Property class 2 Hotels in Ashland

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Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Property class 2 Hotels in Ashland

1. Best Western Windsor Inn

Best Western Windsor Inn
Ashland
CNY711
CNY793 total
includes taxes & fees
Oct 31 - Nov 1
Best Western Windsor Inn

2. Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
CNY744
CNY830 total
includes taxes & fees
Oct 18 - Oct 19
Stratford Inn

3. Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
CNY642
CNY716 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express & Suites Ashland by IHG

4. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
CNY745
CNY756 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Inn & Suites Ashland

5. Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
CNY416
CNY463 total
includes taxes & fees
Oct 18 - Oct 19
Prospero's Flagship Inn

6. Ashland Commons Hostel

Ashland Commons Hostel
Ashland
CNY476
CNY530 total
includes taxes & fees
Oct 19 - Oct 20
Ashland Commons Hostel

7. Timbers INN and Suites

Timbers INN and Suites
Ashland
CNY452
CNY504 total
includes taxes & fees
Nov 14 - Nov 15
Timbers INN and Suites

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

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
CNY836
CNY933 total
includes taxes & fees
Nov 15 - Nov 16
The Bard's Inn, BW Signature Collection by Best Western

9. Ashland Motel - Oregon

Ashland Motel - Oregon
Ashland
CNY446
CNY497 total
includes taxes & fees
Nov 15 - Nov 16
Ashland Motel - Oregon

10. Baymont by Wyndham

Baymont by Wyndham
Ashland
CNY602
CNY671 total
includes taxes & fees
Oct 19 - Oct 20
Baymont by Wyndham

11. The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
Historic Railroad District
CNY766
CNY1,219 total
includes taxes & fees
Nov 15 - Nov 16
The Peerless Hotel by WanderLodges

12. Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
Ashland
CNY502
CNY560 total
includes taxes & fees
Oct 19 - Oct 20
Cedarwood Inn of Ashland

13. Green Springs Inn

Green Springs Inn
Ashland
CNY547
CNY725 total
includes taxes & fees
Nov 15 - Nov 16
Green Springs Inn

14. Palm Cottages

Palm Cottages
Ashland
CNY1,582
CNY1,764 total
includes taxes & fees
Oct 27 - Oct 28
Palm Cottages

15. Americas Best Value Inn Phoenix Medford

Americas Best Value Inn Phoenix Medford
Phoenix
CNY455
CNY512 total
includes taxes & fees
Oct 18 - Oct 19
Americas Best Value Inn Phoenix Medford

16. Hampton Inn Medford

Hampton Inn Medford
Medford
CNY677
CNY762 total
includes taxes & fees
Oct 24 - Oct 25
Hampton Inn Medford

17. Holiday Inn Express & Suites Medford by IHG

Holiday Inn Express & Suites Medford by IHG
Medford
CNY709
CNY798 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Medford by IHG

18. Crater Lake Gateway - Highway 140

Crater Lake Gateway - Highway 140
Klamath Falls
CNY596
CNY653 total
includes taxes & fees
Oct 19 - Oct 20
Crater Lake Gateway - Highway 140

19. Rocky Point Resort

Rocky Point Resort
Klamath Falls
CNY572
CNY649 total
includes taxes & fees
Oct 26 - Oct 27
Rocky Point Resort

20. Maple Leaf Motel

Maple Leaf Motel
Shady Cove
CNY717
CNY770 total
includes taxes & fees
Nov 1 - Nov 2
Maple Leaf Motel
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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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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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