Chestnut Hill Vacations from $257
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Photo by Stewart Helfer
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 $393, price is now $257 per person
$257
per person
Dec 29 - Jan 2
found 6 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Philadelphia (PHL)
17.2/10 Exceptional! (1,001 reviews)
Room was clean. The only problem was the shampoo and conditioner holders in bathroom were empty
Reviewed on Nov 23, 2025
Hotel Du Pont
Downtown Wilmington
Save 100% on your flight
Price was $1,993, price is now $1,033 per person
$1,033
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Philadelphia (PHL)
17.6/10 Exceptional! (642 reviews)
I would have given 5stars all around but for the empty body wash container attached to the wall in the shower.
Reviewed on Oct 13, 2025
One Sky Loft
Center City
Save 100% on your flight
Price was $1,395, price is now $803 per person
$803
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Philadelphia (PHL)
18.4/10 Exceptional! (54 reviews)
Very clean. Two suggestions. There were no coat or towel hooks anywhere in the unit. Also, the overhead lights could use dimmers. One of our windows was open at the top and they were too heavy to close. Also, the kitchen could use some cooking utensils like a spatula.
Reviewed on Nov 10, 2025
Fairfield Inn by Marriott Philadelphia Valley Forge
Save 100% on your flight
Price was $584, price is now $379 per person
$379
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Philadelphia (PHL)
16.8/10 Exceptional! (1,000 reviews)
Breakfast was the best part
Reviewed on Oct 7, 2025
The Bellevue Hotel, in The Unbound Collection by Hyatt
Center City
Save 100% on your flight
Price was $1,420, price is now $935 per person
$935
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Philadelphia (PHL)
17.2/10 Exceptional! (1,004 reviews)
Everyone was nice and the hotel was immaculate
Reviewed on Nov 19, 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
3 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
$109 nightly
The price is $127 total per night from Nov 30 to Dec 1
$127 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (4,217 reviews)
Great location & friendly service. We had a clean small room but cozy enough. Only issue: parking cost us $50 ( if you prefer free parking, it is not your choice) plus, there is no soap in the bathroom!! Overall it is a nice hotel.
Reviewed on Nov 24, 2025
Doubletree by Hilton Philadelphia Airport
4509 Island Ave Philadelphia PA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $114 total per night from Dec 26 to Dec 27
$114 total
Dec 26 - Dec 27
Total with taxes and fees
7.4/10 Good! (3,990 reviews)
In the middle of a remodel - it needs it!
Reviewed on Nov 25, 2025
Hampton Inn Philadelphia Center City-Convention Center
1301 Race St Philadelphia PA
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $111 total per night from Dec 16 to Dec 17
$111 total
Dec 16 - Dec 17
Total with taxes and fees
8/10 Very Good! (2,632 reviews)
I had a great stay at this hotel. The room was clean, the service was friendly, and the location was perfect—central to everything I needed in the city. I’d definitely stay here again!
Reviewed on Nov 24, 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 theater scene in this vibrant area.
Things to do
Philadelphia: Museum of Illusions Timed Entrance Ticket
$31
per adult
98% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
$25
per adult
82% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.