Chestnut Hill Vacations from $263

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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.
Hyatt Centric Center City Philadelphia

Hyatt Centric Center City Philadelphia

4 out of 5
Center City
Save 100% on your flight
Price was $415, price is now $263 per person
$263
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
9.4/10 Exceptional! (1,515 reviews)
Very very nice hotel, rooms were clean. Great service!

Reviewed on Jan 9, 2026

Hilton Garden Inn Philadelphia Center City

Hilton Garden Inn Philadelphia Center City

3 out of 5
Center City
Save 100% on your flight
Price was $661, price is now $397 per person
$397
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.6/10 Excellent! (2,048 reviews)
Was clean staff was so niece n very helpful, yogurt,french toast, bakery part n the bacon was breakfast was soooo good thank u for having me family.

Reviewed on Jan 9, 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
Center City
Save 100% on your flight
Price was $463, price is now $293 per person
$293
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.8/10 Excellent! (4,182 reviews)
Everything was fabulous check in a breeze front desl staff amazing..... Value location all good for a quck stay

Reviewed on Jan 9, 2026

Philadelphia Marriott Old City

Philadelphia Marriott Old City

4 out of 5
Center City
Save 100% on your flight
Price was $464, price is now $294 per person
$294
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.6/10 Excellent! (1,000 reviews)
Room was clean! Walking distance to historic district. Friendly staff!

Reviewed on Jan 8, 2026

Tudor Place

Tudor Place

4 out of 5
Price was $2,247, price is now $1,433 per person
$1,433
per person
Mar 9 - Mar 12
found 17 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Philadelphia (PHL)
No reviews

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
Liberty Bell Center featuring heritage architecture, a monument and a city

Center City

2 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.

Find hotels in Center City

Chestnut Hill Hotel Deals

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St Philadelphia PA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $151 total per night from Jan 25 to Jan 26
$151 total
Jan 25 - Jan 26
Total with taxes and fees
8.8/10 Excellent! (4,279 reviews)
Room and hotel were great!

Reviewed on Jan 8, 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia
Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
4509 Island Ave Philadelphia PA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $127 total per night from Jan 25 to Jan 26
$127 total
Jan 25 - Jan 26
Total with taxes and fees
7.4/10 Good! (4,229 reviews)
Room was clean and comfortable. Check in staff was great

Reviewed on Jan 6, 2026

Doubletree by Hilton Philadelphia Airport
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
$135 nightly
The price is $158 total per night from Jan 11 to Jan 12
$158 total
Jan 11 - Jan 12
Total with taxes and fees
8.6/10 Excellent! (2,498 reviews)
Great staff.

Reviewed on Jan 9, 2026

The Windsor Suites
See all 3,172 properties in Chestnut Hill
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

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 acclaimed theater scene and fascinating museums in this vibrant area.

The Stagecrafters Theater

Things to do

LEGOLAND® Discovery Center Philadelphia

LEGOLAND® Discovery Center Philadelphia

$25
per adult
82% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
Sphinx Gallery

Penn Museum Admission Ticket

$23
per adult
100% of travellers recommend
Penn Museum Admission Ticket
Polaris Slingshot Rental-Philadelphia, PA

Polaris Slingshot Rental-Philadelphia, PA

$250
per traveler
Polaris Slingshot Rental-Philadelphia, PA
See all activities in Philadelphia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.