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Price found within the past 48 hours. Click for updated prices.
Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
Price was $486, price is now $439 per person
$439
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Stay at this hotel in Frankfort. Enjoy room service, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Buffalo Trace Distillery and Old State Capitol are located nearby.
The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Price was $591, price is now $522 per person
$522
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Red Mile Racetrack and Hamburg Place are located nearby.
Montgomery Inn BnB

Montgomery Inn BnB

4 out of 5
Price was $552, price is now $490 per person
$490
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Stay at this B&B in Versailles. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Nostalgia Station Toy Train Museum and Raintree Gallery and Framing are located nearby.
The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was $499, price is now $444 per person
$444
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Red Mile Racetrack and Keeneland Racing Course are located nearby.
The Manchester

The Manchester

4 out of 5
Price was $693, price is now $621 per person
$621
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Red Mile Racetrack and Hamburg Place are located nearby.
Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

3 out of 5
Price was $528, price is now $474 per person
$474
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Kentucky Horse Park and Red Mile Racetrack are located nearby.
Rose Hill Inn

Rose Hill Inn

4 out of 5
Price was $629, price is now $568 per person
$568
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Stay at this inn in Versailles. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Nostalgia Station Toy Train Museum and Raintree Gallery and Framing are located nearby.
Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was $513, price is now $463 per person
$463
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Red Mile Racetrack and Cinemark Fayette Mall are located nearby.

Symbol Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
Price was $630, price is now $559 per person
$559
per person
Jul 24 - Jul 27
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Tru by Hilton University Medical Center

Tru by Hilton University Medical Center

2.5 out of 5
South Broadway Park
Price was $661, price is now $574 per person
$574
per person
Jul 24 - Jul 27
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was $653, price is now $568 per person
$568
per person
Jul 24 - Jul 27
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was $650, price is now $580 per person
$580
per person
Jul 24 - Jul 27
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)

Symbol Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
MainStay Suites Georgetown Lexington North

MainStay Suites Georgetown Lexington North

2.5 out of 5
Price was $566, price is now $492 per person
$492
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Lexington (LEX)
Sleep Inn

Sleep Inn

2.5 out of 5
Price was $566, price is now $500 per person
$500
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Lexington (LEX)
Comfort Suites Georgetown

Comfort Suites Georgetown

2.5 out of 5
Price was $580, price is now $517 per person
$517
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Lexington (LEX)
Holiday Inn Express Lexington North-Georgetown by IHG

Holiday Inn Express Lexington North-Georgetown by IHG

2.5 out of 5
Price was $595, price is now $545 per person
$545
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Lexington (LEX)

Top Flight Deals

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

Delta
Sat, May 30 - Mon, Jun 1
PHL
Philadelphia Intl.
LEX
Blue Grass
$222 Roundtrip, found 2 days ago
$222
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, May 30 from Philadelphia Intl. to Blue Grass, returning Mon, Jun 1, priced at $222 found 2 days ago
Delta
Wed, Jul 22 - Tue, Jul 28
EWR
Newark Liberty Intl. Airport
LEX
Blue Grass
$281 Roundtrip, just found
$281
Roundtrip
just found
Select Delta flight, departing Wed, Jul 22 from Newark Liberty Intl. Airport to Blue Grass, returning Tue, Jul 28, priced at $281 just found
Bargain Flight
Tue, Sep 29 - Sat, Oct 31
SEA
Seattle - Tacoma Intl.
LEX
Blue Grass
$291 Roundtrip, found 3 days ago
$291
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Sep 29 from Seattle - Tacoma Intl. to Blue Grass, returning Sat, Oct 31, priced at $291 found 3 days ago
Delta
Fri, Jul 17 - Tue, Jul 21
IAH
George Bush Intercontinental
LEX
Blue Grass
$293 Roundtrip, found 22 hours ago
$293
Roundtrip
found 22 hours ago
Select Delta flight, departing Fri, Jul 17 from George Bush Intercontinental to Blue Grass, returning Tue, Jul 21, priced at $293 found 22 hours ago