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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
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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

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 13 - Oct 14
Total with taxes and fees
Stratford Inn
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-maintained garden with a paved walkway, surrounded by lush greenery and trees.
A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.

2. Lithia Springs Resort

Lithia Springs Resort
Ashland
  • Mineral springs pool experience transforms relaxation in scenic gardens near Asheville's natural wonders.
$156 nightly
$159 total
Oct 27 - Oct 28
Total with taxes and fees
Lithia Springs Resort
An indoor swimming pool with clear water, a diving board, and a lifeguard sign.
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A hotel room with a blue sofa, a black coffee table, a bed with white linens, and a large window with curtains.
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.

3. 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.
$100 nightly
$112 total
Oct 28 - Oct 29
Total with taxes and fees
Holiday Inn Express & Suites Ashland by IHG
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.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

4. 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.
$132 nightly
$147 total
Oct 26 - Oct 27
Total with taxes and fees
Ashland Hills Hotel & Suites
A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.
Exterior
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.

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.
$106 nightly
$118 total
Oct 31 - Nov 1
Total with taxes and fees
Best Western Windsor Inn
An indoor swimming pool with a clear view of the pool area, a staircase, and seating arrangements.
A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.
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.

6. 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.
$113 nightly
$114 total
Oct 6 - Oct 7
Total with taxes and fees
Comfort Inn & Suites Ashland
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 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.

7. Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
  • Dive into sparkling, seasonal pool days in Ashland with mountains as your backdrop.
$72 nightly
$80 total
Oct 25 - Oct 26
Total with taxes and fees
Prospero's Flagship Inn
A pool area with lounge chairs and a covered seating area.
A spacious lobby with a reception desk, seating area, and large windows.
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.

8. 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
Oct 4 - Oct 5
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.

9. 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.
$83 nightly
$93 total
Oct 18 - Oct 19
Total with taxes and fees
Cedarwood Inn of Ashland
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.
A hotel room with a bed, a mirror, a round mirror, a door leading to a bathroom, a nightstand with a lamp, and a framed picture on the wall.
A well-maintained garden with a variety of plants and a wooden fence.
A shower with a tiled wall, a shower curtain, and a faucet.

10. Palm Cottages

Palm Cottages
Ashland
  • Dive into seasonal pool bliss just steps from Lithia Park at this charming retreat.
$201 nightly
$224 total
Oct 1 - Oct 2
Total with taxes and fees
Palm Cottages
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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.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.
An outdoor patio with a fire pit, seating, and potted plants.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
$87 nightly
$97 total
Oct 13 - Oct 14
Total with taxes and fees
Stratford Inn
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 breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.
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
$72 nightly
$80 total
Oct 25 - Oct 26
Total with taxes and fees
Prospero's Flagship Inn
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
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 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.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$113 nightly
$114 total
Oct 6 - Oct 7
Total with taxes and fees
Comfort Inn & Suites Ashland
Exterior
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.

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 breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.
A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.
A multi-story building with a modern architectural design, featuring a mix of balconies and windows.
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
$100 nightly
$112 total
Oct 28 - Oct 29
Total with taxes and fees
Holiday Inn Express & Suites Ashland by IHG
A spacious lobby with a reception desk, seating area, and large windows.
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 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

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
$169 nightly
$188 total
Oct 4 - Oct 5
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 rustic wooden barn with a sloped roof, surrounded by a field of white daisies.
A gazebo with a wooden roof and white curtains, surrounded by lush greenery and autumn-colored trees.
A garden with a pond, stone walls, and various plants.

Country Willows Inn and Estate

Country Willows Inn and Estate
Ashland
$282 nightly
$286 total
Oct 1 - Oct 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 hotel sign with the name "Straford Inn" and a stone pillar.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.
An outdoor patio with a fire pit, seating, and potted plants.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
$87 nightly
$97 total
Oct 13 - Oct 14
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-maintained garden with a paved walkway, surrounded by lush greenery and trees.
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
$156 nightly
$159 total
Oct 27 - Oct 28
Total with taxes and fees
Lithia Springs Resort
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 bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.
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 Hills Hotel & Suites
Ashland
$132 nightly
$147 total
Oct 26 - Oct 27
Total with taxes and fees
Ashland Hills Hotel & Suites
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
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 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.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$113 nightly
$114 total
Oct 6 - Oct 7
Total with taxes and fees
Comfort Inn & Suites Ashland
Exterior
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.

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 breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.
A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.
A multi-story building with a modern architectural design, featuring a mix of balconies and windows.
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
$100 nightly
$112 total
Oct 28 - Oct 29
Total with taxes and fees
Holiday Inn Express & Suites Ashland by IHG
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 gazebo with a wooden roof and white curtains, surrounded by lush greenery and autumn-colored trees.
A garden with a pond, stone walls, and various plants.

Country Willows Inn and Estate

Country Willows Inn and Estate
Ashland
$282 nightly
$286 total
Oct 1 - Oct 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 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.
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
$518 nightly
$578 total
Oct 19 - Oct 20
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 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.

The Ashland Social | Entire Estate

The Ashland Social | Entire Estate
Ashland
$653 nightly
$728 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.
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Top Ashland Hotel Reviews

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 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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