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Jamestown Vacation Packages

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Jamestown Flight + Hotel Packages

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

SpringHill Suites by Marriott Louisville Downtown

3 out of 5
Price was $546, price is now $460 per person
$460
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 Whiskey Row and KFC Yum Center are located nearby.
My husband had a medical appointment. We live about 3 hours away so we decided to stay the night before so that we wouldn't have to leave so early. The rooms were very nice, clean and updated. The bed and pillows were very comfortable. The lady who checked us in was so nice and helpful. The breakfast had so many options and was really delish! My husband will have surgery on November 30th so we will more than likely be staying again.

Reviewed on Nov 3, 2026

Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
Price was $863, price is now $682 per person
$682
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop 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 Fourth Street Live! and KFC Yum Center are located nearby.

Homewood Suites by Hilton Louisville Downtown, KY

Homewood Suites by Hilton Louisville Downtown, KY

3 out of 5
Price was $758, price is now $620 per person
$620
per person
Dec 25 - Dec 29
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 a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Louisville Slugger Museum and Fourth Street Live! are located nearby.
Staff was great! Rooms are nice. Bed was comfortable.

Reviewed on Nov 4, 2026

The Brown Hotel

The Brown Hotel

4.5 out of 5
Price was $869, price is now $718 per person
$718
per person
Jan 13 - Jan 17
found 5 hours ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)
Book a stay at this luxury 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 Fourth Street Live! and KFC Yum Center are located nearby.
Wonderful experience. Beautiful hotel and great food. Will be back.

Reviewed on Nov 7, 2026

The Villas at French Lick Springs

The Villas at French Lick Springs

3 out of 5
Price was $754, price is now $626 per person
$626
per person
Jan 13 - Jan 17
found 14 hours ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)
Stay at this condo in French Lick. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions French Lick Springs Hotel and French Lick Casino are located nearby.

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Price was $693, price is now $576 per person
$576
per person
Dec 17 - Dec 20
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 Fourth Street Live! and KFC Yum Center are located nearby.

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Price was $964, price is now $819 per person
$819
per person
Dec 25 - Dec 29
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, 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.
Excellent location and room!

Reviewed on Nov 6, 2026

Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Price was $872, price is now $753 per person
$753
per person
Dec 17 - Dec 20
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 Fourth Street Live! and KFC Yum Center are located nearby.

Jamestown Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Homewood Suites by Hilton Louisville Downtown, KY

Homewood Suites by Hilton Louisville Downtown, KY

3 out of 5
Downtown Louisville
Price was $758, price is now $620 per person
$620
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
Downtown Louisville
Price was $863, price is now $682 per person
$682
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
The Brown Hotel

The Brown Hotel

4.5 out of 5
Downtown Louisville
Price was $869, price is now $718 per person
$718
per person
Jan 13 - Jan 17
found 5 hours ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)
The Villas at French Lick Springs

The Villas at French Lick Springs

3 out of 5
Downtown French Lick
Price was $754, price is now $626 per person
$626
per person
Jan 13 - Jan 17
found 14 hours ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)

Jamestown Vacation Packages 5-7 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 $1,190, price is now $978 per person
$978
per person
Dec 23 - Dec 28
found 14 hours ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
Downtown Louisville
Price was $1,499, price is now $1,188 per person
$1,188
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was $1,378, price is now $1,119 per person
$1,119
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was $1,170, price is now $999 per person
$999
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)

Top Flight Deals

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

Allegiant Air
Fri, Dec 18 - Mon, Dec 21
PIE
St. Petersburg-Clearwater Intl.
SDF
Louisville Intl.
$134 Roundtrip, found 10 hours ago
$134
Roundtrip
found 10 hours ago
Select Allegiant Air flight, departing Fri, Dec 18 from St. Petersburg-Clearwater Intl. to Louisville Intl., returning Mon, Dec 21, priced at $134 found 10 hours ago
American Airlines
Mon, Dec 21 - Thu, Dec 31
TPA
Tampa Intl.
SDF
Louisville Intl.
$239 Roundtrip, found 8 hours ago
$239
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Mon, Dec 21 from Tampa Intl. to Louisville Intl., returning Thu, Dec 31, priced at $239 found 8 hours ago
Bargain Flight
Wed, Jan 6 - Thu, Jan 7
DFW
Dallas-Fort Worth Intl.
SDF
Louisville Intl.
$260 Roundtrip, found 2 days ago
$260
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Wed, Jan 6 from Dallas-Fort Worth Intl. to Louisville Intl., returning Thu, Jan 7, priced at $260 found 2 days ago
Bargain Flight
Mon, Dec 7 - Wed, Dec 9
MSP
Minneapolis - St. Paul Intl.
SDF
Louisville Intl.
$264 Roundtrip, found 2 hours ago
$264
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Mon, Dec 7 from Minneapolis - St. Paul Intl. to Louisville Intl., returning Wed, Dec 9, priced at $264 found 2 hours ago