Search Deals on
Freetown Vacation Packages

Build your package with 2 more options

Freetown Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Louisville Airport South by IHG

Holiday Inn Louisville Airport South by IHG

3 out of 5
Price was $679, price is now $550 per person
$550
per person
Aug 22 - Aug 26
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Kentucky Kingdom and Louisville Mega Cavern are located nearby.

Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Save 100% on your flight
Price was $2,340, price is now $1,555 per person
$1,555
per person
Sep 16 - Sep 20
found 20 hours ago
Roundtrip 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 Kentucky Kingdom and Churchill Downs are located nearby.

Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Price was $831, price is now $647 per person
$647
per person
Aug 22 - Aug 26
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kentucky Kingdom and Fourth Street Live! are located nearby.
Everything was wonderful

Reviewed on Jul 13, 2026

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Price was $1,020, price is now $801 per person
$801
per person
Aug 22 - Aug 26
found 24 hours ago
Roundtrip non-stop 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 Kentucky Kingdom and Whiskey Row are located nearby.
The staff was their best asset! Very helpful, friendly, tried to accommodate any need!! Rooms were clean and beds were comfy!! We ate at the steakhouse in the hotel. Great food and our waitress was absolutely the best!!! The lobby could accommodate several groups of people!! Would stay there again!!

Reviewed on Jul 13, 2026

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Price was $1,964, price is now $1,578 per person
$1,578
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Kentucky Kingdom and KFC Yum Center are located nearby.

The Grady

The Grady

4 out of 5
Price was $795, price is now $643 per person
$643
per person
Aug 22 - Aug 26
found 24 hours ago
Roundtrip non-stop 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 Kentucky Kingdom and Louisville Slugger Museum are located nearby.

Wingate by Wyndham Louisville Fair and Expo

Wingate by Wyndham Louisville Fair and Expo

3 out of 5
Price was $1,741, price is now $1,416 per person
$1,416
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Kentucky Kingdom and Louisville Mega Cavern are located nearby.
Nice affordable

Reviewed on Jul 15, 2026

TownePlace Suites by Marriott Louisville Airport

TownePlace Suites by Marriott Louisville Airport

3 out of 5
Price was $742, price is now $610 per person
$610
per person
Aug 22 - Aug 26
found 24 hours 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 helpful staff in our reviews. Popular attractions Kentucky Kingdom and Louisville Mega Cavern are located nearby.
The breakfast was absolutely delicious. Different selections every day. The room was clean and comfortable. However, the pool was shut down during our stay.

Reviewed on Jun 8, 2026

Freetown Vacation Packages 3-4 Night Stays

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

The Grady

4 out of 5
Downtown Louisville
Price was $795, price is now $643 per person
$643
per person
Aug 22 - Aug 26
found 24 hours 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
Save 100% on your flight
Price was $2,340, price is now $1,555 per person
$1,555
per person
Sep 16 - Sep 20
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was $831, price is now $647 per person
$647
per person
Aug 22 - Aug 26
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Price was $1,020, price is now $801 per person
$801
per person
Aug 22 - Aug 26
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)

Freetown Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
Price was $1,526, price is now $1,185 per person
$1,185
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Louisville (SDF)
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was $2,717, price is now $1,806 per person
$1,806
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Louisville (SDF)
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was $1,620, price is now $1,250 per person
$1,250
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Louisville (SDF)
Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was $1,964, price is now $1,578 per person
$1,578
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Louisville (SDF)

Top Flight Deals

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

Frontier Airlines
Fri, Aug 7 - Sun, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
CVG
Cincinnati - Northern Kentucky Intl.
$56 Roundtrip, found 1 day ago
$56
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Aug 7 from Hartsfield-Jackson Atlanta Intl. to Cincinnati - Northern Kentucky Intl., returning Sun, Aug 16, priced at $56 found 1 day ago
Frontier Airlines
Fri, Aug 28 - Wed, Sep 16
ATL
Hartsfield-Jackson Atlanta Intl.
IND
Indianapolis Intl.
$58 Roundtrip, found 1 hour ago
$58
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Aug 28 from Hartsfield-Jackson Atlanta Intl. to Indianapolis Intl., returning Wed, Sep 16, priced at $58 found 1 hour ago
Frontier Airlines
Wed, Aug 5 - Wed, Aug 12
DFW
Dallas-Fort Worth Intl.
IND
Indianapolis Intl.
$139 Roundtrip, found 6 days ago
$139
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Aug 5 from Dallas-Fort Worth Intl. to Indianapolis Intl., returning Wed, Aug 12, priced at $139 found 6 days ago
Allegiant Air
Fri, Aug 7 - Mon, Aug 10
EWR
Newark Liberty Intl. Airport
CVG
Cincinnati - Northern Kentucky Intl.
$173 Roundtrip, found 3 days ago
$173
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Fri, Aug 7 from Newark Liberty Intl. Airport to Cincinnati - Northern Kentucky Intl., returning Mon, Aug 10, priced at $173 found 3 days ago