A stone bridge over a calm stream with autumn leaves.

LGBTQIA-Welcoming Hotels in Ashland

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LGBTQIA-Welcoming Hotels in Ashland

A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.

A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.

A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.

A hotel room with a blue sofa, a black coffee table, a bed with white linens, and a large window with curtains.

1. Holiday Inn Express & Suites Ashland by IHG

Ashland

$96

$107 total

includes taxes & fees

Nov 16 - Nov 17

A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

A living room with a sofa, armchair, coffee table, and a TV. There are plants, a lamp, and a bookshelf.

A kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

2. Ashland Commons Hostel

Ashland

$71

$79 total

includes taxes & fees

Oct 19 - Oct 20

A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.

A sunlit room with large windows, a dining table, chairs, and a sofa.

A gazebo with a wooden roof and white curtains, surrounded by lush greenery and autumn-colored trees.

A rustic wooden barn with a sloped roof, surrounded by a field of white daisies.

3. Country Willows Inn and Estate

Ashland

$215

$219 total

includes taxes & fees

Nov 1 - Nov 2

A garden pathway with wisteria and red flowers, surrounded by lush greenery.

A bedroom with a bed, a nightstand, a lamp, a chair, a potted plant, and a door.

A rustic building with a porch, surrounded by lush greenery and a sign indicating it is a forest.

A garden with a red pergola, a stone fountain, and purple flowers.

4. Arden Forest Inn

Ashland

$180

$201 total

includes taxes & fees

Oct 18 - Oct 19

A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

A garden pathway leading to a building with a pergola and hanging flower baskets.

A grand staircase with wooden balusters and a carpeted landing.

A porch with three wooden chairs with floral upholstery, a wooden bench, and a view of a house in the background.

5. Abigail’s Bed & Breakfast Inn

Skidmore Academy Historic District

$260

$290 total

includes taxes & fees

Oct 27 - Oct 28

A modern lobby with seating, a television, and artwork on the walls.

A Holiday Inn Express & Suites building with a covered entrance, multiple floors, and a parking lot.

A modern breakfast area with a digital menu board, a coffee machine, and a yogurt dispenser.

A reception desk with a computer, a wooden partition, and a wall-mounted sign.

6. Holiday Inn Express & Suites Medford by IHG

Medford

$106

$119 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with wooden cabinets, a central island, and a black backsplash with 'EAT' written on it.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, and a view of the outside through large windows.

A reception desk with a "Welcome to the Pacific Wonderland" sign, a digital check-in station, and a "Hilton Honors" sign.

An outdoor patio area with wicker furniture and a wooden fence.

7. Hampton Inn Medford

Medford

$101

$114 total

includes taxes & fees

Oct 30 - Oct 31

A spa area with a hot tub, seating, and large windows offering views of buildings and a distant landscape.

A hotel lobby with a seating area, a bar, and a decorative wall.

A hotel room with a desk, chair, television, and a sofa.

A spacious hotel dining area with multiple tables and chairs, large windows, and a modern interior design.

8. Hilton Garden Inn Medford, OR

Medford

$93

$104 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor patio area with a grill, wicker furniture, and a large umbrella.

A modern hotel room with a sofa, a small table, a TV, and a bed.

A modern hotel reception area with a marble counter, two monitors, and a minibar.

A modern dining area with a round table, blue chairs, and a fireplace.

9. Homewood Suites Medford

Medford

$100

$112 total

includes taxes & fees

Oct 31 - Nov 1

A spacious lobby with a reception desk, seating area, and a large window.

A kitchen counter with a stone backsplash, coffee makers, and various kitchen items.

A hotel room with a large mirror, a sink, a bed, a desk, and a chair.

A beverage station with a stone wall backdrop, a coffee machine, and a water dispenser.

10. Best Western Crater Lake Highway White City/Medford

White City

$93

$94 total

includes taxes & fees

Oct 20 - Oct 21

A Courtyard hotel with a covered entrance, a van, and a parking lot.

A modern living room with a sectional sofa, a coffee table, and a fireplace.

A bar area with a curved counter, stools, hanging pendant lights, a menu board, and a television screen.

An outdoor patio area with tables and chairs, a pergola with lights, and a view of the cityscape in the background.

11. Courtyard by Marriott Medford Airport

Medford

$110

$124 total

includes taxes & fees

Oct 31 - Nov 1

A modern hotel lobby with a reception desk, seating area, and a fireplace.

A hotel room with two beds, a bedside table with a lamp, and a large window with curtains.

A modern hotel with a prominent American flag, a covered entrance, and a sign reading "Springhill Suites by Wyndham."

A hotel reception area with a reception desk, a flat-screen TV mounted on the wall, and a seating area with chairs.

12. SpringHill Suites by Marriott Medford

Medford

$116

$131 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel room with a dining table, a sofa, a TV, a desk, and a kitchen area with a refrigerator and dishwasher.

A compact kitchen with a refrigerator, microwave, and dishwasher, a small dining table with chairs, and a large mirror on the wall.

A living room with a sofa, a remote control on a coffee table, a framed picture on the wall, and a kitchen area in the background.

13. Candlewood Suites Medford by IHG

Medford

$93

$105 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor patio with a grill, tables, and an umbrella.

A modern hotel room with a grey sofa, a round wooden table, a floor lamp, and artwork on the wall.

A compact living space with a sofa, ottoman, small round table, and a wooden dresser. A kitchen area with cabinets and appliances is visible in the background.

A hotel with a sign reading "Towneplace Suites by Marriott" featuring a flagpole with an American flag, a parking lot, and a clear sky.

14. TownePlace Suites by Marriott Medford

Medford

$116

$131 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with two beds, a nightstand, and a wall-mounted light fixture.

A modern room with two leather chairs, a small table, and a decorative vase.

An outdoor patio with a table and chairs, a red umbrella, and a stone wall.

A reception area with a stone wall and a red wall displaying the name 'RAMADA BY WYNDHAM'.

15. Ramada by Wyndham Medford Airport North

Medford

$70

$79 total

includes taxes & fees

Oct 27 - Oct 28

A hotel lobby with seating areas, a television, and a bowl of fruit on a table.

A lobby with seating, a reception desk, and a flat-screen TV.

A modern kitchen area with a refrigerator, coffee machine, and various food items on the counter.

A hotel room with a bed, desk, chair, and a small table.

16. Holiday Inn Express & Suites Medford-Central Point

Central Point

$91

$102 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a stone wall fireplace, grey sofas, and a coffee table.

A modern restaurant with wooden flooring, round tables, and chairs. There are framed artworks on the walls and a textured wall design.

A hotel room with a large bed, a sofa, a small table, and two bedside lamps.

A hotel with a prominent 'Best Western' sign, a brick facade, and a covered entrance.

17. Best Western Horizon Inn

Medford

$96

$108 total

includes taxes & fees

Nov 1 - Nov 2

A Holiday Inn Express building with a covered entrance, outdoor lighting, and landscaped areas with trees.

A buffet with labeled containers of omelets and other food items.

A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

A spacious lobby with a reception desk, seating area, and a chandelier.

18. Holiday Inn Express Yreka-Shasta Area by IHG

Yreka

$122

$137 total

includes taxes & fees

Nov 15 - Nov 16

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Top neighborhoods in Ashland

A rusted metal bridge in a forested area.

A wooden railway bridge with graffiti, surrounded by greenery.

A wooden log cabin with two red-framed windows.

The exterior of Ashland Food Cooperative with a sign reading "Do You Have Your Bags Today?" and a dog and bike free zone sign.

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.

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A town with buildings and trees in autumn colors, surrounded by mountains.

A grassy field with trees and a distant view of rolling hills.

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.

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A paved pedestrian area with trees, a white building with a green awning, and a dog walking.

A building with a purple awning labeled "Caldera Tap House" and a sign with a beer mug illustration.

A historic building with a classical facade, a person standing on the steps, and a wheelchair-accessible sign.

A display window with a large red flower and a sign reading "Oregon Shakespeare Festival Welcome Center".

A building corner with ornate architectural details and arched windows overlooking a cityscape.

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.

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A tree-lined street with a mountain backdrop.

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.

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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.

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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