Owensboro Vacation Packages 2026 from $585

Owensboro flight + hotel vacation packages

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

Envi Boutique Hotel Henderson-Evansville South

$585

per person

May 28 - May 31

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Evansville (EVV)

This motel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A terrace, a picnic area, and dry cleaning are also on offer.

Holiday Inn Express Evansville West by IHG

$634

per person

May 28 - May 31

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Evansville (EVV)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Comfort Inn Henderson - Evansville South

$618

per person

May 28 - May 31

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Evansville (EVV)

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Sleep Inn Henderson-Evansville South

$611

per person

May 28 - May 31

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Evansville (EVV)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Quality Inn & Suites Evansville North

$594

per person

May 28 - May 31

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Evansville (EVV)

A restaurant and an indoor pool are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Top Owensboro hotels deals

Greenfield Inn & Suites Owensboro, KY Airport

3220 W Parrish Ave Owensboro KY

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$97 total

Apr 22 - Apr 23

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Home2 Suites By Hilton Owensboro

520 West 2nd Street Owensboro KY

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$114 total

Apr 27 - Apr 28

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Pool

Breakfast included

Hampton Inn & Suites Downtown Owensboro/Waterfront

401 West 2nd Street Owensboro KY

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$139 total

May 7 - May 8

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a hair salon are also on offer.

Pool

Breakfast included

Wingate by Wyndham Owensboro

51 Bon Harbor Hls Owensboro KY

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$89 total

Apr 26 - Apr 27

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-in and free internet in public areas. There's an indoor pool on site, and laundry facilities and free newspapers are also offered.

Pool

Breakfast included

Hampton Inn Owensboro South

615 Salem Drive Owensboro KY

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$105 total

Apr 30 - May 1

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Dry cleaning, luggage storage, and laundry facilities are also on offer.

Pool

Breakfast included

Courtyard by Marriott Owensboro

3120 Highland Pointe Dr. Owensboro KY

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$137 total

Apr 26 - Apr 27

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 24-hour business center and free WiFi in public areas. You'll appreciate the hot tub, bar/lounge, and laundry facilities.

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

Riverfront Park

Explore the great outdoors at Riverfront Park, a lovely green space in Curdsville. Amble around the area's riverfront or attend a sporting event.

Owensboro Convention Center

Learn about the events happening at Owensboro Convention Center during your trip to Owensboro. While in this family-friendly area, you can savor the top-notch restaurants.

Owensboro Medical Health System

Though Owensboro Medical Health System might be what brings you to town, perhaps you'll have a chance to explore more of Owensboro while you are here.

Frequently asked questions

How much are vacation packages to Owensboro?

$585 is all you need to spend for a wonderful break in Owensboro. Bundle your flights and hotel into a Travelocity vacation package and watch all the savings add up. With prices this good, there's never been a better time to travel.

How long should my Owensboro vacation be?

Your Owensboro trip can be as short or as long as you like, but many people stay about 2 nights. Can't wait to hop off the beaten path and uncover some hidden treasures? Lock in a few more nights and experience another side of this destination.

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

It's simple — look no further than Travelocity. With 400 air carriers and 1,000,000 properties around the world, it's easy to put together an Owensboro package deal that appeals to your wanderlust.

Why should I book my Owensboro vacation bundle with Travelocity?

We take the hassle out of travel planning. Whether you're looking for an amazing new place to explore or want to ensure you get the best price on offer, we're here to assist. Our 24/7 customer care, high-quality service and Price Match Guarantee mean you can book with confidence with Travelocity.

Can I save money on my Owensboro car rental if I book it with my hotel or flight?

You most certainly can — combine your flight, hotel and car into an Owensboro vacation package and you'll save loads. With so much to uncover in and around Owensboro, having your own set of wheels will come in handy. Once you've settled into the driver's seat, crank up the tunes and make tracks to Grand Ole Opry, a famous sight approximately 110 mi from Owensboro.

Which airport is best for Owensboro?

The best airport is Evansville Regional Airport (EVV). Grab your luggage, step out of the terminal and you'll discover yourself 30 mi from downtown Owensboro.

What is there to do in Owensboro?

Owensboro has more than its fair share of sights to discover, such as Riverfront Park and Smothers Park. These renowned attractions are on most tourists' must-see lists.

Where should I stay when visiting Owensboro?

The Hampton Inn & Suites Downtown Owensboro/Waterfront is the number one choice of many visitors. Book soon to avoid missing out.