Downtown hotels in Ashland, United States

Carefully selected hotels offering comfort and convenience in Ashland, United States
Check-in
27Sept2025Select date
Check-out
28Sept2025Select date
Rooms and Guests2 Guests, 1 Room
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1-19 out of 19
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
MapClose to Shakespeare Festival250m
  • Outdoor swimming pool and hot tub
  • Pet-friendly room options available
  • Complimentary continental breakfast quality
  • Outdoor pool
  • On-site spa
  • Complimentary breakfast
Hotel offering diverse room types and amenities
FromUS$ 104 /nightSelect
MapOregon Shakespeare Festival1km
  • Indoor heated pool and hot tub
  • Complimentary hearty breakfast options
  • Pet-friendly policy and facilities
  • Hot tub
  • Indoor pool
  • Fitness center
Boutique hotel offering relaxing amenities and local charm
FromUS$ 99 /nightSelect
MapCultural arts district300m
  • Award-winning onsite dining experiences
  • Luxurious rooms with unique charm
  • Steps from Oregon Shakespeare Festival
  • Onsite restaurants
  • Gourmet breakfast
  • Private cottages
Boutique hotel blending historical elegance and modern luxury
FromUS$ 296 /nightSelect
MapHome of the Oregon Shakespeare Festival1.5km
  • Seasonal outdoor pool available
  • Complimentary breakfast served daily
  • On-site restaurant with Mexican cuisine
  • Outdoor pool
  • On-site dining
  • Picnic area
Hotel near Southern Oregon University and theaters
FromUS$ 75 /nightSelect
MapHistoric downtown Ashland600m
  • Award-winning, luxurious rooms
  • Delicious breakfast served daily
  • Proximity to Oregon Shakespeare Festival
  • Tesla charging station
  • Charming communal spaces
  • On-site dining
Historic hotel featuring romantic, uniquely decorated rooms
FromUS$ 170 /nightSelect
MapClose to downtown500m
  • Inviting seasonal saltwater pool
  • Charming cottage-style guest rooms
  • Award-winning gardens and grounds
  • Saltwater pool
  • Outdoor seating
  • Pet-friendly rooms
Cottage-style hotel with award-winning gardens and relaxing pool
FromUS$ 177 /nightSelect
MapCultural heart of Ashland100m
  • Complimentary hot breakfast buffet daily
  • Pet-friendly rooms for furry companions
  • Health-focused fitness center available
  • Fitness Center
  • Pet-Friendly
  • Hot Tub
Boutique hotel with unique decor and delightful snacks
FromUS$ 125 /nightSelect
MapClose to Oregon Shakespeare Festival300m
  • Heated outdoor pool
  • Unique breakfast experience
  • Serene garden setting
  • Heated pool
  • Guest kitchen
  • Private decks
Charming bed and breakfast in tranquil gardens
FromUS$ 195 /nightSelect
MapNearby Oregon Shakespeare Festival1.1km
  • Gourmet Two-Course Breakfasts
  • Beautiful Outdoor Gardens
  • Pet-Friendly Accommodations
  • Outdoor Gardens
  • Gourmet Breakfast
  • Pet-Friendly
Charming bed and breakfast with tailored guest experiences
FromUS$ 225 /nightSelect
MapNear Oregon Shakespeare Festival100m
  • Award-winning in-house dining experiences
  • Historic charm with modern comforts
  • Inviting spa and wellness facilities
  • In-house dining
  • Spa services
  • Event space
Boutique hotel offering historical charm and culinary delights
FromUS$ 98 /nightSelect
MapClose to Oregon Shakespeare Festival200m
  • Gourmet breakfast options available each morning
  • Charming communal dining experience for guests
  • Stunning Victorian architecture enhances ambiance
  • Gourmet breakfast
  • Communal dining
  • Beautiful gardens
Boutique hotel blending historic charm with modern comforts
FromUS$ 288 /nightSelect
MapNearby Southern Oregon University200m
  • Saltwater seasonal outdoor pool
  • Stylish retro motor lodge
  • Group-friendly picnic area
  • Saltwater pool
  • On-site parking
  • Picnic area
Family-owned hotel offering a refreshing retreat
FromUS$ 71 /nightSelect
MapVibrant downtown area500m
  • 19th century historic building
  • Private entrance for added privacy
  • Proximity to Oregon Shakespeare Festival
  • Free parking
  • Air conditioning
  • Outdoor dining
Historic guest house with modern amenities
FromUS$ 197 /nightSelect
MapNear Oregon Shakespeare Festival1.1km
  • On-site spa with wellness packages
  • Diverse dining options available
  • Bicycle rentals for local exploration
  • On-site Spa
  • Bicycle Rental
  • Shared Kitchen
Wellness resort offering spa treatments and diverse cuisine
FromUS$ 293 /nightSelect
MapAshland Library200m
  • On-site massage services available
  • Nearby golf course for leisure activities
  • Shared kitchen for meal preparations
  • Golf course
  • Shared kitchen
  • Luggage storage
Hotel offering engaging activities in Ashland.
FromUS$ 104 /nightSelect
MapNear Oregon Shakespeare Festival800m
  • Unique rooms with private terraces
  • Pet-friendly accommodations available
  • Outdoor dining area for guests
  • Private terraces
  • Outdoor dining
  • Pet-friendly
Charming hotel with personalized suites in Ashland
FromUS$ 190 /nightSelect
MapOregon Shakespeare Festival400m
  • Rooms with mountain views are available
  • Private bathrooms with walk-in showers provided
  • Pets are allowed on the property
  • Private parking
  • Coffee machine
  • Garden area
Charming hotel featuring unique amenities and scenic views
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Close to downtown200m
  • Relaxing spa-like amenities available
  • Charming character and eclectic decor
  • Delicious freshly baked breakfast items
  • On-site spa
  • Outdoor dining
  • Community engagement
Garden resort offering unique local experiences
FromUS$ 190 /nightSelect
MapNearby Oregon Shakespeare Festival400m
  • Pet-friendly rooms for traveling companions
  • Central location near cultural attractions
  • Rooms equipped with air conditioning
  • Air conditioning
  • Free parking
  • Pet friendly
Hotel offering convenient and comfortable suites in Ashland
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Hotel Price Range in Ashland

From budget-friendly stays to luxury downtown properties—find a hotel that fits your travel style

⬆️ The highest price
US$ 296
⬇️ The lowest price
US$ 71
💸 Average price for
5-star hotels
US$ 245
4-star hotels
US$ 151
3-star hotels
US$ 138

Downtown hotels in Ashland

Rated by real guests over the past 12 months

Natural Retreats:
Lithia Springs Resort
Charming Boutique Stays:
Mccall House Boutique Hotel
Cozy Family-Friendly Options:
Best Western Windsor Inn
Artistic Ambiance:
Ashland Springs Hotel
Unique Historical Experiences:
Winchester Inn
Budget Traveler Friendly:
Pet-Friendly Accommodations:
Swank House- Downtown Suite-Pet Friendly
Romantic Getaways:
Country Willows Inn (Adults Only)

FAQs about downtown hotels in Ashland

Find answers to common questions to plan your trip

Which downtown hotels in Ashland are best for families?
Hotels like the Ashland Hills Hotel & Suites and the Holiday Inn Express Hotel & Suites Ashland By IHG provide family-friendly amenities, including spacious rooms and pools.
What downtown hotels in Ashland offer unique views?
The Ashland Springs Hotel and the Winchester Inn offer unique views of the surrounding hills and downtown. Both are highly rated for their ambiance.
Which hotels downtown are close to popular landmarks?
The Bard's Inn - BW Signature Collection By Best Western is located within walking distance of the Oregon Shakespeare Festival and Lithia Park. Ashland Springs Hotel is also nearby.
What are some of the cheapest downtown hotel options in Ashland?
For budget-friendly options, consider the Cedarwood Inn Of Ashland or the Flagship Inn Of Ashland, with prices starting around $90 per night.
Which downtown hotels in Ashland are top-rated based on guest reviews?
The Ashland Springs Hotel and the Winchester Inn consistently receive high guest satisfaction scores for their service and location.

Downtown Hotels Overview in Ashland

This guide covers hotels downtown in Ashland, evaluating 34 properties to help travelers find suitable accommodations near key attractions and amenities.

Typical nightly rates range from $100 to $250.

There are 34 options for downtown lodging.

Peak travel seasons are summer and fall.

Local taxes/fees total approximately 12%.

Most attractions, like Lithia Park, are within 0.5 miles.

Check-in
27Sept2025Select date
Check-out
28Sept2025Select date
Rooms and Guests2 Guests, 1 Room