Property class 2 Hotels in Ashland

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Property class 2 Hotels in Ashland

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
CNY719
CNY802 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Ashland by IHG

Comfort Inn & Suites Ashland

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

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
CNY756
CNY843 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Windsor Inn

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
CNY748
CNY834 total
includes taxes & fees
Aug 31 - Sep 1
Stratford Inn

Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
CNY659
CNY735 total
includes taxes & fees
Sep 22 - Sep 23
Prospero's Flagship Inn

Timbers INN and Suites

Timbers INN and Suites
Ashland
CNY514
CNY573 total
includes taxes & fees
Sep 6 - Sep 7
Timbers INN and Suites

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

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
CNY1,136
CNY1,267 total
includes taxes & fees
Sep 7 - Sep 8
The Bard's Inn, BW Signature Collection by Best Western

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
Ashland
CNY652
CNY727 total
includes taxes & fees
Sep 7 - Sep 8
Cedarwood Inn of Ashland

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
Historic Railroad District
CNY841
CNY1,306 total
includes taxes & fees
Sep 1 - Sep 2
The Peerless Hotel by WanderLodges

Ashland Motel - Oregon

Ashland Motel - Oregon
Ashland
CNY557
CNY621 total
includes taxes & fees
Sep 7 - Sep 8
Ashland Motel - Oregon

Baymont by Wyndham

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

Palm Cottages

Palm Cottages
Ashland
CNY1,351
CNY1,506 total
includes taxes & fees
Aug 27 - Aug 28
Palm Cottages

Green Springs Inn

Green Springs Inn
Ashland
CNY550
CNY729 total
includes taxes & fees
Sep 6 - Sep 7
Green Springs Inn

Americas Best Value Inn Phoenix Medford

Americas Best Value Inn Phoenix Medford
Phoenix
CNY605
CNY681 total
includes taxes & fees
Sep 9 - Sep 10
Americas Best Value Inn Phoenix Medford

Best Western Crater Lake Highway White City/Medford

Best Western Crater Lake Highway White City/Medford
White City
CNY708
CNY719 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Crater Lake Highway White City/Medford

Comfort Inn South

Comfort Inn South
Medford
CNY669
CNY753 total
includes taxes & fees
Sep 20 - Sep 21
Comfort Inn South

Crater Lake Gateway - Highway 140

Crater Lake Gateway - Highway 140
Klamath Falls
CNY599
CNY656 total
includes taxes & fees
Sep 25 - Sep 26
Crater Lake Gateway - Highway 140

Rocky Point Resort

Rocky Point Resort
Klamath Falls
CNY575
CNY652 total
includes taxes & fees
Sep 9 - Sep 10
Rocky Point Resort

Maple Leaf Motel

Maple Leaf Motel
Shady Cove
CNY934
CNY1,004 total
includes taxes & fees
Sep 9 - Sep 10
Maple Leaf Motel

Candlewood Suites Medford by IHG

Candlewood Suites Medford by IHG
Medford
CNY713
CNY802 total
includes taxes & fees
Aug 30 - Aug 31
Candlewood Suites Medford by IHG
See more properties

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.
See properties
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.
See properties
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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

Ashland Library

8.4/10 (126 reviews)
Ashland Library is worth a pic or two when discovering Siskiyou-Hargadine Historic District.
See properties

Keep exploring