Chestnut Hill Vacations from $188
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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
Price found within the past 48 hours. Click for updated prices.
AVIA Residences on Lincoln- Extended Stay
Save 100% on your flight
Price was $326, price is now $188 per person
$188
per person
Dec 12 - Dec 15
found 4 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Philadelphia (PHL)
8.6/10 Excellent! (1,000 reviews)
Place was dated but worked out great with 2 bedrooms and 2 baths and kitchen. Price was affordable!
Reviewed on Oct 7, 2025
Sheraton Philadelphia Downtown
Center City
Save 100% on your flight
Price was $933, price is now $506 per person
$506
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.4/10 Very Good! (1,015 reviews)
Had a wonderful time but there was a labor strike half way through. Things got a little dirty and weird. Would have been five stars. Went to a convention and everyone did a great job.
Reviewed on Oct 10, 2025
Valley Forge Casino Resort
Save 100% on your flight
Price was $605, price is now $352 per person
$352
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.4/10 Very Good! (1,009 reviews)
The staff was amazing but the layout of the property was a maze we had to go to the other tower for our rooms.. And there was no pool facilities when we arrived. Yall should give a discount or coupons when the place doesnt have all the ammenities listed. Some pople really enjoy the pool. And we didnt get to use it.
Reviewed on Oct 10, 2025
Cozy Home near City Center with Hot tub
South Philadelphia
Save 100% on your flight
Price was $2,241, price is now $1,320 per person
$1,320
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
No reviews
The place was nice and clean and the host was very accommodating.
Reviewed on Sep 29, 2025
Where to stay in Chestnut Hill
Find the best Chestnut Hill areas and neighborhoods for the activities you enjoy most. Learn more about Chestnut Hill
Center City
4 out of top 10 points of interest in this area
4.5/5(6,262 area reviews)
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.
Chestnut Hill Hotel Deals
Club Quarters Hotel Rittenhouse Square, Philadelphia
1628 Chestnut St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $147 total per night from Nov 2 to Nov 3
$147 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (4,119 reviews)
"Good place to stay with friendly and helpful staff!"
Reviewed on Oct 8, 2025
Sheraton Suites Philadelphia Airport
4101b Island Ave, Philadelphia, PA
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $137 total per night from Oct 19 to Oct 20
$137 total
Oct 19 - Oct 20
Total with taxes and fees
8.4/10 Very Good! (1,670 reviews)
"Free shuttle was great! We waited five minutes for it and we got to the airport in ten minutes."
Reviewed on Oct 9, 2025
Doubletree by Hilton Philadelphia Airport
4509 Island Ave, Philadelphia, PA
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $130 total per night from Oct 19 to Oct 20
$130 total
Oct 19 - Oct 20
Total with taxes and fees
7.2/10 Good! (3,759 reviews)
"Time for an update."
Reviewed on Oct 10, 2025
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.
Discover the most popular places to visit in Chestnut Hill
The Stagecrafters Theater
Enjoy a show at The Stagecrafters Theater, a storied theater in Philadelphia. Experience the fascinating museums and acclaimed art scene in this vibrant area.
Things to do
LEGOLAND® Discovery Center Philadelphia
$25
per adult
82% of travellers recommend
Philadelphia: Museum of Illusions Timed Entrance Ticket
$31
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.