5 Hilton Hotels for Road Trips in the Midwest

These hotels you can book with Hilton Honors points are perfect for stops during a road trip across the Midwest.

Amanda JohnsonJul 26, 2021
Many or all of the products featured here are from our partners who compensate us. This may influence which products we write about and where and how the product appears on a page. However, this does not influence our evaluations. Our opinions are our own. Here is a list of our partners and here's how we make money.

It's no secret, but this is the year of the road trip. And one of the most road-trippable places you could head is the Midwest. If you're driving across the entire country — a bucket list trip for many — then you'll spend a giant chunk of your trip in the Midwest. If you're looking for a road trip with minimal traffic, the Midwest is your spot given the long stretches of open roads. And if you're looking for breathtaking landscapes, unique roadside attractions and plenty of BBQ, head to the Midwest.

Hilton has among the most hotels of any hotel chain out there, which means a Midwest road trip can be a great way to spend your Hilton points and flex your Hilton elite status. If you're trying to boost your position in the Hilton Honors program, consider a Midwest road trip. And if you are planning a Midwest road trip, here are our favorite Hilton hotels to stay at:

Embassy Suites by Hilton Omaha Downtown Old Market

Stay at the Embassy Suites by Hilton Omaha Downtown Old Market for walkable access to the charming Old Market area, with its brick streets and unique shops. Enjoy enticing options for downtown dining from the city known for its steak, though you’ll have to head outside of downtown to sample the famed whiskey steak at The Drover. You won’t want to miss the Henry Doorly Zoo and Aquarium — given a certificate of excellence from TripAdvisor — which is open by reservation.

Location, location, location makes this Embassy Suites in Downtown Omaha a great choice for your road trip, though the hotel offers ample amenities as well, with an on-site fitness center, pool, restaurant, made-to-order breakfast and evening reception.

Hampton Inn & Suites at the Wisconsin Dells Lake Delton

If you’re looking for family-friendly outdoor fun, the Wisconsin Dells are the place to be. Take yourself to the Hampton Inn & Suites at the Wisconsin Dells Lake Delton, which offers a good location for enjoying nearby attractions and spacious rooms for the whole family.

While some popular attractions at the Wisconsin Dells are at limited capacity, the opportunities to get out in beautiful nature — and get out of the house — abound. Rent a boat to cruise along Lake Delton by yourself, or join a boat tour to access the famous Witches Gulch to explore its narrow canyons and greenery-filled crevices.

And as far as your stay at the Hampton Inn & Suites at the Wisconsin Dells Lake Delton, we're obsessed with the indoor pool complex.

Hilton Promenade at Branson Landing

Find a mixture of theater and nature in Branson, Missouri, with a stay at the Hilton Promenade at Branson Landing. Nestled on Lake Taneycomo, the Hilton Promenade provides quick access to the shopping and dining of downtown Branson.

Branson also provides ample activities, with many shows and museums opening soon, if they haven’t already. Still, many places, such as the Titanic Branson — the world’s largest museum attraction — require a reservation for access to adhere to Centers for Disease Control and Prevention precautions. From ziplining to dinner magic shows, Branson has activities for children as well as adult couples looking for a getaway.

Waldorf Astoria Chicago

If you’re looking for a luxurious escape in the Midwest, check out the Waldorf Astoria Chicago. The rooms offer privacy and serenity, making this resort an inviting place to get away from it all.

While Chicago’s theater district and museums are still closed, the city is slowly beginning to reopen. Use this trip as an opportunity to see Chicago’s other charms. Shop along the Magnificent Mile or grab takeout from world-famous pizzerias Lou Malnati’s and Giordano’s to decide once and for all who has the best deep dish. Enjoy a walk along Lake Michigan and scope out the incredible public art downtown — don’t forget to stop at the “Bean” (Cloud Gate) for a quintessential tourist photo.

DoubleTree by Hilton Deadwood at Cadillac Jack’s

DoubleTree by Hilton Deadwood at Cadillac Jack’s in South Dakota is set against a stunning backdrop in Deadwood, South Dakota. Attached to Cadillac Jack’s Gaming Resort, this DoubleTree gives you a bright, comfortable resting place among the hustle and bustle of Deadwood’s thriving recreation. And since it's located less than a mile from the center of Deadwood off Highway 14, you won't have to go too far out of your way on a roadtrip.

Enjoy hiking in the Black Hills National Forest or take an ATV through the motorized vehicle trails. Picture yourself in the Old West with a tour of the Broken Boot Gold Mine, or spend an afternoon exploring the ample wineries and breweries in the Deadwood area. With its historic charm and plentiful activities, Deadwood makes a great getaway.

Photos courtesy of Hilton (© 2020 Hilton).


How to Maximize Your Rewards

You want a travel credit card that prioritizes what’s important to you. Here are our picks for the best travel credit cards of 2021, including those best for:

Get more smart money moves – straight to your inbox
Sign up and we’ll send you Nerdy articles about the money topics that matter most to you along with other ways to help you get more from your money.