Chesterbrook Vacations from $352

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Your Chesterbrook Vacation

Get ready to experience Chesterbrook on your terms with a custom Chesterbrook vacation package! Discovering the treasures of this interesting city is made simpler with a base in a neighborhood such as Gladwyne, which is good for golfing, among lots of other things. Eager to explore your new surroundings? Chanticleer Garden, Wayne Art Center and Chester Valley Trail Trailhead are just three of the most popular places to visit during a trip to Chesterbrook. Browse Expedia's extensive range of travel options and begin planning your dream vacation to Chesterbrook now.

The Latest Chesterbrook vacation packages

Price found within the past 48 hours. Click for updated prices.
Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
Southwest Philadelphia
Save 100% on your flight
Price was $541, price is now $352 per person
$352
per person
Mar 19 - Mar 23
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
7.4/10 Good! (3,939 reviews)
Staff was amazing so friendly and kind will be my new place to stay

Reviewed on Jan 15, 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 $952, price is now $547 per person
$547
per person
Mar 19 - Mar 23
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.6/10 Excellent! (2,048 reviews)
Great staff. Found location to be perfect.

Reviewed on Jan 14, 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 $959, price is now $607 per person
$607
per person
Mar 19 - Mar 23
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.8/10 Excellent! (4,182 reviews)
The room was perfect. The staff is professional, friendly and very attentive. This is our go-to hotel when we visit Philadelphia. With readily available Nespresso coffee, no other option can compete!

Reviewed on Jan 15, 2026

Hyatt Centric Center City Philadelphia

Hyatt Centric Center City Philadelphia

4 out of 5
Center City
Save 100% on your flight
Price was $1,037, price is now $672 per person
$672
per person
Mar 19 - Mar 23
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
9.4/10 Exceptional! (1,515 reviews)
Friendly staff, well maintained facility with a spacious room. Walking distance to restaurants, shopping and entertainment.

Reviewed on Jan 15, 2026

Philadelphia Marriott Old City

Philadelphia Marriott Old City

4 out of 5
Center City
Save 100% on your flight
Price was $595, price is now $386 per person
$386
per person
Mar 7 - Mar 11
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.6/10 Excellent! (1,000 reviews)
Comfy room, great service, amazing location!

Reviewed on Jan 11, 2026

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Discover the most popular places to visit in Chesterbrook

Pennsylvania Convention Center

Pennsylvania Convention Center

4.5/5(875 reviews)

During your trip, find out what's happening at Pennsylvania Convention Center, a top convention center in Philadelphia. Experience the great live music or attend a sporting event in this vibrant area.

Pennsylvania Convention Center
If you can, get club box seats at the Flyers game for a great view and intimate bar and private restrooms, away from the crowds.

Xfinity Mobile Arena

4.5/5(824 reviews)

Catch an event at Xfinity Mobile Arena during your trip to Philadelphia. Experience the fascinating museums and great live music in this vibrant area.

Xfinity Mobile Arena
Philadelphia Museum of Art featuring art

Philadelphia Museum of Art

4.5/5(1,619 reviews)

One of the country’s largest museums, with hundreds of thousands of objects, a Rodin Museum, renowned impressionist art and a sculpture garden.

Philadelphia Museum of Art

What to do in Chesterbrook

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 Chesterbrook

Chesterbrook Hotel Deals

Embassy Suites by Hilton Philadelphia Valley Forge

Embassy Suites by Hilton Philadelphia Valley Forge

3.5 out of 5
888 Chesterbrook Blvd Wayne PA
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $131 total per night from Feb 8 to Feb 9
$131 total
Feb 8 - Feb 9
Total with taxes and fees
9/10 Wonderful! (853 reviews)
Staff was great some bathrooms need to be updated

Reviewed on Jan 4, 2026

Embassy Suites by Hilton Philadelphia Valley Forge
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
$122 nightly
The price is $142 total per night from Jan 25 to Jan 26
$142 total
Jan 25 - Jan 26
Total with taxes and fees
8.8/10 Excellent! (4,302 reviews)
Air conditioner was efficient. Excellent air quality. Safe and comfortable ambience. Always Appreciate all the amenities and hospitality and everything else. Thanks.

Reviewed on Jan 13, 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
$114 nightly
The price is $133 total per night from Jan 23 to Jan 24
$133 total
Jan 23 - Jan 24
Total with taxes and fees
7.4/10 Good! (4,254 reviews)
Staff was amazing so friendly and kind will be my new place to stay

Reviewed on Jan 15, 2026

Doubletree by Hilton Philadelphia Airport
See all 3,054 properties in Chesterbrook
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.

Find the Best Chesterbrook Vacation Packages

Chesterbrook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Philadelphia Intl. Airport (PHL)
Population
4,600
Top Sights
Villanova University, Chanticleer Garden and Chester Valley Trail Trailhead

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Frequently asked questions

How much does a Chesterbrook vacation package cost?
Offering great value package deals from $352 on Expedia, you'll be surprised at how little a vacation to Chesterbrook costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chesterbrook?
January, February and March are great times to search for cheap Chesterbrook vacation packages. Traveling in less busy months means you can typically find lower prices on flights and hotels.
How many days is enough for Chesterbrook?
With a well-organized schedule, you can easily hit the most popular Chesterbrook sights in a handful of days. But if you prefer to discover hidden gems or go on day trips, think about booking your Chesterbrook vacation for longer.
How to find the best Chesterbrook package deals?
Start your search for a Chesterbrook package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Chesterbrook package deal straight away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Chesterbrook adventure off to a flying start.
Is it cheaper to book a Chesterbrook vacation as a package?
You can enjoy significant savings on your Chesterbrook getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Chesterbrook?
Score incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Chesterbrook escape.
Does Expedia offer Book Now, Pay Later Chesterbrook vacation packages?
If you're like us, you love traveling the world but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Chesterbrook trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.