Highly Rated Hotels With Pool in Ashland | Expedia

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

An outdoor patio with a fire pit, seating, and potted plants.

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

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.

$87 nightly

$97 total

Oct 13 - Oct 14

Total with taxes and fees

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

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

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

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

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.

$132 nightly

$147 total

Oct 25 - Oct 26

Total with taxes and fees

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

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

3. Lithia Springs Resort

Ashland

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

$156 nightly

$159 total

Oct 27 - Oct 28

Total with taxes and fees

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.

$113 nightly

$114 total

Oct 5 - Oct 6

Total with taxes and fees

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

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

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

5. Prospero's Flagship Inn

Ashland

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

$67 nightly

$75 total

Sep 28 - Sep 29

Total with taxes and fees

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

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.

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

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.

$95 nightly

$106 total

Oct 26 - Oct 27

Total with taxes and fees

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

A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.

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.

$113 nightly

$125 total

Oct 4 - Oct 5

Total with taxes and fees

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

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.

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

8. Cedarwood Inn of Ashland

Ashland

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

$81 nightly

$90 total

Sep 28 - Sep 29

Total with taxes and fees

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Choose what matters most at hotels with a pool in Ashland

Breakfast included

Hot tub

Spa

4 stars

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

An outdoor patio with a fire pit, seating, and potted plants.

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

Stratford Inn

Siskiyou-Hargadine Historic District

$87 nightly

$97 total

Oct 13 - Oct 14

Total with taxes and fees

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

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

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

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

Prospero's Flagship Inn

Ashland

$67 nightly

$75 total

Sep 28 - Sep 29

Total with taxes and fees

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

$113 nightly

$114 total

Oct 5 - Oct 6

Total with taxes and fees

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

A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.

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

Best Western Windsor Inn

Ashland

$113 nightly

$125 total

Oct 4 - Oct 5

Total with taxes and fees

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

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.

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

Holiday Inn Express & Suites Ashland by IHG

Ashland

$95 nightly

$106 total

Oct 26 - Oct 27

Total with taxes and fees

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 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

$169 nightly

$188 total

Sep 28 - Sep 29

Total with taxes and fees

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

Country Willows Inn and Estate

Ashland

$282 nightly

$286 total

Sep 28 - Sep 29

Total with taxes and fees

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

An outdoor patio with a fire pit, seating, and potted plants.

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

Stratford Inn

Siskiyou-Hargadine Historic District

$87 nightly

$97 total

Oct 13 - Oct 14

Total with taxes and fees

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

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

Lithia Springs Resort

Ashland

$156 nightly

$159 total

Oct 27 - Oct 28

Total with taxes and fees

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

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

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.

Ashland Hills Hotel & Suites

Ashland

$132 nightly

$147 total

Oct 25 - Oct 26

Total with taxes and fees

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

$113 nightly

$114 total

Oct 5 - Oct 6

Total with taxes and fees

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

A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.

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

Best Western Windsor Inn

Ashland

$113 nightly

$125 total

Oct 4 - Oct 5

Total with taxes and fees

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

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.

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

Holiday Inn Express & Suites Ashland by IHG

Ashland

$95 nightly

$106 total

Oct 26 - Oct 27

Total with taxes and fees

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

Country Willows Inn and Estate

Ashland

$282 nightly

$286 total

Sep 28 - Sep 29

Total with taxes and fees

A hallway with a blue wall, a framed welcome sign, a round mirror, and a table.

A spacious living room with a fireplace, a dining area, and a view through large windows.

A modern bedroom with a large bed, a bench, a wardrobe, and a ceiling fan.

A modern kitchen with wooden cabinets, a central island, stainless steel appliances, and pendant lighting.

The Ashland Social | Main House

Ashland

$494 nightly

$551 total

Oct 19 - Oct 20

Total with taxes and fees

A two-story house with a blue front door, number 485, surrounded by well-maintained lawns and flowering trees.

A spacious living room with a fireplace, a dining area, and a view through large windows.

A modern kitchen with wooden cabinets, a central island, stainless steel appliances, and pendant lighting.

A modern bedroom with a large bed, a bench, a wardrobe, and a ceiling fan.

The Ashland Social | Entire Estate

Ashland

$616 nightly

$687 total

Oct 19 - Oct 20

Total with taxes and fees

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.

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Top Ashland Hotel Reviews

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

10/10 Excellent

"Friendly staff, clean room, everything worked (AC, fridge, microwave). Easy access to a parking lot from the ground floor. Continental breakfast was good and had decent options. Will be back again."

Stratford Inn

Stratford Inn

8/10 Good

"Large rooms, very quite building despite being completely booked up. Minutes walk from the festival and all the restaurants in town. Did not get to try the indoor saltwater pool. First hotel I have been to in a very long time that didn't have a hairdryer in the room"

Prospero's Flagship Inn

Prospero's Flagship Inn

10/10 Excellent

"A successful stay with courteous staff, clean rooms and well kept grounds. Helpful breakfast option and quiet."

Baymont by Wyndham

Baymont by Wyndham

8/10 Good

"Hotel was clean , and had a great view. Loved having a soap dispenser in the room for hand washing. We will stay here again."

Best Western Windsor Inn

Best Western Windsor Inn

10/10 Excellent

"We loved this motel. Nuff said"

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

How much does a hotel with outdoor pool in Ashland cost?

Enjoy staying in a hotel in Ashland with an outdoor pool. You can find a great deal from $75 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

What are some of the best Ashland hotels with outdoor pools and scenic views?

The Arden Forest Inn is a delightful 4-star retreat that boasts a stunning outdoor pool set against breathtaking mountain views. Guests rave about the comfortable and clean rooms, as well as the convenient parking options. With a remarkable traveller rating of 9.8, this hotel ensures a serene escape while being close to exciting skiing activities nearby.Another excellent choice is the Stratford Inn, which has a friendly setting complemented by its outdoor pool and picturesque surroundings. Rated 9.4 by visitors, the Stratford Inn is praised for its friendly and helpful staff, spacious and clean rooms, and a great location that makes it easy to explore the area. Guests also appreciate the delicious breakfast options available during their stay.For those seeking good value, the Best Western Windsor Inn is a fantastic option with a rating of 9.0. This hotel features an outdoor pool and provides free breakfast and Wi-Fi, ensuring a comfortable and convenient stay. Guests frequently highlight the friendly staff and well-kept rooms, making it a top pick for travellers.Lastly, The Bard's Inn, part of the BW Signature Collection by Best Western, brings a cozy ambiance with its outdoor pool and lovely mountain views. With a traveller rating of 8.6, visitors enjoy the great location and comfortable rooms, along with a complimentary breakfast that exceeds expectations.

Are there hotels in Ashland with outdoor pool activities or events?

Ashland, Oregon, is a delightful destination known for its vibrant arts scene and stunning natural beauty. Travellers often flock to this charming town not just for its world-class theaters, like the Oregon Shakespeare Festival, but also for its welcoming accommodations that enhance their stay. For those seeking a refreshing outdoor experience, there are several hotels with outdoor pool activities and events.One standout option is the Ashland Hills Hotel and Suites, which features a seasonal outdoor pool and a relaxing hot tub. Guests can unwind poolside while enjoying convenient food and drink service from the on-site Luna Cafe. The family-friendly atmosphere and organized activities around the pool make it a great choice for those traveling with children or looking to socialize.Another excellent choice is Lithia Springs Resort, which boasts a beautifully designed outdoor saline swimming pool, also seasonal, along with a hot tub. The resort's picnic areas and fire pits provide a cozy setting for evenings, and guests can opt for spa packages that enhance their relaxation experience.For a unique twist, the Jackson WellSprings, located just outside of Ashland, offers a large natural hot springs pool filled with mineral water. This serene environment is great for wellness activities and workshops, making it an ideal retreat for those looking to rejuvenate and connect with nature.

Is it cheaper to book flights and a Ashland hotel with a pool as a package?

Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.

Can I cancel my hotel reservation on Expedia?

Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Ashland for you.

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