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Carefree Vacation Packages

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Carefree Flight + Hotel Packages

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

Moxy Louisville Downtown

3.5 out of 5
Price was $799, price is now $681 per person
$681
per person
May 28 - Jun 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this family-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Price was $953, price is now $744 per person
$744
per person
Jul 15 - Jul 19
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.
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Price was $1,322, price is now $1,077 per person
$1,077
per person
Jul 15 - Jul 19
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 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 KFC Yum Center and Louisville Slugger Museum are located nearby.
Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Price was $1,058, price is now $880 per person
$880
per person
May 28 - Jun 1
found 1 day 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 KFC Yum Center and Louisville Slugger Museum are located nearby.
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Price was $1,308, price is now $1,097 per person
$1,097
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this spa hotel in Louisville. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
Price was $1,401, price is now $1,180 per person
$1,180
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this spa hotel in Louisville. Enjoy a full-service spa, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.
AC Hotel Louisville Downtown

AC Hotel Louisville Downtown

3.5 out of 5
Price was $1,086, price is now $928 per person
$928
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.
Holiday Inn Louisville Airport South by IHG

Holiday Inn Louisville Airport South by IHG

3 out of 5
Price was $1,072, price is now $918 per person
$918
per person
Jul 15 - Jul 19
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, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Kentucky Kingdom and Louisville Zoo are located nearby.

Carefree Vacation Packages 3-4 Night Stays

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

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was $799, price is now $681 per person
$681
per person
May 28 - Jun 1
found 1 day ago
Roundtrip 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 $953, price is now $744 per person
$744
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was $1,322, price is now $1,077 per person
$1,077
per person
Jul 15 - Jul 19
found 1 day 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 $1,058, price is now $880 per person
$880
per person
May 28 - Jun 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)

Carefree Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was $840, price is now $661 per person
$661
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
Price was $1,308, price is now $1,097 per person
$1,097
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
Downtown Louisville
Price was $1,401, price is now $1,180 per person
$1,180
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
AC Hotel Louisville Downtown

AC Hotel Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was $1,086, price is now $928 per person
$928
per person
May 31 - Jun 6
found 1 day 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.

Spirit Airlines
Sun, May 3 - Thu, May 14
EWR
Newark Liberty Intl. Airport
SDF
Louisville Intl.
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, May 3 from Newark Liberty Intl. Airport to Louisville Intl., returning Thu, May 14, priced at $179 found 2 days ago
Delta
Sat, May 23 - Wed, Jun 10
DAL
Love Field
SDF
Louisville Intl.
$209 Roundtrip, found 3 days ago
$209
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, May 23 from Love Field to Louisville Intl., returning Wed, Jun 10, priced at $209 found 3 days ago
Bargain Flight
Tue, Jun 9 - Tue, Jun 16
LGA
LaGuardia
SDF
Louisville Intl.
$222 Roundtrip, found 2 days ago
$222
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Tue, Jun 9 from LaGuardia to Louisville Intl., returning Tue, Jun 16, priced at $222 found 2 days ago
Bargain Flight
Thu, Jun 25 - Mon, Jun 29
PHL
Philadelphia Intl.
SDF
Louisville Intl.
$225 Roundtrip, found 1 day ago
$225
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Thu, Jun 25 from Philadelphia Intl. to Louisville Intl., returning Mon, Jun 29, priced at $225 found 1 day ago