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Middletown Vacation Packages

Middletown Flight + Hotel packages

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 $619, price is now $510 per person
$510
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) 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 Kentucky Kingdom are located nearby.
Regina's Country Livin'

Regina's Country Livin'

3 out of 5
Price was $707, price is now $597 per person
$597
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Louisville (SDF)
Stay at this B&B in Finchville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Talon Winery and Jeptha Creed Distillery are located nearby.
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was $1,076, price is now $817 per person
$817
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) 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.
Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was $966, price is now $775 per person
$775
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) 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 KFC Yum Center and Louisville Slugger Museum are located nearby.
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was $982, price is now $794 per person
$794
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) 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.
Holiday Inn Express & Suites Louisville Downtown by IHG

Holiday Inn Express & Suites Louisville Downtown by IHG

2.5 out of 5
Downtown Louisville
Price was $767, price is now $623 per person
$623
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) 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 KFC Yum Center are located nearby.
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
Fairgrounds
Price was $672, price is now $553 per person
$553
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) 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 restaurant and the helpful staff in our reviews. Popular attractions Kentucky Kingdom and L&N Federal Credit Union Stadium are located nearby.
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
Downtown Louisville
Price was $1,197, price is now $996 per person
$996
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) 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.

3-4 Night Vacations in Middletown

Price found within the past 48 hours. Click for updated prices.
Regina's Country Livin'

Regina's Country Livin'

3 out of 5
Price was $707, price is now $597 per person
$597
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Louisville (SDF)
The Purple Martin

The Purple Martin

2 out of 5
Price was $928, price is now $805 per person
$805
per person
Oct 20 - Oct 23
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
Price was $1,173, price is now $961 per person
$961
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was $789, price is now $657 per person
$657
per person
Oct 10 - Oct 13
just found
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)

5-7 Night Vacations in Middletown

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 $732, price is now $591 per person
$591
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Louisville (SDF)
Caesars Southern Indiana Hotel & Casino - A Caesars Rewards Destination

Caesars Southern Indiana Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Price was $880, price is now $665 per person
$665
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Louisville (SDF)
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was $1,237, price is now $995 per person
$995
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Louisville (SDF)
SpringHill Suites by Marriott Louisville Downtown

SpringHill Suites by Marriott Louisville Downtown

3 out of 5
Downtown Louisville
Price was $990, price is now $827 per person
$827
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Louisville (SDF)

Cheap Hotel Deals in Middletown

Staybridge Suites - Louisville - East by IHG

Staybridge Suites - Louisville - East by IHG

3 out of 5
11711 Gateworth Way Louisville KY
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the ...
Opens in a new windowStaybridge Suites - Louisville - East by IHG
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street Louisville KY
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 ...
Opens in a new windowGalt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street Louisville KY
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 ...
Opens in a new windowOmni Louisville Hotel
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Holiday Inn Express & Suites Louisville Downtown by IHG

Holiday Inn Express & Suites Louisville Downtown by IHG

2.5 out of 5
800 W Market St Louisville KY
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 ...
Opens in a new windowHoliday Inn Express & Suites Louisville Downtown by IHG
Radisson Hotel Louisville North

Radisson Hotel Louisville North

3 out of 5
505 Marriott Drive Clarksville IN
Book a stay at this business-friendly hotel in Clarksville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. ...
Opens in a new windowRadisson Hotel Louisville North
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

4 out of 5
4520 Poplar Level Rd Louisville KY
Stay at this hotel in Louisville. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Opens in a new windowDerby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
320 West Jefferson Street Louisville KY
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 ...
Opens in a new windowHyatt Regency Louisville
Holiday Inn Louisville Downtown by IHG

Holiday Inn Louisville Downtown by IHG

3 out of 5
101 W. Muhammad Ali Blvd Louisville KY
Stay at this hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowHoliday Inn Louisville Downtown by IHG
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.

Top Flight Deals

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

Breeze Airways
Thu, Nov 5 - Thu, Nov 19
TPA
Tampa Intl.
SDF
Louisville Intl.
$157 Roundtrip, found 11 hours ago
$157
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Thu, Nov 5 from Tampa Intl. to Louisville Intl., returning Thu, Nov 19, priced at $157 found 11 hours ago
Delta
Fri, Sep 18 - Sat, Sep 19
DEN
Denver Intl.
SDF
Louisville Intl.
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Sep 18 from Denver Intl. to Louisville Intl., returning Sat, Sep 19, priced at $237 found 3 days ago
Delta
Tue, Sep 22 - Sat, Oct 3
DFW
Dallas-Fort Worth Intl.
SDF
Louisville Intl.
$240 Roundtrip, found 6 days ago
$240
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Sep 22 from Dallas-Fort Worth Intl. to Louisville Intl., returning Sat, Oct 3, priced at $240 found 6 days ago
Bargain Flight
Tue, Oct 6 - Tue, Oct 13
MSP
Minneapolis - St. Paul Intl.
SDF
Louisville Intl.
$241 Roundtrip, found 1 day ago
$241
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Oct 6 from Minneapolis - St. Paul Intl. to Louisville Intl., returning Tue, Oct 13, priced at $241 found 1 day ago