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Top Winnetka hotels

Embassy Suites by Hilton Chicago Downtown River North

InterContinental Chicago Magnificent Mile by IHG

Hilton Chicago/Magnificent Mile Suites

citizenM Chicago Downtown

Congress Plaza Hotel

The Wade

Hotel Felix River North/Magnificent Mile

The Whitehall Hotel, BW Premier Collection

Swissotel - Chicago
Hotels in Winnetka with star-rating
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5 Star Hotels
Top hotels in Winnetka for Extended Stay

Kasa Magnificent Mile Chicago
Winnetka Hotel & Travel Guide
If you're thinking of discovering the local culture of the Chicago region and need Winnetka hotels, you'll have a wonderful list to select from. Enjoy reading the 24 room choices on Travelocity, which are all within a 6-mile (10-kilometer) radius of the city center.
Travelocity-listed accommodation options that are close to the heart of Winnetka include the Hampton Inn & Suites Chicago-North Shore/Skokie and Renaissance Chicago North Shore Hotel.
The Chicago Downtown Condo - Michigan Ave Suite ID #14-15 is around 18 miles (28 kilometers) outside the town center of Winnetka. An alternative accommodation option is the The Peninsula Chicago, which is positioned 16 miles (25 kilometers) away. The Waldorf Astoria Chicago as well as the Trump International Hotel & Tower Chicago are some other accommodation options worth checking out around Winnetka.
Looking for more activities? Spend some time checking out Woodfield Mall and Legoland Discovery Center, in Schaumburg, 16 miles (26 kilometers) west of Winnetka. The Renaissance Schaumburg Convention Center Hotel and Residence Inn by Marriott Chicago Schaumburg/Woodfield Mall are some of the Travelocity-recommended short and long-stay options in Schaumburg. For another option, head to Algonquin, 30 miles (46 kilometers) west of Winnetka, where you have the options of the Holiday Inn Express Hotel & Suites Chicago-Algonquin and Victorian Rose Garden. While visiting Algonquin, set aside some time to explore the Terrace Hill Golf Course and Raging Buffalo Snowboard Ski Park.
Before your Winnetka trip comes to an end, why not spend an hour or two enjoying the spectacle with Chicago supporters at a community game. Wrigley Field is located 12 miles (19 kilometers) to the southeast of Winnetka. Stay in the middle of the action at the Roscoe Village Guesthouse or the Best Western Plus Hawthorne Terrace Hotel.
If you are traveling through O'Hare International Airport and are hoping to book a room in the area, why not consider Loews Chicago O'Hare Hotel or The Westin O'Hare.
Winnetka hotels essential information
Accommodation | 4,390 hotels |
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Lowest Price | |
Highest Price | |
Popular hotels | Embassy Suites by Hilton Chicago Downtown River North, InterContinental Chicago Magnificent Mile by IHG, Hilton Chicago/Magnificent Mile Suites, citizenM Chicago Downtown, Congress Plaza Hotel, The Wade, Hotel Felix River North/Magnificent Mile, The Whitehall Hotel, BW Premier Collection, Swissotel - Chicago |
Top reasons for your vacation to Winnetka
- Scenic Lakefront: Take a stroll along Winnetka's beautiful lakefront, where you can enjoy stunning views and a refreshing breeze.
- Nature Trails: Explore the forests and nature trails surrounding Winnetka, perfect for hiking and birdwatching.
- Baseball: Catch a baseball game and experience the excitement of America's favorite pastime in Winnetka.
- Shopping: Enjoy a leisurely day of shopping in Winnetka's charming boutiques and stores.
- Dining: Indulge in delicious dining options, with a variety of restaurants offering diverse cuisines.
Find your favorite hotels in Winnetka
If you're planning a family outdoor vacation in Winnetka, Illinois, you'll find a range of hotel accommodations to suit your needs. From cozy bed and breakfasts to modern hotels, there are options for every budget. Whether you're looking for a 5-star luxury experience or a comfortable stay near outdoor attractions, you'll find top hotels in and around Winnetka. These accommodations provide a great base for exploring the beautiful outdoor scenery and enjoying all that this charming area has to offer.
Hotel name | Type | Stars | Description |
River Hotel | Hotel | 4.0 | This 4.0-star rated hotel offers a convenient location with close proximity to the river, theater, breathtaking views, friendly locals, shopping centers, entertainment options, historic monuments, walking trails, and museums. It also provides a concierge service. The River Hotel is located 16.2 miles away from Winnetka, making it a great option for your outdoor vacation. |
Congress Plaza Hotel | Hotel | 3.5 | With a 3.5-star rating, this hotel is located near stunning views, theaters, a university, shopping areas, a beautiful lake, friendly locals, historical sites, walking paths, museums, and even windsurfing spots. It is situated 17.1 miles away from Winnetka, making it a convenient choice for your outdoor getaway. |
Eurostars Magnificent Mile | Hotel | 4.0 | This 4.0-star rated hotel is known for its close proximity to theaters, captivating views, friendly locals, trendy boutiques, shopping venues, museums, segway tours, historic monuments, and even a steam room. Located just 15.8 miles away from Winnetka, it offers a great option for your outdoor vacation. |
Explore the best activities and sights in Winnetka
During your outdoor vacation in Winnetka, Illinois, there are plenty of family-friendly activities to enjoy. Explore the nearby forests and nature trails, perfect for hiking and birdwatching. Take a trip to Millennium Park in nearby Chicago to see the iconic Cloud Gate sculpture, or visit the Willis Tower for breathtaking views of the city. In Winnetka itself, you can engage in sports activities like baseball or enjoy a leisurely day of shopping and dining. For more attractions, you can also check out the nearby town of Rosemont or visit Morris Park.
- Home Alone House: The Home Alone House is a must-visit attraction for fans of the beloved Christmas movie. This iconic house stands out with its charming architecture and picturesque surroundings. Step into the world of Kevin McCallister as you imagine the hilarious and heartwarming scenes that took place here. The house exudes a cozy and nostalgic atmosphere that will transport you back to the 90s. With its beautifully manicured gardens and quaint neighborhood, the Home Alone House offers a unique experience that will make you feel like a part of the film.
- Chocolate Box: The Chocolate Box is a captivating attraction that offers a delightful variety of experiences. From the moment you step inside, you'll be surrounded by a vibrant and energetic atmosphere. Sports enthusiasts can enjoy a game of baseball or indulge in water activities at the nearby lake. Take a leisurely stroll through the stunning gardens and immerse yourself in the beauty of nature. The beach provides a perfect spot for relaxation and sunbathing, while the theater offers entertainment for all ages. Dining options range from casual to upscale, and you can even enjoy live music while savoring delicious cuisine. The Chocolate Box is a sensory delight that will leave you craving for more.
- Elder Lane Beach: Elder Lane Beach is a paradise for beach lovers and nature enthusiasts. This family-friendly beach offers a serene and inviting atmosphere. Take a leisurely walk along the shore and enjoy the sound of waves crashing against the shore. The surrounding forests provide a peaceful backdrop, perfect for a picnic or birdwatching. Sports enthusiasts can engage in baseball games or simply relax on the sandy beach. After a day of sun and sand, unwind at one of the nearby dining options and savor a cup of coffee. Elder Lane Beach is a tranquil escape that allows you to reconnect with nature and create lasting memories with your loved ones.
Where to stay in Winnetka
Experience the charm of Winnetka, Illinois on your outdoor vacation. This suburb area offers a range of activities for the whole family. Take a stroll along the scenic lakefront, where you can enjoy the beautiful views and refreshing breeze. Explore the forests and nature trails surrounding Winnetka, perfect for hiking and birdwatching. For sports enthusiasts, catch a baseball game or visit the Northwestern campus nearby. With shopping, family-friendly attractions, and delicious dining options all within walking distance, Winnetka is the ideal destination for a joyful outdoor vacation.
- Northfield: Northfield is a charming city that offers a range of family-friendly activities and attractions. You can explore the local shopping scene, with various boutique stores and quaint shops to discover. The city also hosts festivals throughout the year, providing a lively and festive atmosphere for visitors. If you're looking to reconnect with nature, Northfield boasts beautiful forests and parks where you can enjoy outdoor sports, biking, fishing, and canoeing. Additionally, the dining options in Northfield cater to a variety of tastes, ensuring that you and your family will find something delicious to enjoy. With its combination of natural beauty, recreational opportunities, and culinary delights, Northfield is definitely worth a visit for an outdoor vacation with your family.
The travel seasons of Winnetka
Trips to Winnetka show no change in popularity throughout the year. The peak season to visit is from June to August, with July being the highest month. Off-peak season starts from December to February, and October sees the least travelers.
Winnetka has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 73.4 degrees Fahrenheit. The wettest month in Winnetka is May, so pack accordingly.
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January | 24.8°F (-4.0°C) | Light Rain | Mostly Cloudy |
February | 26.2°F (-3.2°C) | Light Rain | Mostly Cloudy |
March | 37.0°F (2.8°C) | Light Rain | Mostly Cloudy |
April | 46.0°F (7.8°C) | Light Rain | Mostly Sunny |
May | 57.0°F (13.9°C) | Light Rain | Mostly Sunny |
June | 67.5°F (19.7°C) | Light Rain | Mostly Sunny |
July | 73.4°F (23.0°C) | Light Rain | Mostly Sunny |
August | 73.0°F (22.8°C) | Light Rain | Mostly Sunny |
September | 66.7°F (19.3°C) | Light Rain | Mostly Sunny |
October | 54.3°F (12.4°C) | Light Rain | Mostly Sunny |
November | 41.5°F (5.3°C) | Light Rain | Mostly Sunny |
December | 32.2°F (0.1°C) | Light Rain | Mostly Cloudy |
Food and dining in Winnetka
While visiting Winnetka, you'll find a variety of delicious local cuisines to satisfy your food cravings. Stacked & Folded Winnetka is a popular restaurant known for its North American dishes, offering a range of flavorful options. For a taste of Latin American cuisine, head to Taco Nano, a highly rated taco restaurant that is sure to impress. If you're in the mood for Mediterranean Greek food, make a stop at Avli Estiatorio, where you can indulge in their highly acclaimed dishes. With options like omelette bars, signature eateries, and the cozy ambiance of Il Lafayette and Indigo Lounge, Winnetka has several restaurants to explore and enjoy.
How do I find a great hotel with Travelocity?
Ensure your entire crew enjoys an unforgettable vacation with our reliable and all-round online travel platform. Discover the perfect accommodations by using our family-friendly badge, which highlights hotels that offer extra amenities for children. Our custom filters make it easy to find hotels that are located near top attractions, provide enhanced cleaning, and fit within your budget.
Why should I book with Travelocity?
Conference calls, to-do lists and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide worry-free travel every time you and your family book with us so that you can spend less time stressing and more time creating memories. To achieve this, we will assist you in finding and planning your perfect trip, offer transparent pricing and reliable reviews, and provide 24/7 guaranteed customer support before, during, and after your vacation.
How can I save money on my trip to Winnetka?
Save money on your trip to Winnetka, Illinois by visiting during the less popular season of December-February. Combine your flights, hotel, and car bookings into a bundle to take advantage of discounted prices. While in Winnetka, enjoy inexpensive activities such as shopping in the local area, exploring the beautiful forests nearby, and taking in a baseball game. These affordable options will allow you to make the most of your family trip without breaking the bank.
Frequently asked questions
Recent Winnetka hotel reviews by fellow wanderers
