Chesterbrook Vacation Packages

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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.

Top Chesterbrook Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Mt Laurel

Hyatt Place Mt Laurel

3 out of 5
per person
Oct 10 - Oct 13
found 7 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philadelphia (PHL)
8.8/10 Excellent! (1,004 reviews)
Very please with our stay.

Reviewed on Aug. 10, 2025

Homewood Suites by Hilton Lansdale

Homewood Suites by Hilton Lansdale

3 out of 5
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philadelphia (PHL)
8.8/10 Excellent! (1,007 reviews)
This place was an amazing stay to say the least !!! My husband and i enjoyed it . Will definitely book in the future .

Reviewed on Aug. 16, 2025

Valley Forge Casino Resort

Valley Forge Casino Resort

4 out of 5
per person
Nov 6 - Nov 9
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
8.2/10 Very Good! (1,006 reviews)
Property and staff were great next visit bringing rest of my casino loving family really enjoyed

Reviewed on Aug. 16, 2025

The Windsor Suites

The Windsor Suites

4 out of 5
Center City
per person
Nov 6 - Nov 9
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
8.8/10 Excellent! (1,927 reviews)
I always stay at this hotel. The balcony suites are the best. The tub had some rest around the drain which isnt a good quality but should be a quick fix.

Reviewed on Aug. 17, 2025

Oceanside Lodge

Oceanside Lodge

2.5 out of 5
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philadelphia (PHL)
6.2/10 (1,001 reviews)
Great for the family. With the pool in the courtyard

Reviewed on Aug. 15, 2025

Ready to book your vacation to Chesterbrook?

 

Choose your dates

Chesterbrook Hotel Deals

Sonesta Philadelphia Rittenhouse Square

Sonesta Philadelphia Rittenhouse Square

4 out of 5
1800 Market St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Aug 31 to Sep 1
CA $137
CA $191 total
Aug 31 - Sep 1
includes taxes & fees
8.2/10 Very Good! (1,904 reviews)
"For the most part it ws excellent"

Reviewed on Aug. 14, 2025

Sonesta Philadelphia Rittenhouse Square
Hilton Philadelphia at Penn's Landing

Hilton Philadelphia at Penn's Landing

4 out of 5
201 S. Christopher Columbus Blvd, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Aug 31 to Sep 1
CA $199
CA $231 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (1,334 reviews)
"Beautiful view"

Reviewed on Aug. 16, 2025

Hilton Philadelphia at Penn's Landing
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
The price is CA $126 per night from Aug 24 to Aug 25
CA $126
CA $147 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (4,037 reviews)
"Excellent Hotel. Great staff & great rooms. Very clean. Highly recommend."

Reviewed on Aug. 16, 2025

Club Quarters Hotel Rittenhouse Square, Philadelphia
See all 2,734 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Chesterbrook

Rittenhouse Square

Rittenhouse Square

Rittenhouse Square is just one of the places to see in Philadelphia, so why not enjoy the other things to explore during your travels? Experience the fascinating museums and acclaimed theater scene in this vibrant area.

Rittenhouse Square
Philadelphia Museum of Art which includes art

Philadelphia Museum of Art

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

Liberty Bell Center

Set in the historical heart of the city, this glass pavilion that houses America’s symbol of independence is one of the most visited sights in Philadelphia.

Liberty Bell Center

What to do in Chesterbrook

Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

CA $41
per traveller
Liberty, Freedom, and Revolution: American History Tours Bundle
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

CA $81
per adult
80% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
Polaris Slingshot Rental-Philadelphia, PA

Polaris Slingshot Rental-Philadelphia, PA

CA $344
per traveller
Polaris Slingshot Rental-Philadelphia, PA
See all activities in Chesterbrook

Frequently asked questions

How much does a Chesterbrook vacation package cost?
You'll find cheap prices from CA $653 on Expedia for your Chesterbrook getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Chesterbrook costs.
What are the cheapest months to go to Chesterbrook?
You can typically find lower rates and better availability in December, January and February. Check out our cheap Chesterbrook vacation packages and you could land some great off-season deals.
How many days is enough for Chesterbrook?
For your Chesterbrook vacation, a few days will be enough to tour the top spots. Make sure to check out Historic Sugartown — it's one of the main attractions in this destination. If you're looking for more adventure, think about basing yourself here and going on some trips from Chesterbrook.
How to find the best Chesterbrook package deals?
Bagging a cheap Chesterbrook package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a few filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Chesterbrook package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Chesterbrook vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging accommodations and flights individually. Better still, you can customize your Chesterbrook escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
How to plan a trip to Chesterbrook?

  1. Pick your dates: What you want to do in Chesterbrook and your favourite season will help you decide when to get away.
  2. Set your budget: Factor in costs like flights, food and transportation when calculating how much to save for your trip to Chesterbrook. Then, choose a property that matches your budget, whether that's an economical stay or a lavish getaway.
  3. Set the duration of your trip: Start by compiling a list of the attractions and activities you want to experience in Chesterbrook. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your airfare and accommodations: Once you've settled on your dates and duration, lock in the ideal Chesterbrook vacation package for you.

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