttle nearby

$68

$76 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A multi-story hotel with a balcony and outdoor seating area, surrounded by lush greenery and a mountainous backdrop.

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

9. Plaza Inn & Suites at Ashland Creek

Ashland

Free breakfast
Pet friendly
Free parking
Free WiFi
Connecting rooms available
Air conditioning

$116

$129 total

includes taxes & fees

Nov 1 - Nov 2

A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

A living room with a sofa, armchair, coffee table, and a TV. There are plants, a lamp, and a bookshelf.

A kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

10. Ashland Commons Hostel

Ashland

Ski lifts nearby
Snowboarding nearby

$71

$79 total

includes taxes & fees

Oct 20 - Oct 21

A dining area with a wooden table and chairs, a potted plant, and a window with blinds.

A home office with a desk, computer, and office chair. There is a brown leather sofa and a patterned rug.

A room with a desk, computer, office chair, and a bookshelf. There are three doors with blinds, a patterned rug, and a potted plant.

A swimming pool with a wooden deck, a lifebuoy, and white plastic chairs.

11. Cedarwood Inn of Ashland

Ashland

Snowboarding nearby
Skiing lessons nearby
Ski equipment rentals nearby
Sauna

$75

$84 total

includes taxes & fees

Oct 20 - Oct 21

A hotel room with two beds, a large framed picture of a mountain, a lamp, and a window with curtains.

A building with a stone facade, a glass door entrance, and a visible interior with a counter and signage.

A hotel kitchen with marble tiles, a coffee machine, a refrigerator, and a counter with various items.

A reception area with a wooden counter, a clock, a television, and a window with blinds.

12. Baymont by Wyndham

Ashland

Snowboarding nearby

$90

$100 total

includes taxes & fees

Oct 20 - Oct 21

A hotel room with a desk, laptop, two beds, and a round mirror.

A clear swimming pool with a wooden fence, surrounded by lounge chairs.

A coffee machine with a digital display, a coffee pot, a cup, and a coffee pod.

A pathway leading to a building with a decorative archway, surrounded by flowering trees and a well-maintained lawn.

13. Ashland Motel - Oregon

Ashland

Pool
Free WiFi
Air conditioning
Non-smoking

$81

$90 total

includes taxes & fees

Oct 20 - Oct 21

A two-story building with a wooden facade, large windows, and a front porch with chairs.

A spacious bedroom with a four-poster bed, wooden furniture, and a view of the outdoors.

A spacious room with a large dining table, chairs, a sofa, and a coffee table. There are ceiling fans, large windows, and potted plants.

A room with a brick wall, a wooden dresser, a chair, and a bed.

14. The Peerless Hotel by WanderLodges

Historic Railroad District

Ski lifts nearby
Snowboarding nearby

$119

$187 total

includes taxes & fees

Oct 20 - Oct 21

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.

15. McCall House Boutique Inn

Historic Downtown District

Ski lifts nearby
Snowboarding nearby
Skiing lessons nearby
Ski equipment rentals nearby

$174

$194 total

includes taxes & fees

Nov 1 - Nov 2

A bed with a striped blanket, a pillow, and a view of a cityscape through a window.

A breakfast setup with a stainless steel water bottle, stacked plates, and baskets containing bread, utensils, and fruits like bananas, oranges, and apples.

An outdoor patio with a table and chairs, a sofa, and a grill area.

A motel with a prominent sign advertising free HBO, cable TV, phone, and parking.

16. Relax Inn At Ashland

Ashland

Snowboarding nearby

$87

$97 total

includes taxes & fees

Oct 20 - Oct 21

A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

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

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.

17. Hanna's House by WanderLodges

Historic Railroad District

Snowboarding nearby

$102

$191 total

includes taxes & fees

Oct 20 - Oct 21

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

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.

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

18. Barclay Klum House by WanderLodges

Ashland

Snowboarding nearby

$118

$260 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

A hotel room with a bed, a mirror, a round mirror, a door leading to a bathroom, a nightstand with a lamp, and a framed picture on the wall.

A dining table set with plates, cutlery, and glasses, with two leather stools and a window with blinds in the background.

A well-maintained garden with a variety of plants and a wooden fence.

19. Palm Cottages

Ashland

Pool
Free parking
Free WiFi
Air conditioning
Electric vehicle charging point

$201

$224 total

includes taxes & fees

Oct 20 - Oct 21

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

A rustic building with a porch, surrounded by lush greenery and a sign indicating it is a forest.

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

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

20. Arden Forest Inn

Ashland

Ski lifts nearby
Snowboarding nearby
Ski passes

$180

$201 total

includes taxes & fees

Oct 20 - Oct 21

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Discover your perfect ski hotel in Ashland

Resort

4 stars

5 stars

Spa

Family-friendly

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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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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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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