Hotels in Winnetka

Whispers of the Woods: Discover the Enchantment of Winnetka

Nestled along the shimmering shores of Lake Michigan, Winnetka, Illinois, is a delightful blend of suburban charm and natural beauty. This picturesque village boasts lush forests, tranquil parks, and stunning lakefront vistas, perfect for leisurely strolls or picnics. Wander through its quaint streets lined with elegant homes and boutique shops, or delve into the local art scene. The enchanting beach and scenic nature trails invite outdoor enthusiasts to explore. With a serene atmosphere and rich community spirit, Winnetka offers a refreshing escape for families, couples, and anyone seeking a slice of idyllic Americana.

Top locations to stay in Winnetka

When visiting Winnetka, Illinois, notable areas to consider are Evanston, Wrigleyville, and Arlington Heights. Evanston is appealing for its vibrant university atmosphere, Wrigleyville is renowned for its lively baseball culture, and Arlington Heights offers charming suburban vibes. For first-time visitors, Evanston is best suited, providing a mix of culture, dining, and proximity to the lakefront.

1. EvanstonOpens in a new window: Evanston is a charming area that feels both vibrant and serene, making it an ideal place to stay. Known for its cultural attractions, you'll find a variety of galleries and theatres, providing plenty of entertainment options. The local dining scene is diverse, with cosy cafés and bistros to explore. Nature enthusiasts will enjoy the picturesque shoreline along Lake Michigan, perfect for leisurely strolls or picnics. Plus, Evanston’s proximity to Chicago means you can easily venture into the city for even more attractions, including museums and shopping.
2. WrigleyvilleOpens in a new window: Wrigleyville is a lively neighbourhood famous for its baseball culture, particularly the iconic Wrigley Field. This area is buzzing with energy, especially during game days, making it a fun spot for sports enthusiasts. Beyond baseball, Wrigleyville offers a vibrant mix of cultural attractions, shopping, and dining options. The nightlife here is spirited, with a variety of bars and venues that often host live music. For those wanting to soak up the local atmosphere, a stroll around the neighbourhood will reveal its unique charm.
3. Arlington HeightsOpens in a new window: Arlington Heights is a delightful suburban area that offers a more relaxed pace while still providing a range of activities. It’s well-known for its beautiful parks and family-friendly environment, making it perfect for outdoor lovers. The downtown area features a variety of shops and dining options, catering to different tastes. For entertainment, there are cultural attractions and events that bring the community together throughout the year. It’s a great choice for travellers looking for a quieter stay while still being close to the excitement of nearby Chicago.

Things to do in Winnetka

Winnetka beckons with its stunning natural landscapes, where lush forests meet serene lakes and charming beaches. Visitors can enjoy leisurely boating, invigorating hikes, or tranquil birdwatching amidst vibrant greenery. With delightful shopping and lively sports activities available, this village is an inviting retreat for every type of traveller.

• Lakefront TrailOpens in a new window – Enjoy a refreshing stroll or bike ride along this scenic urban park that hugs the shoreline. With stunning views of the lake and lush greenery, it's an ideal spot to reconnect with nature while soaking up the sun.
• Armitage AvenueOpens in a new window – Wander down this vibrant street lined with charming boutiques, delightful cafés, and unique shops. Take a leisurely afternoon to explore the local offerings and indulge in some retail therapy amidst the lively atmosphere.
• Chicago RiverwalkOpens in a new window – Discover the bustling heart of the city along this picturesque waterfront promenade. With inviting seating areas, art installations, and waterfront dining options, it's the perfect place to relax and watch the world go by.
• State StreetOpens in a new window – Dive into the shopping scene on this iconic street, where you'll find a mix of well-known brands and local gems. It's an exciting hub of activity, perfect for those looking to experience the vibrant city life.
• Oak Street BeachOpens in a new window – Bask in the sun on this beautiful beach, where soft sands and gentle waves invite you to unwind. Whether you're looking to swim, sunbathe, or enjoy a picnic, this beach offers a refreshing escape from the urban hustle.

4 tips for savvy savings when booking a hotel in Winnetka

1. Book for the cheapest times: The most budget-friendly time to visit Winnetka is during January, February, and December, when hotel prices tend to be lower. For a great value for money experience, a stay of at least 2 to 3 days is recommended to thoroughly explore the key landmarks and cultural attractions. Visitors can enjoy an array of activities related to history and culture, including shopping and dining options, as well as opportunities for birdwatching and enjoying the surrounding forests. With the potential for prices to drop during these months, it’s an ideal time for those looking to experience Winnetka while on a budget.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Winnetka, begin by exploring the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted rates on hotels as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, ensuring you’re more likely to seize savings opportunities. Additionally, the Smart Shopping tool available via the app allows you to compare hotel prices and amenities, helping you make informed choices. You’ll receive updates on price drops or room availability, giving you the chance to book a spontaneous getaway.
3. Be flexible with dates: Prices may fluctuate due to factors such as the hotel's location, star rating, and the time of year. Therefore, being flexible with your travel dates could help you save on your stay at a hotel in Winnetka. For those seeking a distinctive experience, boutique hotels often provide a more personalised touch and may offer 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 affordable, increasing the likelihood that you'll secure the best deal.
4. Consider your location: Opting to stay nearer to major attractions or city centres may offer convenience, but it often comes with a steeper price tag. For more budget-friendly options, you might consider hotels located in less central areas or neighbourhoods, striking a balance between cost and accessibility to the sites you wish to visit. Independent hotels situated further out are usually more likely to be affordable and can provide a more authentic 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 typically the wettest month. If you’re looking to soak up the lively atmosphere in Winnetka, April, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, January, October, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.