Oakland Hotels near Chicago

Find great hotels near Oakland

Discover a variety of accommodation options in Oakland, Chicago, where you can find everything from modern hotels to charming bed and breakfasts. Catering to business travellers and those seeking a pet-friendly or LGBTQIA welcoming environment, Oakland's hotels offer essential amenities such as air conditioning and standout services. Explore the best hotels in the area and read reviews to ensure a delightful stay in this vibrant neighbourhood.

• Congress Plaza Hotel: Step into a world of historic charm and contemporary convenience at the Congress Plaza Hotel. This 3.5-star establishment is ideally located in the bustling shopping district, making it a perfect choice for business travellers and those seeking a vibrant shopping experience. Guests will appreciate the hotel’s elegant décor, comprehensive business facilities, and proximity to major attractions. With a range of dining options and well-appointed rooms, the Congress Plaza Hotel combines comfort and functionality, ensuring a memorable stay for all.
• Hyatt Regency Chicago: Embrace the spirit of inclusivity at Hyatt Regency Chicago, a 4-star hotel renowned for its LGBTQIA welcoming environment. Situated in the lively shopping district, this hotel caters to both business and leisure travellers alike. Guests can enjoy spacious rooms with stunning views, state-of-the-art fitness facilities, and various dining options that reflect the city’s culinary diversity. The Hyatt’s affiliation with LGBTQI travel guides ensures an enriching and supportive atmosphere, making it a top choice for those seeking a culturally vibrant experience in Chicago.
• Best Western Grant Park Hotel: Family-friendly and conveniently located just 4.8km from Oakland, the Best Western Grant Park Hotel offers a warm and inviting atmosphere for guests of all ages. With a focus on family vacations, this hotel provides essential amenities for children, including complimentary cribs and safety features like window guards. Located in the shopping district, families can easily explore local attractions while enjoying comfortable accommodations and a range of on-site services designed to make your stay enjoyable and hassle-free.

Where to stay near Oakland

Oakland, Chicago, offers a delightful blend of family-friendly attractions and urban experiences. Nestled near the vibrant city of San Francisco, visitors can explore scenic outdoor spaces and enjoy a warm, welcoming atmosphere. Whether you're seeking a business-themed getaway or a leisurely family vacation, Oakland's great location ensures easy access to nearby attractions and a wonderful sense of community. Discover the charm and diversity that make this neighbourhood a fantastic destination for all travellers.

• Chicago: As a bustling metropolis, Chicago is the heart of the Windy City, where Oakland lies. Known for its vibrant culture, the city draws visitors year-round, with peak travel occurring from June to August. Chicago offers a plethora of experiences, from family outings to outdoor adventures. Explore its lively shopping districts, attend thrilling arena events, or enjoy a night at the theatre. Popular landmarks include iconic sports stadiums, expansive urban parks, and bustling tourist precincts, making it a hub of activity and excitement.
• Downtown Chicago: Located a mere 8.0km from Oakland, Downtown Chicago is a vibrant neighbourhood that pulses with life. This area is consistently popular among travellers, especially during the summer months. Visitors flock here for family-friendly activities and outdoor attractions. Downtown is home to extensive shopping areas, renowned theatre productions, and exciting sports venues. With its proximity to key landmarks such as tourist precincts and urban parks, Downtown Chicago offers a dynamic blend of entertainment and cultural experiences.
• Kenwood: Just 1.4km from Oakland, Kenwood is a charming neighbourhood that combines residential tranquillity with cultural richness. This area welcomes visitors throughout the year, particularly in the summer months. Kenwood is perfect for families and culture enthusiasts, offering educational experiences alongside enjoyable shopping opportunities. Notable attractions include historic colleges and universities, event conference venues, and convention centres, making it an enriching place to explore while enjoying the local community spirit.

Things to do near Oakland

Oakland offers a diverse range of activities perfect for family and business vacations alike. Visitors can explore numerous event venues, enjoy the vibrant local dining scene, and partake in photo tours of the city. Additionally, outdoor seating options provide a lovely atmosphere for relaxation, while shopping centres and educational facilities enhance the experience. Embrace the charm of Oakland as you discover all it has to offer.

Shopping

City Market, just 8.0km from Oakland, offers a vibrant public market experience. For Harry Potter enthusiasts, the Harry Potter Shop Chicago, also 8.0km away, provides a magical retail atmosphere. Lastly, Chicago Place Mall, located 8.0km from Oakland, is perfect for family and business shoppers alike.

Recreation

In Oakland, visit Wrigley Field for an energetic atmosphere filled with sports excitement, located 14.5km away. Soldier Field, just 4.8km from Oakland, offers similar vibes for sports enthusiasts. The United Center, situated 9.7km away, provides thrilling events and a vibrant community spirit.

Adventure

Venture along the Salt Creek Trail, a picturesque hiking route located 19.3km from Oakland, offering stunning scenery and outdoor thrills. For a splash of fun, visit Rainbow Falls Waterpark, 38.6km away, where vibrant attractions and family-friendly entertainment await, promising an exhilarating day out.

Nightlife

The nightlife in Oakland offers vibrant experiences, from the romantic Huntington Bank Pavilion at Northerly Island, perfect for a cultured evening, to the family-friendly Film Row Cinema. For a dash of adventure, visit Amazing Chicago's Funhouse Maze, where fun awaits for all ages, just a short distance away.

Booking tips and Expedia advantages for Oakland

To save money on your trip to Oakland, consider visiting between December and February when accommodation prices are at their lowest. Booking your stay for a Monday can also help you avoid the weekend price surge. Use Expedia’s search tool to filter results by budget and hotel type, focusing on eco-certified options for sustainability. Additionally, combine your hotel, flight, and activities into a package deal for further savings. Don’t forget to compare room rates and cancellation policies to ensure you're getting the best deal possible.

• 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: Expedia’s search tool enables you to specify your budget, preferred destination, and additional preferences. You can sort the results to display prices from lowest to highest, allowing you to view the most affordable hotels first. Additionally, you have the option to refine your search by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
• Consider bundling your trip: You can save money by combining your hotel stay in Oakland with your flights and activities by booking a package through Expedia.

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