Cheap Hotels in Ashland

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Cheap Hotels in Ashland

Maple Leaf Motel
Exterior

Maple Leaf Motel

2.0 star property
9.0 out of 10, Wonderful, (503)
$135 nightly
The price is $145
Aug 22 - Aug 23
Total includes taxes and fees
Maple Leaf Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top neighborhoods in Ashland

Fort Vancouver National Historic Site

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.

Aerial view of Ashland, Oregon

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.

Landmark building in Ashland Oregon.

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.

Street scene in downtown Ashland Oregon state.

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

Oregon Shakespeare Festival
Ashland is probably best known for the Tony Award-winning Oregon Shakespeare Festival, which I highly recommend checking out if you're in to Shakespeare plays. The statue in the photo is actually a guy in a Shakespearean costume collecting contributions toward a permanent statue of the Bard in Ashland. #WeekendGetaway

Oregon Shakespeare Festival

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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Mount Ashland Ski Area
Being the tallest peak in the Siskiyou Mountains, Mt. Ashland offers excellent panoramic views, year round. The ski resort is relatively small, but the runs are steep and a few have cornice drops and chutes. It's a half hour drive from the town of Ashland in good weather. This photo was taken pre-season near the peak after a short yet strenuous ascent. #WeekendGetaway

Mount Ashland Ski Area

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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Frequently asked questions

How much is a cheap hotel in Ashland?
In Ashland, you'll find a variety of hotels to choose from so filter on "included" amenities or "budget property" to find the best value. When you're searching for the best hotel deals, remember to sort your results by "Price: low to high" to find the cheapest Ashland hotels.
  • Take a look at the lowest price per night $100
What area of Ashland is the cheapest?
If you're looking for cheap hotels in Ashland, consider Siskiyou-Hargadine Historic District and City Center Medford for great budget-friendly choices. Are you looking to stay in another area of the city? Pinpoint low-cost hotels in the another part of town using our map feature.
Are all taxes and fees included in the Ashland hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What are the best cheap hotels in Ashland?
For a cheap hotel in Ashland with glowing reviews, consider Ashland Hills Hotel & Suites, which features free WiFi, free parking and free bike rentals. You can also look at Flagship Inn of Ashland or Stratford Inn.
Are there any cheap motels in Ashland?
If you're eager to find a budget-friendly place to stay in Ashland, consider booking a motel. Take a look at Timbers INN and Suites where you'll find free WiFi and free parking. Or think about Ashland Motel - Oregon or Ashland Valley Inn for a comfortable base without a big price tag.
What are the best cheap things to do in Ashland?
Sightseeing doesn't have to be expensive. You if want to get outdoors, try a visit to Lithia Park or make a stop at attractions like Ashland Library. Be certain to include a visit to Emigrant Lake.