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Southern Indiana Vacation Packages

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Southern Indiana Flight + Hotel Packages

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

Hyatt Regency Louisville

4 out of 5
Price was $861, price is now $536 per person
$536
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Whiskey Row are located nearby.

Pillow and Paddock B&B

Pillow and Paddock B&B

3.5 out of 5
Save 100% on your flight
Price was $2,680, price is now $1,750 per person
$1,750
per person
Dec 27 - Jan 3
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Stay at this B&B in La Grange. Enjoy free WiFi, breakfast (surcharge), and onsite spa services. Popular attractions Lagrange Quarry and Walsh Park are located nearby.
Courteous staff and the room was outstanding. It was our second stay at the inn. Everything is first class. We highly recommend it.

Reviewed on Dec 22, 2025

The Grady

The Grady

4 out of 5
Price was $1,300, price is now $940 per person
$940
per person
Dec 26 - Jan 2
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Stay at this hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Louisville Slugger Museum and KFC Yum Center are located nearby.

Belterra Casino Resort

Belterra Casino Resort

3.5 out of 5
Price was $798, price is now $602 per person
$602
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Cincinnati (CVG)
Book a stay at this golf hotel in Florence. Enjoy free valet parking, an outdoor pool, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Belterra Casino and Belterra Golf Course are located nearby.

The Purple Martin

The Purple Martin

2 out of 5
Price was $1,799, price is now $1,405 per person
$1,405
per person
Dec 27 - Jan 3
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this golf hotel in Prospect. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chamberlain Pointe Shopping Center and Old Brownsboro Crossing Shopping Center are located nearby.
Amazing property… I would come back in a heartbeat!

Reviewed on Jun 19, 2025

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Price was $1,868, price is now $1,469 per person
$1,469
per person
Dec 27 - Jan 3
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Whiskey Row and KFC Yum Center are located nearby.

Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Price was $772, price is now $610 per person
$610
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Churchill Downs and L&N Federal Credit Union Stadium are located nearby.
This is now my go-to when I need to stay in the area for work. To me, the property is as nice as much more expensive hotels, at a fraction of the cost. The staff is top-notch in every way. Friendly from the moment you first see them at the counter and throughout your stay no matter their particular role or position. The shuttle is very convenient and accommodating to make things easy. There is also everything you could need by simply taking a right out of the parking lot within the first 2 miles. I highly recommend both the Soul Food and Cuban restaurant for some of the absolute best of each. Thanks for such a great week everyone!

Reviewed on Oct 22, 2026

Southern Indiana Vacation Packages 3-4 Night Stays

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

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was $861, price is now $536 per person
$536
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was $772, price is now $610 per person
$610
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was $770, price is now $657 per person
$657
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
The Lytle Park Hotel, Autograph Collection

The Lytle Park Hotel, Autograph Collection

5 out of 5
Downtown Cincinnati
Price was $961, price is now $828 per person
$828
per person
Dec 16 - Dec 19
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Cincinnati (CVG)

Southern Indiana Vacation Packages 5-7 Night Stays

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

Belterra Casino Resort

3.5 out of 5
Price was $798, price is now $602 per person
$602
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Cincinnati (CVG)
Pillow and Paddock B&B

Pillow and Paddock B&B

3.5 out of 5
Save 100% on your flight
Price was $2,680, price is now $1,750 per person
$1,750
per person
Dec 27 - Jan 3
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
The Grady

The Grady

4 out of 5
Downtown Louisville
Price was $1,300, price is now $940 per person
$940
per person
Dec 26 - Jan 2
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
The Purple Martin

The Purple Martin

2 out of 5
Price was $1,799, price is now $1,405 per person
$1,405
per person
Dec 27 - Jan 3
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Mon, Nov 23 - Tue, Dec 1
ATL
Hartsfield-Jackson Atlanta Intl.
CVG
Cincinnati - Northern Kentucky Intl.
$44 Roundtrip, found 12 hours ago
$44
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Mon, Nov 23 from Hartsfield-Jackson Atlanta Intl. to Cincinnati - Northern Kentucky Intl., returning Tue, Dec 1, priced at $44 found 12 hours ago
Frontier Airlines
Wed, Dec 2 - Wed, Dec 16
DFW
Dallas-Fort Worth Intl.
CVG
Cincinnati - Northern Kentucky Intl.
$114 Roundtrip, found 13 hours ago
$114
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Dallas-Fort Worth Intl. to Cincinnati - Northern Kentucky Intl., returning Wed, Dec 16, priced at $114 found 13 hours ago
Allegiant Air
Thu, Nov 19 - Sun, Nov 22
EWR
Newark Liberty Intl. Airport
CVG
Cincinnati - Northern Kentucky Intl.
$181 Roundtrip, just found
$181
Roundtrip
just found
Select Allegiant Air flight, departing Thu, Nov 19 from Newark Liberty Intl. Airport to Cincinnati - Northern Kentucky Intl., returning Sun, Nov 22, priced at $181 just found
Frontier Airlines
Fri, Dec 11 - Wed, Dec 23
DEN
Denver Intl.
CVG
Cincinnati - Northern Kentucky Intl.
$184 Roundtrip, found 11 hours ago
$184
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Fri, Dec 11 from Denver Intl. to Cincinnati - Northern Kentucky Intl., returning Wed, Dec 23, priced at $184 found 11 hours ago

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