Plan your trip

An aerial view of a residential area with houses, roads, and trees.

Find Hotels with a Pool in Winnetka, CA

  • 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 prices for these dates

    Check prices for these dates, December 13 – 14, 2026

    View in a map

    Our top choices for Winnetka hotels with a pool

    1. Best Western Canoga Park Motor Inn

    A swimming pool with a white border, surrounded by a fence, and adjacent to a building with large windows and a flat roof.

    2. Sonesta ES Suites Chatsworth

    A pool area with lounge chairs and umbrellas, surrounded by a multi-story building with balconies.

    3. Home2 Suites By Hilton Woodland Hills

    A modern indoor pool area with red Adirondack chairs, a pool table, and a view of the city through large windows.

    4. Holiday Inn Express & Suites Chatsworth by IHG

    A person relaxing by a poolside with a drink and a fruit on the ground.

    5. The Anza - A Calabasas Hotel

    A poolside area with wooden lounge chairs and a built-in bench, under a pergola with wall-mounted lights.

    6. Hilton Garden Inn Calabasas

    A pool area with lounge chairs, a palm tree, and a building with large windows.

    7. Best Western Woodland Hills Inn

    A clear swimming pool with lounge chairs and umbrellas, surrounded by a yellow building with emergency contact signs.

    8. Tarzana Inn

    A swimming pool with lounge chairs and umbrellas, surrounded by a concrete deck.

    9. Hampton Inn & Suites Porter Ranch Los Angeles

    A hotel with a swimming pool, lounge chairs, and an American flag.

    10. Best Western Plus Carriage Inn

    A swimming pool with lounge chairs, surrounded by palm trees and a brick wall.

    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

    Choose what matters most at hotels with a pool in Winnetka

    Breakfast included

    4 stars

    5 stars

    Hot tub

    Spa

    Top Winnetka Hotel Reviews

    Sonesta ES Suites Chatsworth

    A pool area with lounge chairs and umbrellas, surrounded by a multi-story building with balconies.

    Hilton Garden Inn Calabasas

    A pool area with lounge chairs, a palm tree, and a building with large windows.

    Holiday Inn Express & Suites Chatsworth by IHG

    A person relaxing by a poolside with a drink and a fruit on the ground.

    Home2 Suites By Hilton Woodland Hills

    A modern indoor pool area with red Adirondack chairs, a pool table, and a view of the city through large windows.

    Hampton Inn & Suites Porter Ranch Los Angeles

    A hotel with a swimming pool, lounge chairs, and an American flag.

    Cambria Hotel Calabasas - Malibu

    A pool area with white lounge chairs and umbrellas, a stone wall, and a building with arched windows.

    Best Western Woodland Hills Inn

    A clear swimming pool with lounge chairs and umbrellas, surrounded by a yellow building with emergency contact signs.

    Holiday Inn Express Van Nuys by IHG

    A rectangular pool with a blue edge, surrounded by a white deck. There are lounge chairs and a table with umbrellas.

    Tarzana Inn

    A swimming pool with lounge chairs and umbrellas, surrounded by a concrete deck.

    Hampton Inn Los Angeles/Santa Clarita

    A swimming pool with lounge chairs and a small building, surrounded by palm trees and a fence.

    La Quinta Inn & Suites by Wyndham Santa Clarita - Valencia

    A swimming pool with a small hot tub, lounge chairs, and palm trees.

    Good Nite Inn - Calabasas

    A swimming pool with lounge chairs and umbrellas, surrounded by a fenced area and buildings.

    The Sojourn Los Angeles - Sherman Oaks

    A hotel with a swimming pool, outdoor seating, and a palm tree.

    Hampton Inn & Suites Agoura Hills

    A swimming pool with lounge chairs and umbrellas, surrounded by a building with a sign reading "Hampton Inn & Suites".

    Holiday Inn Express & Suites Valencia - Santa Clarita by IHG

    A hotel courtyard with a swimming pool, outdoor seating, and a fire feature.

    Comfort Suites Near Six Flags Magic Mountain

    A pool area with two hot tubs and a lounge chair, surrounded by a fence and trees.

    Frequently Asked Questions

    What are the best hotels in Winnetka with outdoor pools?

    The Best Western Canoga Park Motor Inn is a top choice for travellers seeking a hotel in Winnetka with an outdoor pool. Rated 9.0 by guests, it is highly praised for its inviting pool area, complete with sun loungers—great for families looking to relax and enjoy the California sun.

    Guests particularly appreciate the complimentary breakfast, which adds extra value to their stay, making mornings straightforward and delicious. With free parking and a staff noted for their amazing service, this hotel strikes a balance between quality and convenience, ensuring a pleasant experience for both parents and children alike.

    How much does a hotel with outdoor pool in Winnetka cost?

    Enjoy staying in a hotel in Winnetka with an outdoor pool. You can find a great deal from $128 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.

    Is it cheaper to book flights and a Winnetka 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 Winnetka for you.

    Explore a world of travel with Expedia