Hillsboro Vacation Packages 2026 from $344

Hillsboro flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Hotel St. Louis - Chesterfield

Save 100% on your flight

$344

per person

Aug 27 - Aug 31

found 7 hours ago

Roundtrip flight included

Denver (DEN) to St. Louis (STL)

7 indoor tennis courts, an indoor pool, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

The Wildwood Hotel

$348

per person

Aug 27 - Aug 31

found 7 hours ago

Roundtrip flight included

Denver (DEN) to St. Louis (STL)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Residence Inn by Marriott St Louis Downtown

Midtown

Save 100% on your flight

$568

per person

Sep 22 - Sep 26

found 1 day ago

Roundtrip flight included

Phoenix (PHX) to St. Louis (STL)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a terrace, and a grocery/convenience store are also offered.

Remodeled and Inviting Free EV

$562

per person

Oct 1 - Oct 4

found 1 day ago

Roundtrip flight included

New York (NYC) to St. Louis (STL)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A virtual front desk are provided for your convenience.

The Cheshire

Save 100% on your flight

$397

per person

Aug 27 - Aug 31

found 7 hours ago

Roundtrip flight included

Denver (DEN) to St. Louis (STL)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free English breakfast each morning.

Top Hillsboro hotels deals

Countryside Inn

8105 IL-127 Hillsboro IL

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$87 total

Jul 15 - Jul 16

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Pet friendly

Parking included

Historic Red Rooster Inn

123 E Seward St Hillsboro IL

Get rates

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Dry cleaning is also provided.

Parking included

Free WiFi

Charming Hillsboro Home < 1 Mi to Downtown!

Hillsboro IL

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A garden is available at this vacation home.

Kitchen

Air conditioning

Charming Hillsboro Home < 1 Mi to Downtown!

Hillsboro IL

Get rates

This cottage features a marina and free WiFi in public areas. Take advantage of the free self parking.

Kitchen

Parking included

Baymont by Wyndham Litchfield

1405 W Hudson Dr Litchfield IL

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$109 total

Jul 16 - Jul 17

Total with taxes and fees

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like full breakfast and free self parking.

Pool

Hot Tub

Quality Inn & Suites Vandalia near I-70 and Hwy 51

1920 Kennedy Boulevard Vandalia IL

Free Cancellation

$71 nightly

$77 total

Jul 27 - Jul 28

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the laundry service and onsite conference space. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Pool

Breakfast included

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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.

Frequently asked questions

How much are vacation packages to Hillsboro?

Travelocity offers hotel and flight packages from as low as $344. With such great bargains, you'll be exploring all of Hillsboro in no time.

How long should my Hillsboro vacation be?

Generally, 5 nights is how long most travelers spend familiarizing themselves with the sights of Hillsboro. Worried you won't have enough time to squeeze in everything on your travel itinerary? Stay another night or two so you don't miss a thing.

Where can I get the best vacation package deals for Hillsboro?

It's hard to beat Travelocity when it comes to finding your Hillsboro package deal. There are at least 400 partner airlines and 1,000,000 worldwide properties to select from. Book your vacation now and get ready to tick another amazing destination off your bucket list.

Why should I purchase my Hillsboro vacation bundle via Travelocity?

The three S's — savings, support and a stress-free booking — are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you have access to round-the-clock support. With the Travelocity Price Match Guarantee, you know you'll always get the best deal available.

Can I save on my Hillsboro car rental if I combine it with my hotel or flight?

Bundling your hotel, car and flight into a Hillsboro vacation package is a surefire way to score an incredible deal. Plus, having your own rental car gives you total freedom to get to all those big sights you're itching to explore. Located 55 mi from Hillsboro, Busch Stadium is one place that should be on your can't-miss list. Fill up the tank and make a day trip of it.

Which airport is best for Hillsboro?

For plenty of wanderers, heading to Hillsboro means getting off the plane at Lambert-St. Louis Intl. Airport (STL). This busy airport sits 55 mi southwest of the downtown area. You could also opt to jet into Abraham Lincoln Capital Airport (SPI) (50 mi away from central Hillsboro) or Decatur Airport (DEC) (55 mi away from central Hillsboro).