Hotels with Swimming Pool, Ashland Oregon | Expedia

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Check availability on Ashland Hotels with Swimming Pool

Tonight

Sep 27 - Sep 28

Tomorrow

Sep 28 - Sep 29

Next weekend

In two weeks

Our top choices for Ashland hotels with a pool

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

A hotel sign with the name "Straford Inn" and a stone pillar.

A lobby with leather sofas, a rug, and lamps.

A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.

1. Stratford Inn

Siskiyou-Hargadine Historic District

Aquatic adventures await with indoor pool and hot tub escapes, perfect for year-round swimming in scenic Ashland.

P5,857

P6,531 total

includes taxes & fees

Oct 12 - Oct 13

A swimming pool with orange and white lounge chairs, surrounded by a fence and trees.

An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.

A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

2. Ashland Hills Hotel & Suites

Ashland

Dive into aquatic bliss with a sparkling outdoor pool, hot tub sanctuary, and tennis courts nestled among scenic mountain views.

P6,494

P7,866 total

includes taxes & fees

Oct 26 - Oct 27

A pool area with lounge chairs and umbrellas, a small building with a balcony, and surrounding trees.

A well-maintained garden with a paved walkway, surrounded by lush greenery and trees.

A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.

A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.

3. Lithia Springs Resort

Ashland

Mineral springs pool experience transforms relaxation in scenic gardens near Asheville's natural wonders.

P8,528

P9,906 total

includes taxes & fees

Oct 27 - Oct 28

An indoor swimming pool with a clear view of the pool area, a staircase, and seating arrangements.

A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

A hotel room with a bed, a desk with a TV, a chair, and a microwave.

A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.

4. Comfort Inn & Suites Ashland

Ashland

Relax in a 24-hour heated indoor pool sanctuary with sun loungers at this convenient, pet-friendly Ashland hotel.

P7,028

P7,134 total

includes taxes & fees

Oct 5 - Oct 6

A poolside area with lounge chairs and umbrellas, a pool, and a view of trees and mountains.

A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.

A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

A wooden deck with white lounge chairs and a table, surrounded by a wooden fence and trees.

5. Prospero's Flagship Inn

Ashland

Dive into sparkling, seasonal pool days in Ashland with mountains as your backdrop.

P5,004

P5,580 total

includes taxes & fees

Oct 25 - Oct 26

An indoor swimming pool with clear water, a diving board, and a lifeguard sign.

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

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

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

6. Holiday Inn Express & Suites Ashland by IHG

Ashland

Blissful poolside escapes await at this hotel's indoor oasis with hot tub and fitness center.

P5,935

P6,618 total

includes taxes & fees

Oct 26 - Oct 27

A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.

A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.

A patio with stone flooring, wooden chairs, and a wooden fence in the background.

7. Best Western Windsor Inn

Ashland

Splash into relaxation at this sun-soaked hotel pool with bubbling hot tub and mountain views.

P7,029

P7,837 total

includes taxes & fees

Oct 4 - Oct 5

A swimming pool with a wooden deck, a lifebuoy, and white plastic chairs.

A dining area with a wooden table and chairs, a potted plant, and a window with blinds.

A bedroom with a bed, bedside tables, a nightstand, a dresser, a chair, a rug, and a painting on the wall.

A room with a desk, computer, office chair, and a bookshelf. There are three doors with blinds, a patterned rug, and a potted plant.

8. Cedarwood Inn of Ashland

Ashland

Dive into year-round swimming bliss with indoor and outdoor pools at this relaxing Ashland retreat.

P6,059

P6,756 total

includes taxes & fees

Sep 29 - Sep 30

View all properties

Choose what matters most at hotels with a pool in Ashland

Breakfast included

Hot tub

4 stars

Spa

5 stars

Hotels with pools and free breakfast in Ashland

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

A hotel sign with the name "Straford Inn" and a stone pillar.

A lobby with leather sofas, a rug, and lamps.

A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.

Stratford Inn

Siskiyou-Hargadine Historic District

P5,857

P6,531 total

includes taxes & fees

Oct 12 - Oct 13

A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, a framed picture on the wall, a mirror above the sink, and striped carpeting.

A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.

A breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.

Prospero's Flagship Inn

Ashland

P5,004

P5,580 total

includes taxes & fees

Oct 25 - Oct 26

A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.

A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.

A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.

Comfort Inn & Suites Ashland

Ashland

P7,028

P7,134 total

includes taxes & fees

Oct 5 - Oct 6

A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.

A patio with stone flooring, wooden chairs, and a wooden fence in the background.

A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.

Best Western Windsor Inn

Ashland

P7,029

P7,837 total

includes taxes & fees

Oct 4 - Oct 5

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 multi-story building with a modern architectural design, featuring a mix of balconies and windows.

Holiday Inn Express & Suites Ashland by IHG

Ashland

P5,935

P6,618 total

includes taxes & fees

Oct 26 - Oct 27

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

A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.

A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.

A spacious living room with large windows, dark wooden flooring, and a cozy seating area with multiple chairs and a bench.

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

Historic Downtown District

P10,559

P11,773 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

A garden with a pond, stone walls, and various plants.

Country Willows Inn and Estate

Ashland

P18,623

P18,902 total

includes taxes & fees

Sep 29 - Sep 30

View all properties

Hotels with pools and hot tubs in Ashland

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

A hotel sign with the name "Straford Inn" and a stone pillar.

A lobby with leather sofas, a rug, and lamps.

A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.

Stratford Inn

Siskiyou-Hargadine Historic District

P5,857

P6,531 total

includes taxes & fees

Oct 12 - Oct 13

A resort with a covered walkway, potted plants, and a statue.

A well-maintained garden with a paved walkway, surrounded by lush greenery and trees.

A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.

A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.

Lithia Springs Resort

Ashland

P8,528

P9,906 total

includes taxes & fees

Oct 27 - Oct 28

A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.

An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.

A spacious living room with a high ceiling, large windows, and a mix of seating arrangements including a sofa and chairs.

Ashland Hills Hotel & Suites

Ashland

P6,494

P7,866 total

includes taxes & fees

Oct 26 - Oct 27

A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.

A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.

A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.

Comfort Inn & Suites Ashland

Ashland

P7,028

P7,134 total

includes taxes & fees

Oct 5 - Oct 6

A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.

A patio with stone flooring, wooden chairs, and a wooden fence in the background.

A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.

Best Western Windsor Inn

Ashland

P7,029

P7,837 total

includes taxes & fees

Oct 4 - Oct 5

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 multi-story building with a modern architectural design, featuring a mix of balconies and windows.

Holiday Inn Express & Suites Ashland by IHG

Ashland

P5,935

P6,618 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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

A garden with a pond, stone walls, and various plants.

Country Willows Inn and Estate

Ashland

P18,623

P18,902 total

includes taxes & fees

Sep 29 - Sep 30

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.

View all properties

Top Ashland Hotel Reviews

Timbers INN and Suites

Timbers INN and Suites

8/10 Good

"If you just need some place to sleep, and something affordable, this is perfect. The furnishings weren't fabulous, but the beds and pillows were comfortable and the room was clean."

Best Western Windsor Inn

Best Western Windsor Inn

8/10 Good

"Staff were helpful and pleasant. Breakfast was generous. Bed was comfy."

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

8/10 Good

"Great location , staff super friendly . Coukd use a larger lounge area"

Lithia Springs Resort

Lithia Springs Resort

8/10 Good

"Room was very clean. Staff was not especially welcoming. Dogs in a room near ours were loud. Bed was mushy (perhaps old & time to be replaced?)"

Relax Inn At Ashland

Relax Inn At Ashland

10/10 Excellent

"Clean, quiet, bright room, easy access, walk to restaurants/pub, Mexican restaurant next door with dog friendly patio, vacant lot on other side to walk dogs, inexpensive but a $20 fee for dog."

Frequently asked questions

What's it like visiting Ashland?

If lounging by a pool is your idea of the perfect getaway, you might want to think about welcoming Ashland, which offers 10 places to stay with pools. While you're visiting, you can explore attractions like Allen Elizabethan Theatre and Angus Bowmer Theatre, and then take it easy poolside at one of the accommodations in Ashland that guests like for their pools.

What are some hotels with pools in Ashland?

Prospero's Flagship Inn: Features daily, a seasonal outdoor pool, and free self parking. Stratford Inn: Offers a children's pool, an indoor pool, and free self parking. Country Willows Inn and Estate: Provides spa services, a seasonal outdoor pool, and full. Arden Forest Inn: Features a snack bar/deli, a seasonal outdoor pool, and free self parking.

How many pool hotels are there in Ashland?

Expedia has 10 hotels in Ashland for your poolside break.

What is there to see and do in Ashland?

Make a point to visit attractions like Lithia Park and ScienceWorks Hands-On Museum. Discover sights such as Allen Elizabethan Theatre, Angus Bowmer Theatre, and Oregon Shakespeare Festival during your stay. Ashland appeals to visitors with its picturesque gardens, popular theater scene, and array of dining options.

When is the best time to book a hotel with a pool in Ashland?

Taking into account the local weather in Ashland is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 65°F, while the coldest months are December and January with an average of 37°F. Average annual precipitation for Ashland is 33 inches.

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