Historic Route 66 Holidays

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Things to do near Historic Route 66

Historic Route 66 offers an exciting outdoor adventure for tourists, featuring activities such as motor racing and camping. Visitors can enjoy live music, embark on scenic drive tours, and explore popular tourist routes. For a unique experience, consider staying in charming tourist cabins that reflect the historic essence of the route, making it a perfect destination for road trippers seeking adventure and entertainment.

Shopping

The Westfield Louis Joliet Shopping Mall, located 25.7km from Historic Route 66, offers a vibrant mix of entertainment and city vibes. For a unique experience, visit the Downers Grove Wine Shop, situated 45.1km away, or explore Northfield Square Mall, 30.6km from the historic route, for family-friendly shopping.

Recreation

Discover Duly Health and Care Field for an invigorating sports experience with a buzzing atmosphere. Enjoy a round at Mistwood Golf Club, where you can soak in the outdoors while playing on beautifully manicured greens. For a touch of luxury, unwind at Broken Arrow Golf Club with its exclusive country club charm.

Adventure

At Route 66 Raceway, feel the adrenaline rush as you watch thrilling motor racing events, merely 12.9km from Historic Route 66. For a fun-filled karting experience, visit Haunted Trails Family Entertainment Center, located 22.5km away, where adventure awaits. Don’t miss Echo Bowling Lanes, 24.1km away, for a lively activity.

Nightlife

Along Historic Route 66, the Rialto Square Theater, located 20.9km away, offers a romantic and cultural night out, perfect for families. Meanwhile, AMC Classic Morris 10, 25.7km from the route, provides a vibrant atmosphere for film enthusiasts, blending entertainment and family-friendly vibes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Historic Route 66

Historic Route 66 offers an exciting blend of outdoor adventures and historical attractions, perfect for families and city explorers alike. Visitors can enjoy urban parks, national and state parks, while discovering unique roadside attractions, famous stops, and significant historical sites along the way. From exploring charming historic colleges to embarking on scenic drives, there’s something for everyone to enjoy on this iconic highway.

  • Midewin National Tallgrass Prairie: Explore this expansive steppe located a mere 483m from Historic Route 66. Midewin offers stunning scenery and a serene outdoor atmosphere, perfect for hiking and wildlife observation.
  • Kankakee River State Park: Situated 17.7km away, this national park is an adventure enthusiast's paradise. Enjoy picturesque views of the Kankakee River while engaging in activities like canoeing, fishing, and hiking amidst nature's beauty.
  • Joliet Junior College: Also 17.7km away, this historic college is a hub of culture. Stroll through its charming campus, attend local events, and immerse yourself in the rich educational legacy of this institution.

Booking tips and Expedia advantages for Historic Route 66

To save money on your trip along Historic Route 66, consider visiting between December and February when accommodation prices are lower. Booking your stay on a Monday can also help reduce costs, as Saturdays tend to be the most expensive. Use Expedia’s search tool to filter options by budget and location, and sort prices from lowest to highest for the best deals. Additionally, bundling your hotel, flights, and activities into a package can lead to significant savings, making your trip both enjoyable and economical.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Historic Route 66 are December to February, where the prices are slightly lower. This is in comparison to June to August, 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 Historic Route 66 is Monday. The most expensive day to stay around Historic Route 66 is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of accommodation you desire. To uncover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy significant savings by combining your hotel reservations along Historic Route 66 with your flights and activities through an Expedia package.

Top hotels in Historic Route 66

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
Fully refundable
The price is S$187 per night from 9 Nov to 10 Nov
S$187
9 Nov - 10 Nov
includes taxes & fees
8.6/10 Excellent! (3,389 reviews)
Adriana is the best.

Reviewed on 28 Oct, 2025

Club Quarters Hotel, Central Loop, Chicago
Central Loop Hotel

Central Loop Hotel

4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$187 per night from 9 Nov to 10 Nov
S$187
9 Nov - 10 Nov
includes taxes & fees
8.4/10 Very Good! (1,882 reviews)
Clean

Reviewed on 27 Oct, 2025

Central Loop Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$180 per night from 23 Nov to 24 Nov
S$180
23 Nov - 24 Nov
includes taxes & fees
8.4/10 Very Good! (5,169 reviews)
The best hotel and best location best breakfast

Reviewed on 29 Oct, 2025

Embassy Suites by Hilton Chicago Downtown River North
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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