Highly Rated Hotels With Pool in Ashland | Expedia

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Check availability on Ashland Hotels with a Pool

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Sep 11 - Sep 12

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Sep 12 - Sep 13

This weekend

Sep 11 - Sep 13

Next weekend

Sep 18 - Sep 20

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 lobby with leather sofas, a rug, and lamps.

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

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.

$94 nightly

$105 total

Sep 13 - Sep 14

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.

2. 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

Sep 27 - Sep 28

Total with taxes and fees

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

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

3. Lithia Springs Resort

Ashland

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

$165 nightly

$167 total

Oct 5 - Oct 6

Total with taxes and fees

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

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

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.

$106 nightly

$108 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 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.

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

5. Holiday Inn Express & Suites Ashland by IHG

Ashland

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

$107 nightly

$119 total

Oct 12 - Oct 13

Total with taxes and fees

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

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

6. Prospero's Flagship Inn

Ashland

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

$59 nightly

$66 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 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.

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

7. 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.

$143 nightly

$160 total

Sep 20 - Sep 21

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 modern hotel lobby with a leather sofa, a coffee table, a patterned rug, a reception desk, and a wall-mounted snack station.

A covered outdoor seating area with benches and potted plants.

8. Timbers INN and Suites

Ashland

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

$75 nightly

$83 total

Sep 20 - Sep 21

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 lobby with leather sofas, a rug, and lamps.

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

$94 nightly

$105 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 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.

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

$106 nightly

$108 total

Sep 28 - Sep 29

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

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

Historic Downtown District

$169 nightly

$188 total

Sep 13 - Sep 14

Total with taxes and fees

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

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.

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

Holiday Inn Express & Suites Ashland by IHG

Ashland

$107 nightly

$119 total

Oct 12 - Oct 13

Total with taxes and fees

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.

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

Sep 27 - Sep 28

Total with taxes and fees

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.

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

Prospero's Flagship Inn

Ashland

$59 nightly

$66 total

Sep 13 - Sep 14

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

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

Country Willows Inn and Estate

Ashland

$282 nightly

$286 total

Sep 13 - Sep 14

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 lobby with leather sofas, a rug, and lamps.

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

$94 nightly

$105 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 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.

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

$106 nightly

$108 total

Sep 28 - Sep 29

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.

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

Ashland Hills Hotel & Suites

Ashland

$143 nightly

$160 total

Sep 20 - Sep 21

Total with taxes and fees

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

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.

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

Holiday Inn Express & Suites Ashland by IHG

Ashland

$107 nightly

$119 total

Oct 12 - Oct 13

Total with taxes and fees

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.

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

Sep 27 - Sep 28

Total with taxes and fees

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

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.

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

Lithia Springs Resort

Ashland

$165 nightly

$167 total

Oct 5 - Oct 6

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

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

Country Willows Inn and Estate

Ashland

$282 nightly

$286 total

Sep 13 - Sep 14

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

$651 nightly

$726 total

Oct 12 - Oct 13

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

The Ashland Social | Entire Estate

Ashland

$667 nightly

$744 total

Oct 13 - Oct 14

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

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

8/10 Good

"Young women taking my order at Luna Cafe failed to include a coffee and got my order wrong. Eggs were over-easy when I asked for over-hard and sausage when I asked for bacon. Also failed to include butter and jelly with the toast, although brought some after I asked for them. While I would stay the night again, I won’t be going back to Luna Cafe ever again."

Baymont by Wyndham

Baymont by Wyndham

8/10 Good

"Rooms are being re-furbished. Very nice job. I'll stay again."

Timbers INN and Suites

Timbers INN and Suites

8/10 Good

"The Timbers Inn and Suites was perfect for our one night stay in Ashland. Our room had a small kitchenette, but was stocked with everything we needed. The room was small but for a one night stay it didn't matter. The staff was friendly. The room was clean (without counting a few cobwebs and a spider). Reasonably priced and close to downtown, it was a solid deal."

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

8/10 Good

"Good place to stay., everything we needed, definitely stay here again. Ashland has a lot of great restaurants and a active and fun downtown area. Much nicer than Medford with all the homelessness."

Prospero's Flagship Inn

Prospero's Flagship Inn

10/10 Excellent

"This place is reliably wonderful… spotless and affordable and friendly."

Best Western Windsor Inn

Best Western Windsor Inn

10/10 Excellent

"I would stay here again,"

Stratford Inn

Stratford Inn

8/10 Good

"great location, friendly staffs, comfortable bed, overall good vibes"

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

8/10 Good

"The sink arrangement outside of the bathroom is a little inconvenient. The offerings in the continental breakfast were a bit scant."

Lithia Springs Resort

Lithia Springs Resort

8/10 Good

"Bb"

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 $66 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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