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Charlestown Vacation Packages

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Charlestown Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites by Marriott Louisville Downtown

Fairfield Inn & Suites by Marriott Louisville Downtown

2.5 out of 5
per person
Aug 16 - Aug 21
found 1 day 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 a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Fourth Street Live! are located nearby.
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Stay at this 3.5-star business-friendly hotel in Louisville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Kentucky Kingdom and L&N Federal Credit Union Stadium are located nearby.
The Grady

The Grady

4 out of 5
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Stay at this 4-star hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the bar in our reviews. Popular attractions Louisville Slugger Museum and KFC Yum Center are located nearby.
The Trail Hotel

The Trail Hotel

4 out of 5
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Stay at this 4-star hotel in Bardstown. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Blue Grass Entertainment Complex and Bluegrass Speedway are located nearby.
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Stay at this 4-star 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 Fourth Street Live! and KFC Yum Center are located nearby.
Baymont by Wyndham Louisville Airport South

Baymont by Wyndham Louisville Airport South

2.5 out of 5
per person
Sep 16 - Sep 22
found 2 hours ago
Roundtrip flight included
Philadelphia (PHL) 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 Zoo are located nearby.
21c Museum Hotel Louisville

21c Museum Hotel Louisville

4.5 out of 5
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Stay at this 4.5-star luxury hotel in Louisville. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Louisville Slugger Museum and Fourth Street Live! are located nearby.
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Stay at this 3.5-star business-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions KFC Yum Center and Fourth Street Live! are located nearby.

Charlestown Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hawthorn Suites by Wyndham Louisville East

Hawthorn Suites by Wyndham Louisville East

3 out of 5
St. Matthews
per person
Sep 4 - Sep 7
found 10 hours ago
Roundtrip non-stop 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
per person
Sep 4 - Sep 7
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
21c Museum Hotel Louisville

21c Museum Hotel Louisville

4.5 out of 5
Downtown Louisville
per person
Sep 4 - Sep 7
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
per person
Sep 4 - Sep 7
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)

Charlestown Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
Fairgrounds
per person
Aug 16 - Aug 21
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
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
The Grady

The Grady

4 out of 5
Downtown Louisville
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
The Trail Hotel

The Trail Hotel

4 out of 5
per person
Aug 16 - Aug 21
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
Sat, Aug 9 - Mon, Aug 11
LAX
Los Angeles Intl.
SDF
Louisville Intl.
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Aug 9 from Los Angeles Intl. to Louisville Intl., returning Mon, Aug 11, priced at $120 found 2 days ago
Breeze Airways
Thu, Jul 31 - Sun, Aug 3
TPA
Tampa Intl.
SDF
Louisville Intl.
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jul 31 from Tampa Intl. to Louisville Intl., returning Sun, Aug 3, priced at $142 found 1 day ago
Spirit Airlines
Fri, Aug 8 - Thu, Aug 14
DFW
Dallas-Fort Worth Intl.
SDF
Louisville Intl.
$146 Roundtrip, found 3 days ago
$146
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, Aug 8 from Dallas-Fort Worth Intl. to Louisville Intl., returning Thu, Aug 14, priced at $146 found 3 days ago
Spirit Airlines
Sun, Aug 10 - Thu, Aug 14
EWR
Newark Liberty Intl. Airport
SDF
Louisville Intl.
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Aug 10 from Newark Liberty Intl. Airport to Louisville Intl., returning Thu, Aug 14, priced at $173 found 1 day ago