Ski Hotels in Ashland

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Oct 21 - Oct 22
Tomorrow
Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Ski 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 Ski Hotels consistently deliver on quality, location and traveler experience. Last updated on .

1. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
  • Hot tub
CNY751
CNY762 total
includes taxes & fees
Oct 28 - Oct 29
Comfort Inn & Suites Ashland

2. Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
  • Ski equipment rentals nearby
  • Ski shuttle nearby
  • Hot tub
CNY624
CNY696 total
includes taxes & fees
Oct 26 - Oct 27
Stratford Inn

3. 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
CNY775
CNY864 total
includes taxes & fees
Nov 3 - Nov 4
Plaza Inn & Suites at Ashland Creek

4. Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
  • Hot tub
CNY567
CNY736 total
includes taxes & fees
Nov 19 - Nov 20
Ashland Springs Hotel

5. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
  • Ski shuttle nearby
  • Hot tub
CNY659
CNY802 total
includes taxes & fees
Nov 1 - Nov 2
Ashland Hills Hotel & Suites

6. 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
CNY768
CNY856 total
includes taxes & fees
Nov 19 - Nov 20
The Bard's Inn, BW Signature Collection by Best Western

7. Lithia Springs Resort

Lithia Springs Resort
Ashland
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
  • Hot tub
CNY625
CNY768 total
includes taxes & fees
Nov 8 - Nov 9
Lithia Springs Resort

8. McCall House Boutique Inn

McCall House Boutique Inn
Historic Downtown District
  • Ski lifts nearby
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
CNY1,046
CNY1,166 total
includes taxes & fees
Nov 1 - Nov 2
McCall House Boutique Inn

9. Callahan's Mountain Lodge

Callahan's Mountain Lodge
Ashland
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
  • Ski equipment rentals nearby
CNY649
CNY759 total
includes taxes & fees
Oct 30 - Oct 31
Callahan's Mountain Lodge

10. Timbers INN and Suites

Timbers INN and Suites
Ashland
  • Ski shuttle nearby
CNY457
CNY509 total
includes taxes & fees
Nov 3 - Nov 4
Timbers INN and Suites

11. Palm Cottages

Palm Cottages
Ashland
  • Pool
  • Free parking
  • Free WiFi
  • Air conditioning
  • Electric vehicle charging point
CNY1,342
CNY1,496 total
includes taxes & fees
Oct 22 - Oct 23
Palm Cottages

12. The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
Historic Railroad District
  • Ski lifts nearby
  • Snowboarding nearby
CNY764
CNY1,217 total
includes taxes & fees
Oct 26 - Oct 27
The Peerless Hotel by WanderLodges

13. Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
Skidmore Academy Historic District
  • Ski equipment rentals nearby
CNY1,736
CNY1,935 total
includes taxes & fees
Oct 27 - Oct 28
Abigail’s Bed & Breakfast Inn

14. Ashland Commons Hostel

Ashland Commons Hostel
Ashland
  • Ski lifts nearby
  • Snowboarding nearby
CNY475
CNY529 total
includes taxes & fees
Oct 25 - Oct 26
Ashland Commons Hostel

15. Baymont by Wyndham

Baymont by Wyndham
Ashland
  • Snowboarding nearby
CNY601
CNY670 total
includes taxes & fees
Oct 22 - Oct 23
Baymont by Wyndham

16. Arden Forest Inn

Arden Forest Inn
Ashland
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
CNY913
CNY1,018 total
includes taxes & fees
Nov 2 - Nov 3
Arden Forest Inn

17. Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
Ashland
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
  • Sauna
CNY501
CNY558 total
includes taxes & fees
Oct 22 - Oct 23
Cedarwood Inn of Ashland

18. Ashland Motel - Oregon

Ashland Motel - Oregon
Ashland
  • Pool
  • Free WiFi
  • Air conditioning
  • Non-smoking
CNY445
CNY496 total
includes taxes & fees
Nov 15 - Nov 16
Ashland Motel - Oregon

19. Relax Inn At Ashland

Relax Inn At Ashland
Ashland
  • Snowboarding nearby
CNY583
CNY650 total
includes taxes & fees
Nov 18 - Nov 19
Relax Inn At Ashland

20. Hanna's House by WanderLodges

Hanna's House by WanderLodges
Historic Railroad District
  • Snowboarding nearby
CNY823
CNY1,432 total
includes taxes & fees
Nov 2 - Nov 3
Hanna's House by WanderLodges
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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, 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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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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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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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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