Highly Rated Hotels With Pool in Ashland | Expedia

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Check availability on Ashland Hotels with a Pool

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Aug 24 - Aug 25

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Aug 25 - Aug 26

This weekend

Aug 28 - Aug 30

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Our top choices for Ashland hotels with a pool

An indoor swimming pool with a hot tub area, clear water, and a lifeguard chair.

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

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

A buffet with labeled food stations including omelets and cheese.

1. Holiday Inn Express & Suites Ashland by IHG

Ashland

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

$106 nightly

$118 total

Aug 31 - Sep 1

Total with taxes and fees

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.

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

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

2. Stratford Inn

Siskiyou-Hargadine Historic District

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

$124 nightly

$138 total

Sep 13 - Sep 14

Total with taxes and fees

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

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

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.

3. 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.

$125 nightly

$139 total

Aug 30 - Aug 31

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.

$111 nightly

$112 total

Aug 31 - Sep 1

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 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.

5. 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

Aug 30 - Aug 31

Total with taxes and fees

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

A two-story house with a porch, a staircase, and a garden.

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.

6. Lithia Springs Resort

Ashland

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

$191 nightly

$193 total

Sep 7 - Sep 8

Total with taxes and fees

A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

A Zen garden with a statue, surrounded by various plants and rocks.

A hotel room with a large bed, a desk, and a window with curtains.

A covered outdoor seating area with benches and potted plants.

7. Timbers INN and Suites

Ashland

Serene mountain escape with poolside relaxation and hiking trails for outdoor adventures.

$74 nightly

$82 total

Sep 13 - Sep 14

Total with taxes and fees

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

A home office with a desk, computer, and office chair. There is a brown leather sofa and a patterned rug.

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

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

Aug 25 - Aug 26

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

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

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

Stratford Inn

Siskiyou-Hargadine Historic District

$124 nightly

$138 total

Sep 13 - Sep 14

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

$111 nightly

$112 total

Aug 31 - Sep 1

Total with taxes and fees

A Holiday Inn Express hotel with a modern design, featuring a prominent entrance and a landscaped area with flowers.

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

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

An indoor swimming pool with a hot tub area, clear water, and a lifeguard chair.

Holiday Inn Express & Suites Ashland by IHG

Ashland

$106 nightly

$118 total

Aug 31 - Sep 1

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

Best Western Windsor Inn

Ashland

$113 nightly

$125 total

Aug 30 - Aug 31

Total with taxes and fees

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

A hotel entrance with a sign, a pedestrian crossing sign, and a road with 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 wooden deck with white lounge chairs and a table, surrounded by a wooden fence and trees.

Prospero's Flagship Inn

Ashland

$84 nightly

$94 total

Aug 25 - Aug 26

Total with taxes and fees

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

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

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

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

Historic Downtown District

$169 nightly

$188 total

Aug 30 - Aug 31

Total with taxes and fees

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

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

Country Willows Inn and Estate

Ashland

$282 nightly

$286 total

Aug 25 - Aug 26

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

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

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

Stratford Inn

Siskiyou-Hargadine Historic District

$124 nightly

$138 total

Sep 13 - Sep 14

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

$111 nightly

$112 total

Aug 31 - Sep 1

Total with taxes and fees

A Holiday Inn Express hotel with a modern design, featuring a prominent entrance and a landscaped area with flowers.

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

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

An indoor swimming pool with a hot tub area, clear water, and a lifeguard chair.

Holiday Inn Express & Suites Ashland by IHG

Ashland

$106 nightly

$118 total

Aug 31 - Sep 1

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

Best Western Windsor Inn

Ashland

$113 nightly

$125 total

Aug 30 - Aug 31

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

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

$125 nightly

$139 total

Aug 30 - Aug 31

Total with taxes and fees

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

A two-story house with a porch, a staircase, and a garden.

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

$191 nightly

$193 total

Sep 7 - Sep 8

Total with taxes and fees

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

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

Country Willows Inn and Estate

Ashland

$282 nightly

$286 total

Aug 25 - Aug 26

Total with taxes and fees

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

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

A two-story house with a front porch, a blue door, and a well-maintained garden with various shrubs and a small tree.

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

The Ashland Social | Main House

Ashland

$510 nightly

$568 total

Sep 7 - Sep 8

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 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.

The Ashland Social | Entire Estate

Ashland

$699 nightly

$780 total

Sep 8 - Sep 9

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.

View all properties

Top Ashland Hotel Reviews

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

8/10 Good

"The bathroom has no fan and with there being no windows in the bathroom, I think it is necessary to have a fan (isn't that a law anyway)."

Stratford Inn

Stratford Inn

10/10 Excellent

"Location was perfect for walking to downtown. Room and entire hotel was clean; staff was pleasant, friendly and very accomodating. Loved that there was seating areas outside to enjoy the weather. Breakfast had a good variety and was well tended to. Thank you Stratford Inn staff!"

Best Western Windsor Inn

Best Western Windsor Inn

8/10 Good

"No comment, everything fine"

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

8/10 Good

"Location, price, staff, breakfast"

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

10/10 Excellent

"The staff was very nice and helpful. The rooms were nice and clean. Great location. Would recommend this hotel."

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

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

8/10 Good

"Very good for walking Mainstreet and to the Theaters."

Timbers INN and Suites

Timbers INN and Suites

8/10 Good

"Great little motel. Very clean and spacious rooms. My only complaint: Neither of the ice machines near my room were working (and there was no sign to indicate that, which would have been helpful -- if i'd know, I'd have gotten ice elsewhere)."

Lithia Springs Resort

Lithia Springs Resort

10/10 Excellent

"It was amazing."

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 $82 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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