Ski Hotels in Ashland

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Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Ski Hotels in Ashland

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
  • Ski shuttle nearby
  • Hot tub
CNY697
CNY844 total
includes taxes & fees
Sep 1 - Sep 2
Ashland Hills Hotel & Suites

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
  • Hot tub
CNY774
CNY786 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Inn & Suites Ashland

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
  • Ski equipment rentals nearby
  • Ski shuttle nearby
  • Hot tub
CNY748
CNY834 total
includes taxes & fees
Aug 31 - Sep 1
Stratford Inn

Timbers INN and Suites

Timbers INN and Suites
Ashland
  • Ski shuttle nearby
CNY514
CNY573 total
includes taxes & fees
Sep 1 - Sep 2
Timbers INN and Suites

Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
  • Hot tub
CNY1,292
CNY1,549 total
includes taxes & fees
Aug 30 - Aug 31
Ashland Springs Hotel

Lithia Springs Resort

Lithia Springs Resort
Ashland
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
  • Hot tub
CNY1,148
CNY1,300 total
includes taxes & fees
Sep 7 - Sep 8
Lithia Springs Resort

Callahan's Mountain Lodge

Callahan's Mountain Lodge
Ashland
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
  • Ski equipment rentals nearby
CNY799
CNY912 total
includes taxes & fees
Sep 15 - Sep 16
Callahan's Mountain Lodge

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

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
  • Ski lifts nearby
  • Snowboarding nearby
CNY1,136
CNY1,267 total
includes taxes & fees
Aug 30 - Aug 31
The Bard's Inn, BW Signature Collection by Best Western

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
Ashland
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Connecting rooms available
  • Air conditioning
CNY1,083
CNY1,207 total
includes taxes & fees
Aug 30 - Aug 31
Plaza Inn & Suites at Ashland Creek

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
Ashland
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
  • Sauna
CNY652
CNY727 total
includes taxes & fees
Aug 30 - Aug 31
Cedarwood Inn of Ashland

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
Historic Railroad District
  • Ski lifts nearby
  • Snowboarding nearby
CNY841
CNY1,305 total
includes taxes & fees
Aug 30 - Aug 31
The Peerless Hotel by WanderLodges

Ashland Motel - Oregon

Ashland Motel - Oregon
Ashland
  • Pool
  • Free WiFi
  • Air conditioning
  • Non-smoking
CNY557
CNY621 total
includes taxes & fees
Aug 30 - Aug 31
Ashland Motel - Oregon

Baymont by Wyndham

Baymont by Wyndham
Ashland
  • Snowboarding nearby
CNY632
CNY704 total
includes taxes & fees
Aug 30 - Aug 31
Baymont by Wyndham

Relax Inn At Ashland

Relax Inn At Ashland
Ashland
  • Snowboarding nearby
CNY457
CNY510 total
includes taxes & fees
Sep 7 - Sep 8
Relax Inn At Ashland

Palm Cottages

Palm Cottages
Ashland
  • Pool
  • Free parking
  • Free WiFi
  • Air conditioning
  • Electric vehicle charging point
CNY1,351
CNY1,506 total
includes taxes & fees
Aug 27 - Aug 28
Palm Cottages

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
Ashland
  • Snowboarding nearby
CNY938
CNY1,907 total
includes taxes & fees
Aug 30 - Aug 31
Barclay Klum House by WanderLodges

McCall House Boutique Inn

McCall House Boutique Inn
Historic Downtown District
  • Ski lifts nearby
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
CNY1,633
CNY1,821 total
includes taxes & fees
Aug 31 - Sep 1
McCall House Boutique Inn

Arden Forest Inn

Arden Forest Inn
Ashland
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
CNY1,089
CNY1,214 total
includes taxes & fees
Aug 31 - Sep 1
Arden Forest Inn

Hanna's House by WanderLodges

Hanna's House by WanderLodges
Historic Railroad District
  • Snowboarding nearby
CNY1,143
CNY1,792 total
includes taxes & fees
Sep 10 - Sep 11
Hanna's House by WanderLodges

Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
Skidmore Academy Historic District
  • Ski equipment rentals nearby
CNY2,016
CNY2,248 total
includes taxes & fees
Aug 27 - Aug 28
Abigail’s Bed & Breakfast Inn
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Discover your perfect ski hotel in Ashland

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Top neighborhoods in Ashland

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.

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.

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.

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.

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.
Photo by Patrick Glassford

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, Angus Bowmer Theatre, Allen Elizabethan Theatre, and Oregon Cabaret Theatre are all a short walk away.
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A pond with ducks, surrounded by trees and a small bridge.
Photo by Shannon Willitts

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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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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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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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, Thomas Theatre, Oregon Shakespeare Festival, and Oregon Cabaret Theatre are all a short walk away.
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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, Thomas Theatre, and Allen Elizabethan 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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