Chevy Chase Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Chevy Chase Vacation
Let our Chevy Chase vacation packages transport you to a destination where ever-lasting memories are waiting to be made. While it's especially noted for its history, there's plenty to like about this neighborhood. Eager to see the sights during your trip to Chevy Chase? Pencil in a visit to nearby attractions like University of Kentucky, Kroger Field and Rupp Arena. No matter your travel goals or the size of your budget, booking the ultimate Chevy Chase vacation is simple with Expedia.
- The Campbell House Lexington, Curio Collection by Hilton
Aug 7 - Aug 9The Campbell House Lexington, Curio Collection by Hilton + Flight
Lexington2 nights8.2/10 - Very Good (1,003 reviews)"Great property that could use a little upkeep"Reviewed May 18, 2026Roundtrip • Boston (BOS) - Lexington (LEX)BOS - LEX • 1 stop LEX - BOS • 1 stop$500$444found 1 day agoper traveler - Wildflower Ranch Inn
Aug 6 - Aug 8Wildflower Ranch Inn + Flight
Springfield2 nights9.2/10 - Wonderful (23 reviews)"Beautiful historic property run by two artists who are great hosts. Conveniently located to many Bourbon Trail stops. The master’s suite with the whirlpool tub is incredible."Reviewed April 18, 2026Roundtrip • Philadelphia (PHL) - Louisville (SDF)PHL - SDF • 1 stop SDF - PHL • 1 stop$634$542found 9 hours agoper traveler - The Sire Hotel Lexington, Tapestry Collection by Hilton
Aug 7 - Aug 9The Sire Hotel Lexington, Tapestry Collection by Hilton + Flight
Downtown Lexington2 nights9.4/10 - Exceptional (885 reviews)"Always a sure thing when on Lexington"Reviewed May 15, 2026Roundtrip • Boston (BOS) - Lexington (LEX)BOS - LEX • 1 stop LEX - BOS • 1 stop$592$522found 1 day agoper traveler - Home2 Suites by Hilton Danville
Jul 20 - Jul 23Home2 Suites by Hilton Danville + Flight
Danville3 nightsRoundtrip • New York (LGA) - Cincinnati (CVG)LGA - CVG • 1 stop CVG - EWR • 1 stop$567$502found 1 day agoper traveler - Montgomery Inn BnB
Aug 7 - Aug 9Montgomery Inn BnB + Flight
Versailles2 nights9.4/10 - Exceptional (107 reviews)"We were doing a cross country trip in our airstream. We stayed one night at the BnB and absolutely loved the grounds, our room, and our host. She went above and beyond accommodating our airstream and our dogs."Reviewed May 11, 2026Roundtrip • Boston (BOS) - Lexington (LEX)BOS - LEX • 1 stop LEX - BOS • 1 stop$552$490found 1 day agoper traveler
Where to stay in Chevy Chase
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Chevy Chase Hotel Deals
Treetops Solar Sanctuary
"We really enjoyed our stay. Dru was very accommodating and communicative. The property was very comfortable and very cute. The air conditioning and heat was great. She thought of everything that we could have needed, even down to salt and pepper. We are hoping to make this a yearly tradition and ..."
Reviewed on Mar 29, 2026
The Manchester
"Had a great overnight stay. Shuttle was great to Distillary area and dining room rooftop was nice. We even played Trivia that night ( ugh we lost). Great nights rest before heading to Nashville. Would stay there again for certain."
Reviewed on May 18, 2026
Holiday Inn Express Lexington Horse Park Area by IHG
"I wish they would create suites like other Holiday Day Inns"
Reviewed on May 23, 2026
Discover the most popular places to visit in Chevy Chase
Kentucky Horse Park
Experience the exciting worlds of horses and horseracing at this equine theme park with multiple museums in the middle of Kentucky’s horse country.
University of Kentucky
Explore the campus of University of Kentucky, during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Keeneland Racing Course
Enjoy a trip to Keeneland Racing Course and popular activities like horseback riding in Lexington. You can attend a sporting event while in the area.
