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 13

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

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.

$89 nightly

$99 total

Oct 4 - Oct 5

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.

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

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.

$134 nightly

$150 total

Sep 7 - Sep 8

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.

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

3. 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 21 - Sep 22

Total with taxes and fees

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

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

A Holiday Inn Express hotel with a modern design, featuring a prominent entrance and a parking lot.

A hotel lobby with a reception desk, seating area, and a view of the hallway.

4. Holiday Inn Express & Suites Ashland by IHG

Ashland

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

$117 nightly

$130 total

Sep 28 - Sep 29

Total with taxes and fees

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

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

5. Comfort Inn & Suites Ashland

Ashland

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

$110 nightly

$111 total

Sep 28 - Sep 29

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

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

6. Lithia Springs Resort

Ashland

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

$193 nightly

$196 total

Oct 4 - Oct 5

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 covered outdoor seating area with benches and potted plants.

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

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

7. 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

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

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

8. Prospero's Flagship Inn

Ashland

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

$59 nightly

$66 total

Sep 7 - Sep 8

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

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

A Holiday Inn Express hotel with a modern design, featuring a prominent entrance and a parking lot.

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

A hotel lobby with a reception desk, seating area, and a view of the hallway.

Holiday Inn Express & Suites Ashland by IHG

Ashland

$117 nightly

$130 total

Sep 28 - Sep 29

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.

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

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

Stratford Inn

Siskiyou-Hargadine Historic District

$89 nightly

$99 total

Oct 4 - Oct 5

Total with taxes and fees

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

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.

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

Comfort Inn & Suites Ashland

Ashland

$110 nightly

$111 total

Sep 28 - Sep 29

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.

Best Western Windsor Inn

Ashland

$113 nightly

$125 total

Sep 21 - Sep 22

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

$159 nightly

$177 total

Sep 21 - Sep 22

Total with taxes and fees

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

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

Prospero's Flagship Inn

Ashland

$59 nightly

$66 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 garden with a pond, stone walls, and various plants.

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

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

Country Willows Inn and Estate

Ashland

$298 nightly

$303 total

Sep 6 - Sep 7

Total with taxes and fees

View all properties

Hotels with pools and hot tubs in Ashland

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

A Holiday Inn Express hotel with a modern design, featuring a prominent entrance and a parking lot.

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

A hotel lobby with a reception desk, seating area, and a view of the hallway.

Holiday Inn Express & Suites Ashland by IHG

Ashland

$117 nightly

$130 total

Sep 28 - Sep 29

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.

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

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

Stratford Inn

Siskiyou-Hargadine Historic District

$89 nightly

$99 total

Oct 4 - Oct 5

Total with taxes and fees

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

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.

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

Comfort Inn & Suites Ashland

Ashland

$110 nightly

$111 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 bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.

Ashland Hills Hotel & Suites

Ashland

$134 nightly

$150 total

Sep 7 - Sep 8

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.

Best Western Windsor Inn

Ashland

$113 nightly

$125 total

Sep 21 - Sep 22

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

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

Lithia Springs Resort

Ashland

$193 nightly

$196 total

Oct 4 - Oct 5

Total with taxes and fees

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

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

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

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

Country Willows Inn and Estate

Ashland

$298 nightly

$303 total

Sep 6 - Sep 7

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

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

10/10 Excellent

"Very nice room, cozy and comfortable. Convenient location, smooth check-in"

Lithia Springs Resort

Lithia Springs Resort

10/10 Excellent

"The resort was great, to many people in the hot tub to long, also no coffee till 7:30 am had to walk to HUMAN BEAN down the street for coffee"

Stratford Inn

Stratford Inn

10/10 Excellent

"The room was spacious with a king size bed in it. It was clean and quiet. The property is conveniently located with a grocery store across the street and dining options close by I very much enjoyed my stay there and wouldn't hesitate to return"

Best Western Windsor Inn

Best Western Windsor Inn

10/10 Excellent

"Everything was wonderful."

Timbers INN and Suites

Timbers INN and Suites

10/10 Excellent

"Older but clean property. Being on special diets, my friend and I both appreciated booking a room with a kitchen (fridge, stove, plates, etc) A bit of a walk to OSF campus for those not used to walking, but doable for younger folks. Does appear to be on the bus line, but we had a car. A few smaller things weren't deal breakers (bigger coffee cups) but we did have major trouble, late at night, with the room key not working. Strongly suggested to mgmt that they replace all door knobs and locks."

Baymont by Wyndham

Baymont by Wyndham

8/10 Good

"Staff was friendly and the room was clean. AC worked amazing. Would stay again"

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

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

10/10 Excellent

"Nice hotel and walking distance to shopping and restaurants"

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

8/10 Good

"This is the best place for the right price. Check in is easy. We've stayed twice traveling through. First room was a bit better than the second. Both rooms were good. It's definitely an upgraded old motel but they have added nice modern upgrades. It's quiet too."

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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