Highwood, Illinois
Exploring Highwood, Illinois: A Three-Day Weekend Trip
Welcome to Highwood, Illinois, a charming city nestled along the shore of Lake Michigan. This hidden gem is the perfect destination for a three-day weekend trip with friends. With its small-town charm, scenic beauty, and a vibrant culinary scene, Highwood offers a delightful mix of attractions and activities for all interests. Get ready to immerse yourself in the local culture, indulge in delicious cuisine, and discover the top-rated attractions that make this city a must-visit destination.
Day 1: Discovering Highwood’s Natural Beauty and Rich History
- Start your day with a visit to Fort Sheridan Forest Preserve. This expansive parkland offers a picturesque setting for outdoor enthusiasts and history buffs alike. Take a leisurely hike along the trails that wind through lush woodlands, open prairies, and along the shores of Lake Michigan. Don’t miss the chance to explore the historic remnants of Fort Sheridan, which once served as a military base during the late 19th and early 20th centuries. You’ll be captivated by the stunning views of the lake and the intriguing stories of the past.
- Indulge in a tasty brunch at the Bent Fork Bakery. This local favorite is renowned for its freshly baked goods, delectable pastries, and mouthwatering brunch options. From fluffy pancakes to savory omelets, there’s something to satisfy every craving. Don’t forget to pair your meal with a freshly brewed cup of coffee or a refreshing mimosa.
- Immerse yourself in history at the Highwood Historical Society Museum. Located in a beautifully restored train depot, this museum tells the story of Highwood’s vibrant past. Explore the exhibits showcasing the city’s immigrant history, learn about its industrial heritage, and discover the contributions made by local residents throughout the years. The museum provides a fascinating glimpse into the heart and soul of Highwood.
- Savor an authentic Italian dinner at La Casa De Isaac & Moishe. This family-owned restaurant is renowned for its delicious Mexican and Jewish dishes with a Mediterranean twist. Indulge in their mouthwatering tacos, flavorful falafel, and delectable hummus. The warm and inviting atmosphere combined with the rich flavors will make this dining experience truly memorable.
Day 2: Gastronomic Delights and Cultural Immersion
- Start your day with a hearty breakfast at The Toadstool Pub. This local hotspot is known for its cozy ambiance and delicious breakfast fare. Treat yourself to their fluffy pancakes, perfectly cooked eggs, and crispy bacon. The friendly staff and laid-back atmosphere will make you feel right at home.
- Embark on a journey through the flavors of Highwood on a food tour. Join a guided food tour to discover the culinary treasures of the city. Sample a variety of dishes from diverse cuisines, including Italian, Mexican, Middle Eastern, and more. Along the way, you’ll learn about Highwood’s rich food culture and the stories behind each delicious bite.
- Explore the stunning Ravinia Festival. Known as the oldest outdoor music venue in the United States, Ravinia Festival hosts a wide array of concerts, ranging from classical to contemporary music. Check their schedule and catch a live performance under the stars. Bring a picnic basket filled with your favorite snacks and drinks to enhance the experience.
- Indulge in a delectable dinner at Miramar Bistro. This charming French restaurant offers a cozy atmosphere and exquisite cuisine. Delight your taste buds with classic French dishes such as escargots, coq au vin, and crème brûlée. The attentive service and elegant ambiance make for an unforgettable dining experience.
Day 3: Relaxation, Shopping, and Spectacular Views
- Enjoy a leisurely morning at Highwood Beach. Spend the morning soaking up the sun and taking in the breathtaking views of Lake Michigan at Highwood Beach. This serene spot offers a peaceful retreat where you can unwind, swim, or simply relax on the sandy shore. Don’t forget to bring a beach towel, sunscreen, and a good book to fully enjoy your time here.
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Explore the unique boutiques and shops along Sheridan Road. Take a stroll along Sheridan Road, Highwood’s main street, and discover a plethora of charming boutiques and specialty stores. From stylish clothing boutiques to antique shops and art galleries, there’s something for every taste. Treat yourself to a unique souvenir or find the perfect gift for a loved one back home.
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Indulge in a mouthwatering lunch at The Toadstool Pub. Return to The Toadstool Pub for a delicious lunch. Their menu features a variety of sandwiches, salads, and comfort food classics. Treat yourself to their signature burgers or try their famous fish and chips. Pair your meal with a cold craft beer or a refreshing cocktail for the perfect midday break.
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End your weekend with a picturesque visit to Highland Park. Just a short drive from Highwood lies Highland Park, a charming suburb known for its beautiful gardens and scenic parks. Visit the stunning Rosewood Beach, stroll through the breathtaking Chicago Botanic Garden, or enjoy a leisurely walk along the Highland Park Ravine Bluffs. Take in the natural beauty and savor the tranquility of this idyllic setting.
- Treat yourself to a farewell dinner at Alex’s Washington Gardens. End your weekend trip with a delightful Italian dinner at Alex’s Washington Gardens. Known for its warm hospitality and authentic Italian dishes, this family-owned restaurant has been a local favorite for over 100 years. Savor their homemade pasta, flavorful sauces, and irresistible tiramisu. Raise a glass to the memories made during your Highwood adventure.
Highwood, Illinois, offers a perfect mix of natural beauty, cultural exploration, and culinary delights. Whether you’re immersing yourself in the city’s rich history, indulging in mouthwatering cuisine, or simply taking in the stunning views, this three-day weekend trip will leave you with unforgettable memories. So pack your bags, gather your friends, and get ready to embark on an exciting journey through the heart of Highwood.
Please note that it is always a good idea to check the websites of the attractions and restaurants mentioned for the most up-to-date information on opening hours and reservations.