Chestnut Hill Vacations from $308
Book a Hotel + Flight or Car together to unlock savings
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.
The Logan Philadelphia, Curio Collection by Hilton
Center City
Save 100% on your flight
Price was $514, price is now $308 per person
$308
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.8/10 Excellent! (1,560 reviews)
The room and bath were clean, great sheets and mattress. No plug on one side of the bed. The hallway was long and dark, but the lobby and staff were very nice. The roof top bar has a breathtaking panoramic view that was worth the expensive drinks. The valet service is great and stone court yard is pretty swish! We will stay again for the best proximity to everyone and everything.
Reviewed on Jul 11, 2026
YOWIE (Hotel & Shop)
South Philadelphia
Save 100% on your flight
Price was $1,494, price is now $885 per person
$885
per person
Sep 11 - Sep 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
9.8/10 Exceptional! (73 reviews)
Really unique hotel in a great area
Reviewed on Jun 10, 2026
Cozy Home near City Center with Hot tub
South Philadelphia
Save 100% on your flight
Price was $4,802, price is now $2,901 per person
$2,901
per person
Oct 3 - Oct 6
found 14 hours ago
Roundtrip flight included
Los Angeles (QLA) to Philadelphia (PHL)
10/10 Exceptional! (3 reviews)
This was the perfect place for my group and our needs. Enough beds with options; a dark, quiet room in the basement, a shared room with a two full beds, the top floor king size suite, even a pull out sofa! All useful accommodations for a party of 5 or more. To top it off, the roof top hot tub with a city skyline view was incredible! It was a great location too, in walking distance to our venue in South Philly. Everything worked out perfectly, and I'm grateful that this option was available. Thank you!
Reviewed on Mar 2, 2026
The Rittenhouse Philadelphia
Center City
Save 100% on your flight
Price was $1,106, price is now $696 per person
$696
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
9.6/10 Exceptional! (1,002 reviews)
Room was awesome, great location as well
Reviewed on Jul 11, 2026
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(6,342 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
$132 nightly
The price is $154 total per night from Aug 9 to Aug 10
$154 total
Aug 9 - Aug 10
Total with taxes and fees
9/10 Wonderful! (4,724 reviews)
"I appreciate the folks at Club Quarters. After an evening of flight delays, I didn't get to the hotel until 4:30AM the next morning. There was someone available to check me in and get the few hours of sleep and a shower I needed before work. Appreciate the understanding of a super late check in."
Reviewed on Jul 12, 2026
Philadelphia Marriott Downtown
1201 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
$180 nightly
The price is $209 total per night from Aug 12 to Aug 13
$209 total
Aug 12 - Aug 13
Total with taxes and fees
8.6/10 Excellent! (2,154 reviews)
"Location of the hotel: excellent Check-in: very easy Staff at front desk: very helpful Room: very quiet; on the 8th floor, in the Headhouse Tower Room cleanliness: needs thorough cleaning (carpet was sticky) House-keeping: hit-and-miss --missing on day one; second day, had to call for clean-up; third ..."
Reviewed on Jul 12, 2026
The Bellevue Hotel - The Unbound Collection by Hyatt
200 South Broad Street Philadelphia PA
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $303 total per night from Jul 26 to Jul 27
$303 total
Jul 26 - Jul 27
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
"IRA is the best part of this hotel!! The WiFi was spotty but the place is beautiful and well located. The new supper club is insanely gorgeous!! And the gym!!!!!"
Reviewed on Jul 2, 2026
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.
Stay near popular Chestnut Hill attractions
Things to do
LEGOLAND® Discovery Center Philadelphia
$25
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.