Chestnut Hill Vacations from $1,167
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Your Chestnut Hill Vacation
Whatever your style of travel, you can discover it all with a tailor-made Chestnut Hill vacation package. Spend your next getaway enjoying this neighborhood's gift and craft shops and all the rest of its charms. Begin your trip to Chestnut Hill by heading to nearby attractions such as Arcadia University, Morris Arboretum and Morris Arboretum. Whatever your travel goals or budget, booking your ideal Chestnut Hill vacation is simple with Expedia.
The Latest Chestnut Hill Vacation Packages
The Rittenhouse Philadelphia
Reviewed on Sep 3, 2026
Cozy Home near City Center with Hot tub
Reviewed on Mar 2, 2026
Where to stay in Chestnut Hill
Center City
Boasting a dense downtown area, Center City offers a plethora of restaurants, bars, and cultural institutions like Kimmel Center and Academy of Music. Explore Penn's Landing, Old City, or the medical Mütter Museum, and enjoy convenient transport options.
Old City
Discover history at Independence National Historical Park, stroll along the 3rd Street Corridor for galleries and boutiques, and enjoy vibrant nightlife with quality restaurants and bars. Don't miss the monthly First Friday event for art and design showcases.
Rittenhouse Square
While you're in Rittenhouse Square, take in top sights like Walnut Street or Rittenhouse Row, and hop on the metro to see more the city at 15th-16th & Locust Station or 19th St Station.
University City
Home to prestigious universities like Penn and Drexel, this vibrant area offers cultural experiences at the Penn Museum and Institute of Contemporary Art. Enjoy shopping at the 40th Street retail corridor and easy access to various transportation options.
South Philadelphia
Discover Columbus Commons for shopping, indulge in cheesesteaks at Geno's or Pat's, and catch a game at the South Philadelphia Sports Complex. Explore the American Swedish Historical Museum or unwind at revitalized Passyunk Avenue's cafes and bars.
Chestnut Hill Hotel Deals
Club Quarters Hotel Rittenhouse Square, Philadelphia
The Windsor Suites
"Need to improve in the customer reception service to be more polite and more informative."
Reviewed on Sep 7, 2026
Sofitel Philadelphia at Rittenhouse Square
"Wife and I stayed after a Phillies game and everything was great, as it usually is. Have stayed here a few times and have nothing but great things to say about Sofitel in Philly. Great staff and great location. My only complaint would be how small the valet parking area is but there is not much Sofitel ..."
Reviewed on Sep 6, 2026
Stay near popular Chestnut Hill attractions
Morris Arboretum
Woodmere Art Museum
Hipster Home
The Stagecrafters Theater
Things to do
LEGOLAND® Discovery Center Philadelphia
