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The Old Jail Vacation Packages

The Old Jail Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Louisville Airport Fair and Expo Center

Days Inn by Wyndham Louisville Airport Fair and Expo Center

2 out of 5
Price was $380, price is now $345 per person
$345
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Book a stay at this business-friendly motel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Louisville Mega Cavern and Kentucky Kingdom are located nearby.
Regina's Country Livin'

Regina's Country Livin'

3 out of 5
Price was $580, price is now $480 per person
$480
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Stay at this 3-star B&B in Finchville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Talon Winery and Jeptha Creed Distillery are located nearby.
Hawthorn Suites by Wyndham Louisville East

Hawthorn Suites by Wyndham Louisville East

3 out of 5
Price was $634, price is now $556 per person
$556
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Stay at this 3-star 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 Louisville Zoo and Louisville Mega Cavern are located nearby.
Motel 6 Louisville, KY - Airport - Fair Expo

Motel 6 Louisville, KY - Airport - Fair Expo

2 out of 5
Price was $396, price is now $350 per person
$350
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Stay at this motel in Louisville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Louisville Mega Cavern and Kentucky Kingdom are located nearby.
Wyndham Garden Louisville KY

Wyndham Garden Louisville KY

2.5 out of 5
Price was $491, price is now $437 per person
$437
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free parking, and a 24-hour front desk. Popular attractions Hunnington Place Shopping Center and Hurstborne Shopping Center are located nearby.
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Price was $932, price is now $835 per person
$835
per person
Oct 16 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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 Whiskey Row and KFC Yum Center are located nearby.
Baymont by Wyndham Louisville East

Baymont by Wyndham Louisville East

2.5 out of 5
Price was $427, price is now $387 per person
$387
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 Hunnington Place Shopping Center and Hurstborne Shopping Center are located nearby.
Super 8 by Wyndham Shepherdsville / Louisville South I65

Super 8 by Wyndham Shepherdsville / Louisville South I65

2 out of 5
Price was $422, price is now $384 per person
$384
per person
Oct 8 - Oct 12
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Book a stay at this business-friendly motel in Shepherdsville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Kart Kountry and Awesome Flea Market are located nearby.
La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

3 out of 5
Price was $509, price is now $465 per person
$465
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Stay at this 3-star business-friendly hotel in Louisville. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Valhalla Golf Club and Eastgate Shopping Center are located nearby.
Hotel Genevieve part of JdV by Hyatt

Hotel Genevieve part of JdV by Hyatt

4 out of 5
Price was $920, price is now $852 per person
$852
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Louisville (SDF)
Stay at this 4-star hotel in Louisville. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Whiskey Row and KFC Yum Center are located nearby.
Marriott Louisville East

Marriott Louisville East

4 out of 5
Price was $1,003, price is now $932 per person
$932
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hunnington Place Shopping Center and Hurstborne Shopping Center are located nearby.
Wingate by Wyndham Louisville East

Wingate by Wyndham Louisville East

2.5 out of 5
Price was $920, price is now $863 per person
$863
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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 Skyview Park and Stonefield Square Shopping Center are located nearby.

3-4 Night Vacations in The Old Jail

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Louisville KY

Wyndham Garden Louisville KY

2.5 out of 5
Jeffersontown
Price was $491, price is now $437 per person
$437
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Regina's Country Livin'

Regina's Country Livin'

3 out of 5
Price was $580, price is now $480 per person
$480
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was $730, price is now $632 per person
$632
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
The Grady

The Grady

4 out of 5
Downtown Louisville
Price was $1,027, price is now $903 per person
$903
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)

5-7 Night Vacations in The Old Jail

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites - Louisville - East by IHG

Staybridge Suites - Louisville - East by IHG

3 out of 5
Middletown
Price was $862, price is now $760 per person
$760
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Louisville (SDF)
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was $1,468, price is now $1,208 per person
$1,208
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Louisville (SDF)
SpringHill Suites by Marriott Louisville Downtown

SpringHill Suites by Marriott Louisville Downtown

3 out of 5
Downtown Louisville
Price was $938, price is now $811 per person
$811
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Louisville (SDF)
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was $1,131, price is now $1,014 per person
$1,014
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Louisville (SDF)

The Old Jail Last Minute Hotel Deals

Best Western Plus French Lick

Best Western Plus French Lick

2.5 out of 5
613 S Arnold F Habig Boulevard, French Lick, IN
Stay at this hotel in French Lick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Best Western Plus French Lick
The Villas at French Lick Springs

The Villas at French Lick Springs

3 out of 5
8718 W State Road 56, French Lick, IN
Stay at this 3-star condo in French Lick. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Villas at French Lick Springs
Big Splash Adventure Indoor Water Park & Resort

Big Splash Adventure Indoor Water Park & Resort

3.5 out of 5
8505 W State Road 56, French Lick, IN
Stay at this 3.5-star family-friendly resort in French Lick. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions French Lick Scenic Railway ...
Big Splash Adventure Indoor Water Park & Resort
Valley Inn and Suites

Valley Inn and Suites

2 out of 5
8483 Indiana 56, French Lick, IN
Stay at this hotel in French Lick. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Valley Inn and Suites
Comfort Suites French Lick

Comfort Suites French Lick

2.5 out of 5
9530 W State Road 56, French Lick, IN
Book a stay at this business-friendly hotel in French Lick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Suites French Lick
Lost River Hostel

Lost River Hostel

2 out of 5
2393 N County Rd 960 W, West Baden Springs, IN
Stay at this hostel in West Baden Springs. Enjoy free parking, a business center, and daily housekeeping. Popular attractions Lark Valley Zip Lines and French ...
Lost River Hostel
See all 307 properties in The Old Jail
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.