A deer on a road with vegetation on the sides.

Find Hotels with a Pool in Ashland, OR

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Ashland Hotels with a Pool

Tonight
Sep 9 - Sep 10
Tomorrow
Sep 10 - Sep 11
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 hotel sign with the name "Straford Inn" and a stone pillar.

1. 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.
$87 nightly
$97 total
Oct 8 - Oct 9
Total with taxes and fees
Stratford Inn
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 modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.

2. 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.
$120 nightly
$134 total
Oct 5 - Oct 6
Total with taxes and fees
Holiday Inn Express & Suites Ashland by IHG
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 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.

3. Lithia Springs Resort

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
Lithia Springs Resort
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 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.

4. 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.
$106 nightly
$108 total
Sep 28 - Sep 29
Total with taxes and fees
Comfort Inn & Suites Ashland
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 patio with stone flooring, wooden chairs, and a wooden fence in the background.

5. 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.
$113 nightly
$125 total
Sep 21 - Sep 22
Total with taxes and fees
Best Western Windsor Inn
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 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.

6. 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.
$140 nightly
$156 total
Sep 21 - Sep 22
Total with taxes and fees
Ashland Hills Hotel & Suites
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 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.

7. Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
  • Dive into sparkling, seasonal pool days in Ashland with mountains as your backdrop.
$59 nightly
$65 total
Sep 13 - Sep 14
Total with taxes and fees
Prospero's Flagship Inn
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 modern hotel lobby with a leather sofa, a coffee table, a patterned rug, a reception desk, and a wall-mounted snack station.
A Zen garden with a statue, surrounded by various plants and rocks.

8. Timbers INN and Suites

Timbers INN and Suites
Ashland
  • Serene mountain escape with poolside relaxation and hiking trails for outdoor adventures.
$75 nightly
$83 total
Sep 21 - Sep 22
Total with taxes and fees
Timbers INN and Suites
A pool area with lounge chairs and a covered seating area.
A stone building with a sign for 'The Bard's Inn' featuring a feather logo and a shield emblem.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.
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.
$169 nightly
$188 total
Sep 13 - Sep 14
Total with taxes and fees
The Bard's Inn, BW Signature Collection by Best Western
A swimming pool with a wooden deck, a lifebuoy, and white plastic chairs.
A dining area with a wooden table and chairs, a potted plant, and a window with blinds.
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.

10. Cedarwood Inn of Ashland

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 13 - Sep 14
Total with taxes and fees
Cedarwood Inn of Ashland
View all properties

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 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 hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
$120 nightly
$134 total
Oct 5 - Oct 6
Total with taxes and fees
Holiday Inn Express & Suites Ashland by IHG
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
$87 nightly
$97 total
Oct 8 - Oct 9
Total with taxes and fees
Stratford Inn
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 bed, a desk with a TV, a chair, and a microwave.
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

Comfort Inn & Suites Ashland
Ashland
$106 nightly
$108 total
Sep 28 - Sep 29
Total with taxes and fees
Comfort Inn & Suites Ashland
A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$113 nightly
$125 total
Sep 21 - Sep 22
Total with taxes and fees
Best Western Windsor Inn
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.
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
$169 nightly
$188 total
Sep 13 - Sep 14
Total with taxes and fees
The Bard's Inn, BW Signature Collection by Best Western
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 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
$59 nightly
$65 total
Sep 13 - Sep 14
Total with taxes and fees
Prospero's Flagship Inn
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 gazebo with a wooden roof and white curtains, surrounded by lush greenery and autumn-colored trees.

Country Willows Inn and Estate

Country Willows Inn and Estate
Ashland
$282 nightly
$286 total
Sep 10 - Sep 11
Total with taxes and fees
Country Willows Inn and Estate
View all properties

Hotels with pools and hot tubs in Ashland

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 hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
$120 nightly
$134 total
Oct 5 - Oct 6
Total with taxes and fees
Holiday Inn Express & Suites Ashland by IHG
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
$87 nightly
$97 total
Oct 8 - Oct 9
Total with taxes and fees
Stratford Inn
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 bed, a desk with a TV, a chair, and a microwave.
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

Comfort Inn & Suites Ashland
Ashland
$106 nightly
$108 total
Sep 28 - Sep 29
Total with taxes and fees
Comfort Inn & Suites Ashland
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.
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
$140 nightly
$156 total
Sep 21 - Sep 22
Total with taxes and fees
Ashland Hills Hotel & Suites
A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$113 nightly
$125 total
Sep 21 - Sep 22
Total with taxes and fees
Best Western Windsor Inn
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 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

Lithia Springs Resort
Ashland
$165 nightly
$167 total
Oct 5 - Oct 6
Total with taxes and fees
Lithia Springs Resort
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 gazebo with a wooden roof and white curtains, surrounded by lush greenery and autumn-colored trees.

Country Willows Inn and Estate

Country Willows Inn and Estate
Ashland
$282 nightly
$286 total
Sep 10 - Sep 11
Total with taxes and fees
Country Willows Inn and Estate
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

The Ashland Social | Entire Estate
Ashland
$623 nightly
$694 total
Sep 21 - Sep 22
Total with taxes and fees
The Ashland Social | Entire Estate
A hallway with a blue wall, a framed welcome sign, a round mirror, and a table.
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.
A modern kitchen with wooden cabinets, a central island, stainless steel appliances, and pendant lighting.

The Ashland Social | Main House

The Ashland Social | Main House
Ashland
$621 nightly
$692 total
Sep 30 - Oct 1
Total with taxes and fees
The Ashland Social | Main House
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

Timbers INN and Suites

Timbers INN and Suites

10/10 Excellent
"Returning travelers from over ten years ago, I believe when the property had just been renovated. Happy to see it has been maintained since then. Off-putting phone call for late check-in (it’s me, I really hate making phone calls at all) but otherwise the process itself was smooth, with the key retrieval and follow up text. Super comfortable and clean beds. Entertainment center doubling up as drawer and mini fridge storage was a bit too large for the space. The bathroom fan timer switch wasn’t holding (it immediately unwound) but not a big deal, the little window was openable. Definitely will gladly come back here for an Ashland/Medford-focused stay."
Lianne 1-night trip
Posted 6 hours ago
Timbers INN and Suites
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."
William 2-night trip
Posted 16 hours ago
Cedarwood Inn of Ashland
Stratford Inn

Stratford Inn

8/10 Good
"Clean Room. Appreciated the hardwood floors to minimize dust and allergens. Close to downtown. Great location convenient to SOU and OSF."
Jerri 5-night trip
Posted 23 hours ago
Stratford Inn
Prospero's Flagship Inn

Prospero's Flagship Inn

8/10 Good
"I liked the place. I wanted to love it, but it showed wear and tear. In particular, the light where I entered my room was shorted and gave a hard strobe effect (not how you want to be greeted). The breakfast room was pretty sparse and extremely "protein" light and "carbo" heavy. But, that's just a preference. It was a cute theme-y kinda place, and overall it fit the (play)bill - pun intended."
R Grant 1-night trip
Posted 1 day ago
Prospero's Flagship Inn
Relax Inn At Ashland

Relax Inn At Ashland

10/10 Excellent
"Very good for a room that costed around $100, booked on the same day I visited. Clean, good WiFi, and pillows were nice."
Eric 1-night trip
Posted 1 day ago
Relax Inn At Ashland
Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

10/10 Excellent
"Room was clean, breakfast was really good and nice staff."
Hardeep 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Ashland by IHG
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"Great hotel, especially if you’re traveling with kids or pets."
Nicole 1-night trip
Posted 3 days ago
Ashland Hills Hotel & Suites
Lithia Springs Resort

Lithia Springs Resort

8/10 Good
"Bb"
Stephen 2-night trip
Posted 5 days ago
Lithia Springs Resort

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 $65 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.

Explore a world of travel with Expedia