Chestnut Hill Vacation Packages
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Top Chestnut Hill vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Chic & Cozy Philly Stay in City Center
South Philadelphia
8.4/10 Very Good! (6 reviews)
Oct 17 - Oct 24
7 night stay
Detroit (DTW) to Philadelphia (PHL)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $941, price is now $619 per person
$619
per person
found 1 day ago
Little trouble getting in but host was responsive despite the late hour. I would have appreciated a more accurate description of the parking situation. Not only is there no parking on site, there is no parking anywhere close. The place is nice and roomy.
Reviewed on Aug 2, 2026
2.0-star property
Trolley Stop Motel
7.8/10 Good! (779 reviews)
Oct 17 - Oct 24
7 night stay
Detroit (DTW) to Philadelphia (PHL)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $824, price is now $559 per person
$559
per person
found 1 day ago
Great place and good customer service service.
Reviewed on Aug 10, 2026
5.0-star property
The Rittenhouse Philadelphia
Center City
9.6/10 Exceptional! (1,003 reviews)
Sep 18 - Sep 20
2 night stay
Boston (BOS) to Philadelphia (PHL)
JetBlue Airways • Coach
Philadelphia (PHL) to Boston (BOS)
American Airlines • Coach
Save 100% on your flight
Price was $1,149, price is now $809 per person
$809
per person
found 1 day ago
Great location
Reviewed on Aug 10, 2026
3.5-star property
Cozy Stay near Fishtown & City Center
North Philadelphia
6/10 (3 reviews)
Oct 17 - Oct 24
7 night stay
Detroit (DTW) to Philadelphia (PHL)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $946, price is now $666 per person
$666
per person
found 1 day ago
Nice location to catch subway. Noise free and there is a super market close to the property. Staff is very good.
Reviewed on Jul 31, 2026
Top rated hotels for your Chestnut Hill vacation package
Philadelphia Marriott Downtown
1201 Market St Philadelphia PA
Free Cancellation
Reserve now, pay when you stay
8.94 mi from Chestnut Hill
$170 nightly
The price is $198 total per night
$198 total
Sep 1 - Sep 2
Total with taxes and fees
Guests of Philadelphia Marriott Downtown enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 71.66 per day. The front desk is staffed 24 hours a day to help with concierge services and securing valuables. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Free WiFi
Restaurant
Loews Philadelphia Hotel
1200 Market St Philadelphia PA
9.02 mi from Chestnut Hill
$179 nightly
The price is $208 total per night
$208 total
Sep 7 - Sep 8
Total with taxes and fees
Guests of Loews Philadelphia Hotel enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 60.02 per night. The front desk has multilingual staff on hand 24/7 to help with securing valuables, tours or tickets, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Pet friendly
Free WiFi
W Philadelphia
1439 CHESTNUT ST Philadelphia PA
Free Cancellation
Reserve now, pay when you stay
8.97 mi from Chestnut Hill
$199 nightly
The price is $232 total per night
$232 total
Aug 17 - Aug 18
Total with taxes and fees
Guests of W Philadelphia enjoy a full-service spa, an outdoor pool, and a 24-hour gym. Valet parking is available for USD 73.5 per day. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include free WiFi in public areas, a conference center, and a 24-hour business center.
Pool
Spa
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.
Things to do
LEGOLAND® Discovery Center Philadelphia
$28
per adult
80% of travellers recommend
Center City Philadelphia Food Tour with Reading Market
$59
per adult
88% of travellers recommend
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