Deals on vacations and trips to Hillsboro

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Hillsboro flight + hotel vacation packages

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The Principal Hotel

The Principal Hotel

3.5 out of 5
Price was $791, price is now $596 per person
$596
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Washington (WAS) to St. Louis (STL)
A restaurant and a gym are featured at this hotel. Free self parking, a coffee shop, and dry cleaning are also offered.
21C Museum Hotel St Louis

21C Museum Hotel St Louis

4.5 out of 5
Downtown West
Price was $1,046, price is now $793 per person
$793
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Washington (WAS) to St. Louis (STL)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and concierge services.
Red Bud Country Inn

Red Bud Country Inn

2.5 out of 5
Price was $819, price is now $621 per person
$621
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Washington (WAS) to St. Louis (STL)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.
The Cheshire

The Cheshire

4 out of 5
Price was $1,125, price is now $856 per person
$856
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Washington (WAS) 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.
White House at Grand Central

White House at Grand Central

3.5 out of 5
Grand Center
Price was $793, price is now $604 per person
$604
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Washington (WAS) to St. Louis (STL)
This apartment features a garden, express check-out, and laundry facilities. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. The front desk is staffed around-the-clock and barbecue grills are on offer.

Top Hillsboro hotels deals

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

3 out of 5
1088 South Highway Drive Fenton MO
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $115 total per night
$115 total
May 24 - May 25
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
River City Casino & Hotel

River City Casino & Hotel

4 out of 5
777 River City Casino Blvd St. Louis MO
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $114 total per night
$114 total
Jun 3 - Jun 4
Total with taxes and fees
This hotel features a casino, a nightclub, and 5 restaurants. Traveling on business? Take advantage of the business center, conference center, and conference space. Enjoy the 24-hour gym and perks like free self parking.
Parking included
Restaurant
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
2801 Fountain Pl Wildwood MO
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $114 total per night
$114 total
May 25 - May 26
Total with taxes and fees
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.
Pool
Hot Tub
Best Western St. Louis Inn

Best Western St. Louis Inn

2.5 out of 5
6224 Heimos Industrial Park Dr St. Louis MO
Free Cancellation
Reserve now, pay when you stay
$70 nightly
The price is $80 total per night
$80 total
Jun 2 - Jun 3
Total with taxes and fees
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. Guests will appreciate freebies like self-serve breakfast and free self parking.
Pool
Breakfast included
Best Western St. Louis-Kirkwood Route 66

Best Western St. Louis-Kirkwood Route 66

3.5 out of 5
1200 S Kirkwood Road Kirkwood MO
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $116 total per night
$116 total
May 24 - May 25
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free parking, express check-out, and a computer station are also offered.
Pool
Pet friendly
Drury Inn & Suites Southwest St. Louis

Drury Inn & Suites Southwest St. Louis

3 out of 5
5 Lambert Drury Place (I-44 & 141) Valley Park MO
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $139 total per night
$139 total
May 31 - Jun 1
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
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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.

Popular places to visit

Fawn Ridge Trail. Lake of the Ozark State Park . A trail through the woods makes for an enjoyable walk.

Lake Trails

Commune with nature and explore the great outdoors at Lake Trails during your travels in Hillsboro. Amble around the area's parks or visit its monuments.

Lake Trails

Villa Antonio Winery

5/5(1 review)

You can enjoy a tasting or tour at Villa Antonio Winery during your travels to Hillsboro. Discover the area's countryside and churches.

Villa Antonio Winery

Sandy Creek Covered Bridge State Historic Site

4.5/5(4 reviews)

You can find out about the history of Hillsboro with a stop at Sandy Creek Covered Bridge State Historic Site. Discover the area's sunrises and churches.

Sandy Creek Covered Bridge State Historic Site

Frequently asked questions

How much are vacation packages to Hillsboro?
Starting as low as $596, flight and hotel packages are the perfect way to stretch your travel budget. Hillsboro, here you come!
Where can I get the best vacation package deals for Hillsboro?
It's simple — browse Travelocity. With 400 partner airlines and 1,000,000 properties around the world, it's easy to craft a Hillsboro package deal that suits your travel style.
Why should I purchase my Hillsboro vacation package via Travelocity?
By booking your hotel, flights, car rental and activities all in the one place, you'll save time and money. We offer round-the-clock customer support, and you'll know that you'll always be getting the lowest price possible with our Price Match Guarantee. So, what are you waiting for? Book that dream vacation today and start packing!
Can I save money on my Hillsboro car rental if I book it with hotels and flights?
With a Hillsboro vacation package, you can bundle your car, hotel and flight bookings and save a tidy sum. When you're ready to see the best of this fantastic region, why not make a beeline for Busch Stadium? This renowned attraction is 35 mi from Hillsboro. With your own rental car, you'll be there in a jiffy.
Which airport is best for Hillsboro?
That would be Lambert-St. Louis Intl. Airport (STL), about 35 mi north of the heart of Hillsboro.
What is there to do in Hillsboro?
While venturing off the beaten track can be rewarding, you really shouldn't miss the popular sights that make a place famous. Villa Antonio Winery and Sandy Creek Covered Bridge State Historic Site are a couple of them in Hillsboro.
Where should I stay when visiting Hillsboro?
The Riverfront Missouri Vacation Rental w/ Deck is popular with many visitors. Book now before it's too late.

Photos of local treasures

Browse Hillsboro vacation photos for more inspiration

Sandy Creek Covered Bridge near Hillsboro, in Jefferson County Missouri