Find hotels in Oakland, Chicago from SAR 361

Top reasons to visit Oakland

• Diverse Activities: Oakland offers a range of activities for families and business travelers, from arena entertainment to photo tours.
• Urban Parks: Explore beautiful urban parks and historic houses, perfect for outdoor fun and relaxation.
• Cultural Experiences: Engage in local cuisine and cultural experiences, ensuring a memorable visit.
• Vibrant Atmosphere: Enjoy the lively charm of Oakland, filled with friendly locals and a welcoming community.
• Variety of Accommodations: Choose from hotels and cozy bed & breakfasts that cater to all traveler needs.

Find great hotels near Oakland

Oakland offers a diverse selection of accommodations, including hotels and charming bed & breakfasts, perfect for every traveler. Whether you prioritize business-friendly amenities, pet-friendly policies, or an LGBTQIA-welcoming environment, you'll find options that cater to your needs. With air-conditioned rooms and positive hotel reviews highlighting the best places to stay, your Oakland experience is sure to be comfortable and enjoyable.

• Congress Plaza Hotel: Nestled in the heart of Chicago's vibrant shopping district, Congress Plaza Hotel is a 3.5-star gem that caters to both business travelers and shopping enthusiasts. With its rich history and classic architecture, the hotel exudes a timeless charm. Guests can enjoy spacious accommodations equipped with modern amenities, along with on-site dining options that reflect the local culinary scene. The hotel also features a business center and meeting facilities, making it an ideal choice for those mixing work with leisure.
• Hyatt Regency Chicago: This 4-star hotel epitomizes urban sophistication and is perfect for travelers seeking a blend of business, shopping, and nature-themed experiences. Located close to Oakland, Hyatt Regency Chicago boasts breathtaking views of the Chicago River and the city skyline. Guests can enjoy a range of amenities including a fitness center, on-site dining, and expansive meeting spaces. The hotel's proximity to parks and the scenic waterfront makes it a fantastic choice for those wanting to unwind amidst nature while still being in the city's hustle and bustle.
• Best Western Grant Park Hotel: Ideal for families and shopping aficionados, Best Western Grant Park Hotel is a welcoming retreat just 4.8km from Oakland. This property is designed with family-friendly amenities, including cribs and safety features for children, ensuring a comfortable stay for guests of all ages. The hotel's location in the shopping district allows easy access to local attractions and entertainment. Additionally, the hotel provides a complimentary breakfast and a cozy atmosphere that invites families to relax and enjoy their time together.

Where to stay near Oakland

Experience the vibrant charm of Oakland, Chicago, where family-friendly activities and urban exploration await. Discover the nearby allure of San Francisco, offering scenic views and outdoor spaces perfect for relaxation. Enjoy the lively atmosphere filled with friendly locals, ideal for family vacations or business trips. Whether you're strolling through parks or indulging in local cuisine, Oakland promises an unforgettable travel experience that beautifully blends urban vibes with serene landscapes.

• Chicago: As a vibrant metropolis, Chicago offers a rich tapestry of experiences for visitors. Located in the heart of the city, Oakland provides easy access to a myriad of attractions. Travelers flock to Chicago for family-friendly activities, outdoor adventures, and its dynamic city atmosphere. Explore iconic shopping areas, catch a show at a renowned theater, or enjoy a game at a local sports facility. The city's landmarks, like the picturesque urban parks and bustling tourist precincts, create an unforgettable backdrop for your vacation.
• Downtown Chicago: Just 8.0km from Oakland, Downtown Chicago is a bustling neighborhood that encapsulates the city's energy. It attracts visitors year-round, with peak travel times occurring from July to September. Here, you can indulge in family activities, outdoor fun, and immerse yourself in the urban experience. With numerous shopping venues, vibrant theaters, and major arena entertainment facilities, Downtown Chicago is a hub of excitement. Don’t miss the opportunity to visit its local landmarks, including the scenic urban parks and lively sports facilities.
• Kenwood: Located a mere 1.4km from Oakland, Kenwood is a charming neighborhood that captivates visitors with its historic appeal. Popular year-round, this area sees increased traveler interest from July to September. Kenwood is perfect for families and those seeking outdoor adventures while being enveloped in a city atmosphere. Engage in educational experiences, enjoy shopping, or explore its renowned arena entertainment venues. Local highlights include historic college campuses and event conference venues, making Kenwood a delightful stop during your Chicago adventure.

Things to do near Oakland

Oakland, Chicago, is perfect for family and business vacations, offering a variety of activities. Visitors can enjoy the arena entertainment facility, explore local restaurants, and take part in photo tours. The city also features great outdoor seating options and event venues, making it a vibrant destination for shopping and education. Whether you're looking to relax or engage, Oakland has something for everyone.

Shopping

Experience shopping in Oakland with the Chicago Place Mall, a dynamic shopping center just 8.0km away, offering a mix of family and business vibes. For more excitement, visit the Shops at North Bridge, also 8.0km away, featuring entertainment and city vibes, or explore the Maxwell Street Market, located 6.4km away, with its vibrant city atmosphere.

Recreation

Experience the excitement at Wrigley Field, a historic stadium perfect for sports enthusiasts. For a tranquil retreat, head to Northerly Island Natural Area, where you can unwind in nature. Enjoy live music at the House of Blues Chicago, offering a vibrant atmosphere for entertainment lovers.

Adventure

Experience the beauty of nature on the Salt Creek Trail, located 19.3km from Oakland, where you can enjoy scenic views and outdoor adventure. For family fun, visit Rainbow Falls Waterpark, 38.6km away, offering exciting water rides and entertainment for all ages.

Nightlife

Experience the vibrant nightlife in Oakland by visiting the Chicago Theatre for a romantic show, or catch a family-friendly film at Film Row Cinema. For a thrilling adventure, explore Amazing Chicago's Funhouse Maze, where excitement awaits just a short distance away.

Booking tips and Expedia advantages for Oakland

To save money on your trip to Oakland, consider visiting during the off-peak months of December to February, when prices are lower. Booking your stay for a Monday can also help you avoid the higher rates typically seen on Saturdays. Utilize Expedia to compare accommodations, filter for eco-friendly options, and sort prices from low to high. Additionally, consider bundling your hotel, flights, and activities for potential savings. Look for deals on room rates and cancellation options to ensure you get the best value for your trip.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Oakland are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Oakland is Monday. The most expensive day to stay around Oakland is Saturday.
• Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and type of hotel you prefer. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
• Consider bundling your trip: You can potentially save money by combining your hotel stay in Oakland with your flights and activities by booking an Expedia package.

Find the best attractions near Oakland

Oakland, Chicago, is perfect for family, business, and city-themed vacations, boasting attractions like urban parks, historic houses, and universities. Visitors can explore cultural experiences and family-friendly activities, ensuring a memorable stay in this vibrant area. Whether you seek history or outdoor fun, Oakland has something for everyone to enjoy.

• McCormick Place: Located 3.2km from Oakland, McCormick Place is a premier convention center known for its impressive architecture and business atmosphere. It's a hub for conferences and trade shows, offering a unique opportunity to network and experience the latest in various industries.
• Grant Park: Situated 6.4km away, Grant Park is a sprawling urban park that serves as the city's front yard. With lush green spaces, beautiful gardens, and family-friendly activities, it's perfect for leisurely strolls, picnics, and enjoying outdoor concerts during the summer.
• University of Chicago: Just 3.2km from Oakland, this historic university boasts stunning Gothic architecture and a rich cultural heritage. Explore its museums, libraries, and the picturesque campus, which offers a glimpse into academic excellence and intellectual vibrancy.

Best time to go to Oakland

The best time to visit Oakland is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Average	Average
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Average	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Average	Average
June	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Average	Average
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Average	Average
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low

The nearest major airports for your trip to Oakland

Traveling to Oakland, Chicago, is convenient with access to several major airports. Chicago O'Hare International Airport (ORD) is situated 30.6km from Oakland, with nearby hotels such as the 4.5-star Loews Chicago O'Hare Hotel, 3.2km away, and the 4-star Hilton Chicago O'Hare Airport, just 161m from the terminal. Midway International Airport (MDW), located 12.9km away, features luxurious options like the 5-star Nobu Hotel Chicago and The Langham, Chicago. For those considering Chicago Executive Airport (PWK), 40.2km from Oakland, the 4.5-star Deer Path Inn and the 4-star Embassy Suites by Hilton are excellent choices nearby.