Hotels in Winnetka

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Where to stay in Winnetka?

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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.

Top landmarks in Winnetka

Home Alone House

Home Alone House

Home Alone House is in the heart of Winnetka, so why not stop by during your stay. If you have fun at Home Alone House, you'll love Chocolate Box, just a short walk away.

Elder Lane Beach

Elder Lane Beach

When the beach is calling your name, you might want to head down to Elder Lane Beach, located 1.2 mi (2 km) from central Winnetka. If you want to continue walking by the waves, head to Kenilworth Beach located nearby.

Chocolate Box

Chocolate Box

Chocolate Box is in the heart of Winnetka, so why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you have fun at Chocolate Box, you'll love Wagner Farm and Adagio Teas, both located nearby.

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Frequently asked questions

How much does a hotel room cost in Winnetka?
You can find top hotels in Winnetka from $146 with options to suit your budget and needs. If you're looking for an affordable hotel in Winnetka that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com. If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Winnetka hotels?
Members can save up to 20% on select hotels in Winnetka. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Winnetka hotels with free cancellation?
It's easy to book a refundable Winnetka hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some popular hotels in central Winnetka?
For hotels in central Winnetka, check out Graduate by Hilton Evanston and Hilton Orrington / Evanston. Travelers love Graduate by Hilton Evanston for its location, as well as the restaurant, bar/lounge and 24-hour gym this hotel offers. Hilton Orrington / Evanston is another popular central hotel with a restaurant, a bar/lounge and a 24-hour gym. South Evanston and North Evanston are some of the most central neighborhoods for your Winnetka vacation.
Are all taxes and fees included in the Winnetka hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
Can I book refundable accommodations in Winnetka?
If you need the flexibility to change your plans to Winnetka, most accommodations offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Winnetka be like during my visit?
The warmest months in Winnetka are usually July and August with an average temp of 70°F. January and February are the chilliest months when the average temp is 30°F. The rainiest months are May and June.
Why should I book my Winnetka hotel through Hotels.com?
There are plenty of reasons to book your Winnetka travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Winnetka

Find out more about Winnetka

Whispers of Nature: Discover the Enchantment of Winnetka's Forested Retreat

Nestled along the shores of Lake Michigan, Winnetka, Illinois, is a charming suburban gem that exudes a blend of natural beauty and refined elegance. Known for its picturesque tree-lined streets and stunning beaches, this idyllic destination invites visitors to explore lush parks and serene nature trails. Discover the historic architecture in the town center, indulge in boutique shopping, or savor delightful cuisine at local eateries. With its tranquil ambiance and community spirit, Winnetka offers a perfect escape for families, couples, and nature lovers alike, making it a delightful retreat just a short trip from Chicago.

Discover great hotels in Winnetka

Winnetka offers a range of hotel accommodations, from budget-friendly options to more upscale stays. You can find various motels and hotels nearby, catering to different preferences and budgets, with rates typically reflecting the area's charm and amenities. Enjoy a comfortable stay in this picturesque community. These are some of the hotels preferred by our travelers in Winnetka:

  1. Residence Inn by Marriott Chicago Wilmette/SkokieOpens in a new window: This inviting 3.0-star hotel provides a comfortable retreat for leisure travelers seeking a welcoming atmosphere. With a range of amenities designed for relaxation and convenience, guests appreciate the thoughtful touches that enhance their stay. The property features business-friendly facilities, including a well-equipped business center and versatile meeting spaces, perfect for those needing to balance work with leisure. Reviewers often highlight the pet-friendly nature of the hotel, which adds to its charm. The tranquil environment and accessibility make it a popular choice for a distinctive getaway.
  2. Renaissance Chicago North Shore HotelOpens in a new window: Renaissance Chicago North Shore Hotel is a sophisticated 4.0-star hotel that caters to leisure travelers with a passion for golf. This property stands out for its upscale amenities, including an exceptional golf experience that allows guests to indulge in their favorite sport amidst beautiful surroundings. The hotel's business facilities are also top-notch, featuring a 24-hour business center and various meeting spaces. The stylish design and luxury offerings ensure that guests enjoy a seamless and refined experience. Positive sentiments frequently mention the fantastic atmosphere for relaxation and exploration, making it a highly recommended choice for discerning travelers.
  3. Hampton Inn & Suites Chicago-North Shore/SkokieOpens in a new window: Hampton Inn & Suites Chicago-North Shore/Skokie is a charming 3.0-star hotel that focuses on creating memorable experiences for leisure travelers. With an emphasis on family-friendly offerings, the hotel also provides amenities that cater to guests looking for comfort and enjoyment. The property boasts multiple meeting rooms and a fully accessible business center, making it adaptable for various needs. Reviewers often praise the engaging atmosphere, the thoughtful amenities for children, and the overall welcoming vibe that encourages relaxation and fun. This hotel is a delightful choice for those seeking a cozy yet vibrant stay.

Top locations to stay in Winnetka

When visiting Winnetka, Illinois, consider staying in Rosemont, Evanston, or Skokie. Rosemont offers entertainment and sports attractions, making it ideal for hockey fans. Evanston boasts a vibrant university atmosphere with cultural and dining options. Skokie is perfect for shopping and diverse dining experiences. For first-time visitors, Evanston is the best choice due to its lively ambiance and accessibility.

  1. EvanstonOpens in a new window: Evanston is a charming lakeside destination that offers a vibrant mix of cultural attractions and outdoor activities. Stroll along the beautiful shoreline of Lake Michigan, where you can enjoy scenic views and relaxing parks. The city is known for its local shops and boutiques, making it a great spot for a leisurely shopping experience. Plus, with a variety of cultural venues nearby, you can catch a live performance or art exhibit that showcases local talent. The inviting atmosphere and friendly community make Evanston a delightful place to stay while exploring the North Shore.
  2. SkokieOpens in a new window: Skokie is a fantastic choice for those who love shopping and dining. The area boasts a range of shopping options, from quaint local boutiques to larger retail centers. You can indulge in diverse dining experiences, offering everything from international cuisine to classic American fare. Skokie also features beautiful parks and recreational areas where you can unwind and enjoy outdoor activities. The welcoming vibe and convenience of Skokie make it an appealing spot for visitors looking to explore the surrounding region.
  3. RosemontOpens in a new window: Rosemont is an energetic area known for its lively entertainment scene. With a focus on hockey and sports, it's a perfect spot for fans looking to catch a game or event. The area also offers a range of shopping options and dining experiences that cater to various tastes. You can explore cultural attractions, including theaters and concert venues, which host a variety of performances throughout the year. Rosemont's dynamic atmosphere and convenient location make it an exciting place to stay while enjoying all that the greater Chicago area has to offer.

Things to do in Winnetka

Winnetka enchants visitors with its lush forests, serene lakes, and charming parks, ideal for hiking and birdwatching. Enjoy leisurely afternoons by the water, embrace the thrill of local sports, or explore quaint shops. This vibrant community offers a delightful blend of nature and activity for every traveler.

  • Navy PierOpens in a new window – Experience the vibrant energy of Navy Pier, where you can stroll along the waterfront, enjoy delightful dining options, and take in stunning views of Lake Michigan. Don’t miss out on the iconic Ferris wheel for a breathtaking aerial perspective of the city.
  • Michigan AvenueOpens in a new window – Walk along the famous Michigan Avenue, known for its impressive architecture and bustling atmosphere. This street is lined with an array of shops and eateries, making it an ideal spot for a leisurely shopping trip or a bite to eat.
  • Millennium ParkOpens in a new window – Discover the beauty of Millennium Park, where art and nature blend seamlessly. Explore the innovative installations like the Cloud Gate sculpture, often referred to as The Bean, and relax in the lush surroundings, perfect for a picnic or a casual stroll.
  • Grant ParkOpens in a new window – Visit Grant Park, a sprawling green space in the heart of the city. Enjoy a peaceful walk through the gardens, catch a concert, or simply unwind while taking in the vibrant atmosphere that this urban park offers.
  • Chicago RiverwalkOpens in a new window – Take a scenic walk along the Chicago Riverwalk, where you can admire the city’s stunning skyline from a unique vantage point. This riverside area is perfect for a leisurely stroll, dining by the water, or even renting a kayak for a fun afternoon on the river.

5 tips for savvy savings when booking a hotel in Winnetka

  1. Book for the cheapest times: For those looking to visit Winnetka on a budget, the most affordable months are January, February, and December, when hotel prices may drop. Staying for at least 2 to 3 days is perfect for immersing yourself in the area’s historical landmarks and cultural attractions. You'll find great value for money while exploring local shops, enjoying family-friendly activities, and taking in the natural beauty of the forests and parks. Whether you're interested in birdwatching, dining, or catching a baseball game, Winnetka offers a range of options that cater to diverse interests, making it an ideal destination for a budget-friendly getaway.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Winnetka on Hotels.com, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section for potentially discounted rates on hotels as your travel date approaches. You may also want to enable email alerts or push notifications from Hotels.com to stay informed about flash sales and special promotions. This way, you're more likely to catch savings opportunities. Additionally, utilize Smart ShoppingOpens in a new window, the app's comparison tool, to compare hotel prices and amenities. With these tips, you could be among the first to know if prices drop or rooms become available for your getaway.
  3. Be flexible with dates: Prices can fluctuate due to factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay at a Winnetka hotel. For those seeking a distinctive experience, boutique hotels often provide a more personalized atmosphere and sometimes better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could be more budget-friendly, helping you find a great deal.
  4. Consider your location: Staying closer to major attractions or city centers may be convenient, but it often comes with higher prices. For more budget-friendly options, consider hotels in less central neighborhoods, which usually tend to be cheaper while still offering reasonable access to the sites you want to visit. You might also look into independent hotels located a bit farther out, as they can provide a more authentic and affordable experience.
  5. Become a Member: Join us for free and start planning your next getaway in Winnetka! As a member, you’ll have access to exclusive member prices on over 100,000 hotels worldwide, helping you save on your accommodations. Enjoy the benefits of quick tier progression, which can lead to perks such as complimentary room upgrades when available, and discounts on food and beverages at select VIP Access properties. Don’t miss out on these fantastic opportunities—become a member today and enhance your travel experience!

Best time to go to Winnetka

Winnetka experiences its lowest average temperature in January, at 24.8°F (-4.0°C), while July is the hottest month, with an average temperature of 73.4°F (23.0°C). May is usually the wettest month. April, June, and July are the peak travel months in Winnetka, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. On the other hand, January, October, and December tend to be quieter times to visit, marked by light rainfall and mostly sunny to mostly cloudy conditions.

If you're looking to discover somewhere new, look no further than Winnetka. Whether you're planning to stay for a night or for the week, the area around Winnetka has accommodations to fit every need. Search for hotels in Winnetka with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Winnetka hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Winnetka hotel deals are here with our lowest price guarantee.

Winnetka Travel Information

Best Time to Visit
March, May and June
Average Stay
2 days
International Airports
O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW)
Popular Sights
Northwestern University, Loyola University Chicago and Chicago Botanic Garden

Keep exploring

Keep exploring