
Chestnut Hill Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Chestnut Hill vacation package deals
Price found within the past 48 hours. Click for updated prices.

4.0-star property
Hilton Philadelphia at Penn's Landing
Center City
8.2/10 Very Good! (1,878 reviews)
Jul 12 - Jul 16
4 night stay
Boston (BOS) to Philadelphia (PHL)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $897, price is now $624 per person
$624
per person
found 1 day ago
We only did a one night stay for a concert in the park just outside the hotel. All the staff we interacted with were nice & helpful. Room was clean & tidy with a great view on the 9th floor. My only complaint is the parking… No where in the process of my reservation did it mention the price or the parking. So I assumed it came with the price of our reservation. I was wrong.. Beautiful hotel, horrible parking experience..
Reviewed on Nov 5, 2025

2.0-star property
One Sky Loft
Center City
9.2/10 Wonderful! (90 reviews)
Jul 2 - Jul 7
5 night stay
Denver (DEN) to Philadelphia (PHL)
American Airlines • Coach
Philadelphia (PHL) to Denver (DEN)
Frontier Airlines • Coach
Save 100% on your flight
Price was $4,628, price is now $2,914 per person
$2,914
per person
found 5 hours ago

2.0-star property
YOWIE (Hotel & Shop)
South Philadelphia
9.8/10 Exceptional! (70 reviews)
Jun 19 - Jun 21
2 night stay
Denver (DEN) to Philadelphia (PHL)
Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,057, price is now $744 per person
$744
per person
found 1 day ago
Lovely place to stay - character, fun view of the neighborhood. Pretty noisy up until about 10 PM, but if you're looking for charm and character, this place has it in spades!
Reviewed on Apr 16, 2024

4.0-star property
The Windsor Suites
Center City
8.6/10 Excellent! (2,773 reviews)
Jul 12 - Jul 16
4 night stay
Boston (BOS) to Philadelphia (PHL)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,488, price is now $1,065 per person
$1,065
per person
found 24 hours ago
Orbitz is the worst. They have screwed up their last reservation for me.
And Windsor Suites have earned my business for ANY trip I ever have to take to Philadelphia in the future.
My plans changed and Orbitz wanted to charge me in excess of $200 to cancel my $145 hotel room. Through the Orbitz portal I sent a "direct message" to The Windsor Suites that I would be a day late. Orbitz does NOT forward messages on to the hotel I learned. I was cancelled as a no-show.
The Windsor Suites staff recognized my predicament, and even though my room reservation had been cancelled, and the only room avaiable was a suite that was 3x the rack rate of the room I reserved, they moved me into the more expensive room -- and at a LOWER rate than what Orbitz had quoted for a standard suite.
The room was roomy, clean, well stocked, quiet, and comfortable. This was Orbitz's last chance as I have had multiple reservation problems over the years. In the future, I will use them to search for a hotel and rate, but ALWAYS call the property directly.
Reviewed on Apr 23, 2026

4.0-star property
AKA University City
University City
9.2/10 Wonderful! (757 reviews)
Jul 12 - Jul 16
4 night stay
Boston (BOS) to Philadelphia (PHL)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,301, price is now $959 per person
$959
per person
found 24 hours ago
Large room, great view of the city!
Reviewed on May 9, 2026
Top rated hotels for your Chestnut Hill vacation package

Club Quarters Hotel Rittenhouse Square, Philadelphia
1628 Chestnut St Philadelphia PA
Free Cancellation
Reserve now, pay when you stay
8.92 mi from Chestnut Hill
$139 nightly
The price is $162 total per night
$162 total
Jun 7 - Jun 8
Total with taxes and fees
At Club Quarters Hotel Rittenhouse Square, Philadelphia, guests have access to a gym, free WiFi in public areas, and meeting rooms. Offsite parking is offered for a fee. Front-desk staff can answer questions 24/7, and assist with concierge services, luggage storage, and securing valuables. 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 business center, and coffee/tea in a common area.

Philadelphia Marriott Downtown
1201 Market St Philadelphia PA
Free Cancellation
Reserve now, pay when you stay
8.94 mi from Chestnut Hill
$179 nightly
The price is $208 total per night
$208 total
May 24 - May 25
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 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include a conference center, a 24-hour business center, and a computer station.

The Windsor Suites
1700 Ben Franklin Pkwy Philadelphia PA
8.63 mi from Chestnut Hill
$169 nightly
The price is $197 total per night
$197 total
May 25 - May 26
Total with taxes and fees
The Windsor Suites features a gym, free WiFi in public areas, and conference space. Valet parking is available for USD 57 per night. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, dry cleaning/laundry, and tours or tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a seasonal outdoor pool, a computer station, and a library.
Pool
Pet friendly
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.
Explore More Ways to Travel with Travelocity
- Cottages in Philadelphia Allen Lane Station
- Manayunk Hotels
- Hotels near Awbury Arboretum
- Apartments in Philadelphia Chestnut Hill East Station
- Condo Rentals in Philadelphia Chestnut Hill East Station
- Apartments in Philadelphia Stenton Station
- B&B in Philadelphia Washington Lane Station
- Extended Stay Hotels in Philadelphia Washington Lane Station
- Apartments in Philadelphia Upsal Station
- Extended Stay Hotels in Philadelphia Upsal Station
- Hotels near Fort Washington State Park
- 5 Star Hotels in Glenside
- Apartments in Glenside
- B&B in Glenside
- Cabin Rentals in Glenside
- Cottages in Glenside
- Extended Stay Hotels in Glenside
- Best Western Hotels in Glenside
- Hotels with Pool in Glenside
- Glenside Hotels
- Motels in Glenside
- Rv Parks in Glenside
- Villas in Glenside
- Hotels near Johnson House Historical Site
- Guest Houses in Oreland Station
- B&B in Conshohocken Miquon Station
- Roxborough Hotels
- B&B in Philadelphia Ivy Ridge Station
- Apartments in Oreland
- Oreland Hotels
- Inns in Oreland
- Cheap Hotels in Philadelphia
- Philadelphia Hotels
- Plymouth Meeting Hotels
- Apartments in Flourtown
- B&B in Flourtown
- Extended Stay Hotels in Flourtown
- Guest Houses in Flourtown
- Boutique Hotels in Flourtown
- Motels in Flourtown
- Hotels near Morris Arboretum
- 5 Star Hotels in Wyncote
- Farmstay in Wyncote
- Cabin Rentals in Wyncote
- Wyncote Hotels
- Farmstay in Philadelphia Tulpehocken Station
- 3 Star Hotels in Lafayette Hill
- 5 Star Hotels in Lafayette Hill
- Arcade Hotels in Lafayette Hill
- Pet Friendly Hotels in Lafayette Hill
- Lafayette Hill Hotels
- Apartments in Philadelphia Glenside Station
- Hotels near Morris Arboretum
- B&B in Philadelphia Carpenter Station
- Condo Rentals in Philadelphia Carpenter Station
- Apartments in Philadelphia St. Martins Station
- Flights from Glenside
- Flights from Oreland
- Flights to Philadelphia
- Flights from Atlanta to Philadelphia
- Flights from Boston to Philadelphia
- Flights from Chicago to Philadelphia
- Flights from Dallas to Philadelphia
- Flights from Houston to Philadelphia
- Flights from Los Angeles to Philadelphia
- Flights from Orlando to Philadelphia
- Flights from Tampa to Philadelphia
- Haverford College
- Conshohocken Vacations
- Philadelphia Zoo
- University of Pennsylvania
- Plymouth Friends Meetinghouse
- East Norriton Vacations
- Thomas Jefferson University Hospital
- Miller Theater
- Ardmore Vacations
- Cherry Street Pier
- Tuttleman Center
- Children's Hospital of Philadelphia
- Glenside Vacations
- Radnor Vacations
- Bryn Mawr Vacations
- Villanova University
- Upper Darby Vacations
- Bryn Mawr College
- Abington Vacations
- Rocky Statue
- Cairnwood Estate
- Philadelphia Vacations
- Fort Washington Vacations
- Plymouth Meeting Vacations
- Willow Grove Vacations
- Plymouth Meeting Mall
- Pennsylvania Convention Center
- Bala Golf Club
- Legoland® Discovery Center
- Please Touch Museum