Chesterbrook Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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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.
Valley Forge Casino Resort

Valley Forge Casino Resort

4 out of 5
Save 100% on your flight
per person
Sep 11 - Sep 16
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Philadelphia (PHL)
8.2/10 Very Good! (1,010 reviews)
Everything you need is in the hotel. Plus close to the mall and topgolf is literally across the street!

Reviewed on Jul. 6, 2025

Sheraton Philadelphia Downtown

Sheraton Philadelphia Downtown

4 out of 5
Center City
Save 100% on your flight
per person
Sep 11 - Sep 16
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Philadelphia (PHL)
8.2/10 Very Good! (1,019 reviews)
It was clean and staff was friendly.

Reviewed on Jun. 27, 2025

Hyatt Centric Center City Philadelphia

Hyatt Centric Center City Philadelphia

4 out of 5
Center City
Save 100% on your flight
per person
Sep 11 - Sep 16
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Philadelphia (PHL)
9.4/10 Exceptional! (1,380 reviews)
The beds and pillows are the softest I’ve ever laid in . The location is perfect . You can walk and feel safe . The staff is very nice and attentive.

Reviewed on Jul. 10, 2025

Fairfield Inn & Suites by Marriott Philadelphia Downtown/Center City

Fairfield Inn & Suites by Marriott Philadelphia Downtown/Center City

2.5 out of 5
Center City
Save 100% on your flight
per person
Sep 11 - Sep 16
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Philadelphia (PHL)
8.6/10 Excellent! (1,000 reviews)
Liked the fact that I was able to check in a little earlier. The only thing that I didn’t like was the shades in the room. I felt closed in as closing shades made it very dark and gloomy. Something more welcoming that allows you to see out / while light shines in / while still feeling secure and having privacy is more inviting! Thank you; I was satisfied with the friendly staff on July 5 and just overall thru July 7.

Reviewed on Jul. 7, 2025

The Warwick Hotel Rittenhouse Square Philadelphia

The Warwick Hotel Rittenhouse Square Philadelphia

4 out of 5
Center City
Save 100% on your flight
per person
Sep 11 - Sep 16
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Philadelphia (PHL)
7.8/10 Good! (1,569 reviews)
Great location. Rooms are outdated for the cost. Old wall AC units which are very noisy. Lots of wear and tear. Lobby is updated. Rooms are apparently in process or at least planned.

Reviewed on Jun. 22, 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 $174 per night from Jul 20 to Jul 21
CA $174
CA $234 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (1,783 reviews)
"The rooms were clean. Excellent location close to everything. The staff was amazing to me and my kids. Very patient and attentive. Loved that there was an outside pool as well. First time here and now is my favorite place to stay in Center City."

Reviewed on Jul. 8, 2025

Sonesta Philadelphia Rittenhouse Square
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 $128 per night from Jul 20 to Jul 21
CA $128
CA $149 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (4,032 reviews)
We lucked out. Great corner room.
"We got a corner room on the 11th floor with a super high ceiling. It was difficult to get around the bed but the high ceilings and the corner room (both views looked out onto the city) was such a bonus!!!! Thank you Club Quarters! And free nespresso in the room! And in the lobby, free flat and sparkling ..."

Reviewed on Jul. 8, 2025

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
The price is CA $164 per night from Jul 20 to Jul 21
CA $164
CA $191 total
Jul 20 - Jul 21
includes taxes & fees
7.2/10 Good! (3,237 reviews)
"Property was ok, bed was very very soft, bathtub was stained black and was not very clean. Encased window was peeling and cracking. Positive side- Staff as awesome and amazing and very helpful."

Reviewed on Jul. 8, 2025

Doubletree by Hilton Philadelphia Airport
See all 2,817 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

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 fascinating museums and acclaimed theater scene 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

Frequently asked questions

How much does a Chesterbrook vacation package cost?
You'll find cheap prices from CA $589 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.