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.
MHO Hotel Bordentown

MHO Hotel Bordentown

2 out of 5
per person
Aug 1 - Aug 4
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Trenton (TTN)
8/10 Very Good! (1,004 reviews)
One of the most inexpensive rates. Rooms obviously dated But bedding sheets clean. Staff really nice. They care about what’s going

Reviewed on Jun. 28, 2025

Home2 Suites by Hilton Philadelphia - Convention Center, PA

Home2 Suites by Hilton Philadelphia - Convention Center, PA

3 out of 5
Center City
per person
Aug 3 - Aug 9
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philadelphia (PHL)
8.2/10 Very Good! (1,008 reviews)
Clean excellent staff they went above & beyond very happy with our stay will definitely stay again

Reviewed on Jun. 26, 2025

Surrey Beach House

Surrey Beach House

2 out of 5
per person
Aug 29 - Sep 1
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philadelphia (PHL)
9.8/10 Exceptional! (37 reviews)
The property was perfect for a beach weekend! Right on the beach block, clean, plenty of amenities, etc. Check in and check out was easy.

Reviewed on May 25, 2025

The Inn at LBI National

The Inn at LBI National

2 out of 5
per person
Aug 3 - Aug 7
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Philadelphia (PHL)
8.8/10 Excellent! (188 reviews)
Super clean, friendly, safe. Perfect for a family

Reviewed on Jun. 25, 2025

North Beach Hotel

North Beach Hotel

2.5 out of 5
per person
Aug 29 - Sep 1
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philadelphia (PHL)
8.6/10 Excellent! (90 reviews)
Every quite area and comfortable bed, very clean room

Reviewed on Jun. 8, 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 $185 per night from Jul 6 to Jul 7
CA $185
CA $247 total
Jul 6 - Jul 7
includes taxes & fees
8.2/10 Very Good! (1,753 reviews)
Great staff, questionable room, busy time
"Reception staff were all lovely, and the check-in and check-out processes were both smooth. The general state of the room left a bit to be desired: the couch/bench had several chips taken out of the base, there were weird pieces of gunk stuck to the ceiling and visible water damage on the ceiling ..."

Reviewed on Jun. 28, 2025

Sonesta Philadelphia Rittenhouse Square
Motto by Hilton Philadelphia Rittenhouse Square
Motto by Hilton Philadelphia Rittenhouse Square
3.5 out of 5
31 S 19th St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Jul 2 to Jul 3
CA $138
CA $161 total
Jul 2 - Jul 3
includes taxes & fees
8.8/10 Excellent! (1,465 reviews)
"Une bonne idée pour un cours séjour"

Reviewed on Jun. 27, 2025

Motto by Hilton Philadelphia Rittenhouse Square
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
The price is CA $163 per night from Jul 20 to Jul 21
CA $163
CA $190 total
Jul 20 - Jul 21
includes taxes & fees
7.2/10 Good! (3,166 reviews)
"The roots festival was trash but our stay was worth it"

Reviewed on Jun. 27, 2025

Doubletree by Hilton Philadelphia Airport
See all 2,810 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

Frequently asked questions

How much does a Chesterbrook vacation package cost?
You'll find cheap prices from CA $482 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.

Discover the most popular places to visit in Chesterbrook

Rittenhouse Square

Rittenhouse Square

4.5/5(41 reviews)

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 acclaimed art scene and entertainment choices in this vibrant area.

Rittenhouse Square
Philadelphia Museum of Art which includes art

Philadelphia Museum of Art

4.5/5(102 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
Liberty Bell Center showing a city, a monument and heritage architecture

Liberty Bell Center

4.5/5(119 reviews)

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
Center City Philadelphia Food Tour with Reading Market

Center City Philadelphia Food Tour with Reading Market

CA $81
per adult
Center City Philadelphia Food Tour with Reading Market
See all activities in Chesterbrook
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.