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Find Hotels with a Pool in Ashland, OR

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Check availability on Ashland Hotels with a Pool

Tonight
Oct 6 - Oct 7
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Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Ashland hotels with a pool

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

1. Ashland Hills Hotel & Suites

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.
$121 nightly
$135 total
Nov 2 - Nov 3
Total with taxes and fees
Ashland Hills Hotel & Suites
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 hotel sign with the name "Straford Inn" and a stone pillar.

2. Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
  • Aquatic adventures await with indoor pool and hot tub escapes, perfect for year-round swimming in scenic Ashland.
$73 nightly
$82 total
Nov 4 - Nov 5
Total with taxes and fees
Stratford Inn
A poolside area with lounge chairs and umbrellas, a pool, and a view of trees and mountains.
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.

3. Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
  • Dive into sparkling, seasonal pool days in Ashland with mountains as your backdrop.
$57 nightly
$63 total
Oct 11 - Oct 12
Total with taxes and fees
Prospero's Flagship Inn
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.
Exterior
A patio with stone flooring, wooden chairs, and a wooden fence in the background.
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.

4. Best Western Windsor Inn

Best Western Windsor Inn
Ashland
  • Splash into relaxation at this sun-soaked hotel pool with bubbling hot tub and mountain views.
$106 nightly
$118 total
Oct 31 - Nov 1
Total with taxes and fees
Best Western Windsor Inn
A poolside area with lounge chairs and umbrellas.
A hotel lobby with a wooden reception desk, a large chandelier, and a compass-themed floor design.
A spacious indoor area with a long table and chairs, large windows with a view of the beach, and a bar area.
A spacious indoor seating area with blue sofas and round tables, large windows with a view of the beach and umbrellas, and a flat-screen TV mounted on the wall.

5. Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
Medford
  • Splash into sun-soaked serenity at this Medford retreat with poolside cabanas and cocktail service.
$164 nightly
$183 total
Oct 12 - Oct 13
Total with taxes and fees
Compass by Margaritaville in Medford
A pool area with lounge chairs and umbrellas, a small building with a balcony, and surrounding 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.
A well-maintained garden with a paved walkway, surrounded by lush greenery and trees.

6. Lithia Springs Resort

Lithia Springs Resort
Ashland
  • Mineral springs pool experience transforms relaxation in scenic gardens near Asheville's natural wonders.
$110 nightly
$112 total
Nov 1 - Nov 2
Total with taxes and fees
Lithia Springs Resort
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 kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.

7. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
  • Relax in a 24-hour heated indoor pool sanctuary with sun loungers at this convenient, pet-friendly Ashland hotel.
$116 nightly
$118 total
Nov 2 - Nov 3
Total with taxes and fees
Comfort Inn & Suites Ashland
An indoor swimming pool with clear blue water, large windows, and a view of greenery outside.
A billiards room with green-striped wallpaper, a framed black-and-white photo, and a large beer advertisement.
A hotel room with two beds, a desk with a flat-screen TV, a lamp, and a window with curtains.
A gym with various exercise equipment, large windows, and a visible exit sign.

8. Red Lion Hotel Rogue Regency Medford Airport

Red Lion Hotel Rogue Regency Medford Airport
Medford
  • Immerse in this refreshing indoor pool sanctuary with hot tub relaxation and expansive fitness center for active travelers.
$98 nightly
$110 total
Oct 25 - Oct 26
Total with taxes and fees
Red Lion Hotel Rogue Regency Medford Airport
A pool area with lounge chairs and a covered seating area.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.
A stone building with a sign for 'The Bard's Inn' featuring a feather logo and a shield emblem.
A spacious lobby with a reception desk, seating area, and large windows.

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

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
  • Splash into a seasonal oasis with pool-side relaxation in downtown Asheville's cultural hub.
$129 nightly
$144 total
Nov 1 - Nov 2
Total with taxes and fees
The Bard's Inn, BW Signature Collection by Best Western
An indoor swimming pool with clear water, a diving board, and a lifeguard sign.
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.
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.

10. Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
  • Blissful poolside escapes await at this hotel's indoor oasis with hot tub and fitness center.
$98 nightly
$109 total
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Express & Suites Ashland by IHG
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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 hotel sign with the name "Straford Inn" and a stone pillar.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
$73 nightly
$82 total
Nov 4 - Nov 5
Total with taxes and fees
Stratford Inn
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 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

Holiday Inn Express & Suites Ashland by IHG
Ashland
$98 nightly
$109 total
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Express & Suites Ashland by IHG
Exterior
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.
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$106 nightly
$118 total
Oct 31 - Nov 1
Total with taxes and fees
Best Western Windsor Inn
A hotel room with two beds, a TV, a desk, and a lamp.
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 bed, a desk with a TV, a chair, and a microwave.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$116 nightly
$118 total
Nov 2 - Nov 3
Total with taxes and fees
Comfort Inn & Suites Ashland
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

Prospero's Flagship Inn
Ashland
$57 nightly
$63 total
Oct 11 - Oct 12
Total with taxes and fees
Prospero's Flagship Inn
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.
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

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
$129 nightly
$144 total
Nov 1 - Nov 2
Total with taxes and fees
The Bard's Inn, BW Signature Collection by Best Western
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

Country Willows Inn and Estate
Ashland
$215 nightly
$219 total
Nov 1 - Nov 2
Total with taxes and fees
Country Willows Inn and Estate
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 hotel sign with the name "Straford Inn" and a stone pillar.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
$73 nightly
$82 total
Nov 4 - Nov 5
Total with taxes and fees
Stratford Inn
A resort with a covered walkway, potted plants, and a statue.
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.
A well-maintained garden with a paved walkway, surrounded by lush greenery and trees.

Lithia Springs Resort

Lithia Springs Resort
Ashland
$110 nightly
$112 total
Nov 1 - Nov 2
Total with taxes and fees
Lithia Springs Resort
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 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

Holiday Inn Express & Suites Ashland by IHG
Ashland
$98 nightly
$109 total
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Express & Suites Ashland by IHG
Exterior
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.
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$106 nightly
$118 total
Oct 31 - Nov 1
Total with taxes and fees
Best Western Windsor Inn
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 bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
$121 nightly
$135 total
Nov 2 - Nov 3
Total with taxes and fees
Ashland Hills Hotel & Suites
A hotel room with two beds, a TV, a desk, and a lamp.
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 bed, a desk with a TV, a chair, and a microwave.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$116 nightly
$118 total
Nov 2 - Nov 3
Total with taxes and fees
Comfort Inn & Suites Ashland
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

Country Willows Inn and Estate
Ashland
$215 nightly
$219 total
Nov 1 - Nov 2
Total with taxes and fees
Country Willows Inn and Estate
A hallway with a blue wall, a framed welcome sign, a round mirror, and a table.
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.
A two-story house with a front porch, a blue door, and a well-maintained garden with various shrubs and a small tree.

The Ashland Social | Main House

The Ashland Social | Main House
Ashland
$642 nightly
$716 total
Oct 12 - Oct 13
Total with taxes and fees
The Ashland Social | Main House
A two-story house with a blue front door, number 485, surrounded by well-maintained lawns and flowering trees.
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.
A spacious living room with a fireplace, a dining area, and a view through large windows.

The Ashland Social | Entire Estate

The Ashland Social | Entire Estate
Ashland
$712 nightly
$794 total
Oct 12 - Oct 13
Total with taxes and fees
The Ashland Social | Entire Estate
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

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

10/10 Excellent
"Very clean room"
Jonathan 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Ashland by IHG
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

10/10 Excellent
"The property was in excellent condition and very clean. Excellent rate!"
Emmerentia M 1-night trip
Posted 4 hours ago
Comfort Inn & Suites Ashland
Best Western Windsor Inn

Best Western Windsor Inn

10/10 Excellent
"Room and property was clean, staff friendly and helpful, breakfast was good."
Deborah 1-night trip
Posted 5 hours ago
Best Western Windsor Inn
Stratford Inn

Stratford Inn

10/10 Excellent
"I have stayed numerous times at this hotel and I have never been disappointed."
Nina 1-night trip
Posted 12 hours ago
Stratford Inn
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"The room was very cleann and quiet."
Julie 3-night trip
Posted 22 hours ago
Ashland Hills Hotel & Suites
Baymont by Wyndham

Baymont by Wyndham

10/10 Excellent
"I've stayed here many times now and always a great experience."
Mark 1-night trip
Posted 2 days ago
Baymont by Wyndham
Relax Inn At Ashland

Relax Inn At Ashland

8/10 Good
"Quaint, renovated motel. Nice touches but not high end. Nice location, staff friendly. As rated, would go back. Dog allowed, micro/fridge in room. Great coffee kiosk next door, organic fair trade coffee and organic milk."
Laurel 1-night trip
Posted 2 days ago
Relax Inn At Ashland
Ashland Motel - Oregon

Ashland Motel - Oregon

8/10 Good
"The room itself was cute and clean. The outside and the AC unit were a little dated but worked well. I did really miss having an ice machine but it was clearly stated that was not an offered amenity so it was not a surprise. The staff was wonderful and the description was informative and accurate. A great overall experience."
Shelby 1-night trip
Posted 6 days ago
Ashland Motel - Oregon

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 $59 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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