Chesterbrook Holidays from AU$836

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Your Chesterbrook Holiday

Take the guesswork out of travel planning by booking a Chesterbrook holiday package. A great neighbourhood to base yourself in this amazing city is Gladwyne, which is great for golfing and a lot more. If your trip to Chesterbrook includes a little sightseeing, check out renowned attractions like Chanticleer Garden, Wayne Art Centre and Chester Valley Trail Trailhead. Your dream Chesterbrook holiday is a few clicks away. Explore hotels, flights and more on Expedia for a trip that's tailored to suit your travel style.

The Latest Chesterbrook Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Valley Forge Casino Resort

Valley Forge Casino Resort

4 out of 5
per person
1 Sept - 5 Sept
found 22 hours ago
Return direct flight included
San Francisco (SFO) to Philadelphia (PHL)
8.2/10 Very Good! (1,010 reviews)
Room size excellent. Quiet Nice facility for a conference

Reviewed on 13 Jul. 2025

The Windsor Suites

The Windsor Suites

4 out of 5
Center City
per person
1 Sept - 5 Sept
found 22 hours ago
Return direct flight included
San Francisco (SFO) to Philadelphia (PHL)
8.8/10 Excellent! (1,867 reviews)
Great location and nice rooftop area

Reviewed on 11 Jul. 2025

Hilton Philadelphia at Penn's Landing

Hilton Philadelphia at Penn's Landing

4 out of 5
Center City
per person
1 Sept - 5 Sept
found 22 hours ago
Return direct flight included
San Francisco (SFO) to Philadelphia (PHL)
8.2/10 Very Good! (1,146 reviews)
Overall I had a good stay

Reviewed on 13 Jul. 2025

Hyatt Centric Center City Philadelphia

Hyatt Centric Center City Philadelphia

4 out of 5
Center City
per person
1 Sept - 5 Sept
found 22 hours ago
Return direct flight included
San Francisco (SFO) 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 10 Jul. 2025

Sheraton Philadelphia Downtown

Sheraton Philadelphia Downtown

4 out of 5
Center City
per person
1 Sept - 5 Sept
found 22 hours ago
Return direct flight included
San Francisco (SFO) to Philadelphia (PHL)
8.2/10 Very Good! (1,019 reviews)
It was clean and staff was friendly.

Reviewed on 27 Jun. 2025

Chesterbrook Holiday

Chesterbrook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Philadelphia Intl. Airport (PHL)
Population
4,600
Max Temp Winter
4ºC
Max Temp Summer
27ºC
Top Sights
Valley Forge National Historic Park, Peoples Light and Villanova University

Our pick of the best 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 AU$260 per night from 20 July to 21 July
AU$260
20 July - 21 July
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 8 Jul. 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 AU$166 per night from 3 Aug to 4 Aug
AU$166
3 Aug - 4 Aug
includes taxes & fees
8.6/10 Excellent! (4,042 reviews)
"Comfy"

Reviewed on 12 Jul. 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 AU$212 per night from 20 July to 21 July
AU$212
20 July - 21 July
includes taxes & fees
7.2/10 Good! (3,266 reviews)
"Parking was unreasonable, in and out to expensive."

Reviewed on 12 Jul. 2025

Doubletree by Hilton Philadelphia Airport
See all 2,823 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 Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Discover the most popular places to visit in Chesterbrook

Philadelphia Museum of Art showing art

Philadelphia Museum of Art

This sweeping museum is home to over 227,000 objects and hosts around 25 special exhibitions per year.

Philadelphia Museum of Art
Liberty Bell Center featuring a monument, heritage architecture and a city

Liberty Bell Center

Displayed right in the heart of the city, this bell is one of Philadelphia’s most prized possessions.

Liberty Bell Center
Reading Terminal Market showing markets, cbd and signage

Reading Terminal Market

When peckish in Philadelphia, this is the definitive place to stop by. Gorge on local produce like Philly cheese-steaks, Amish-style doughnuts and shoofly pie.

Reading Terminal Market

What to do in Chesterbrook

Hop-On Hop-Off bus in front of the Philadelphia Museum of Art

Philadelphia Hop-On Hop-Off Bus Tour

AU$54
per adult
86% of travellers recommend
Philadelphia Hop-On Hop-Off Bus Tour
Spirit of Philadelphia Dinner Cruise

Spirit of Philadelphia Signature Dinner Cruise

AU$212
per adult
Spirit of Philadelphia Signature Dinner Cruise
Dark Philly Adult Night Tour

Dark Philly Adult Night Tour

AU$58
per adult
96% of travellers recommend
Dark Philly Adult Night Tour
See all activities in Chesterbrook

Frequently asked questions

How much does a Chesterbrook holiday package cost?
Offering great value package deals from AU$836 on Expedia, you'll be surprised at how little a holiday to Chesterbrook costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chesterbrook?
If you'd like to book a cheap Chesterbrook holiday package, consider planning a trip in December, January and February. You'll usually find lower prices on airfares and hotels during these quieter months --- perfect for travellers wishing to save money.
How many days is enough for Chesterbrook?
The ideal duration of your Chesterbrook holiday depends on what you'd like to do and see. Typically, a few days to a week will give you time to visit all the top attractions and discover some hidden treasures along the way.
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 holiday as a package?
You can enjoy significant savings on your Chesterbrook getaway by booking a tailored holiday package. Check the "Package" heading, then enter your travel dates and destination to see some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday 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.
How to plan a trip to Chesterbrook?

  1. Choose when to get away: Check your calendar and get packing. Your preferred season and the activities available will also help you decide when to visit Chesterbrook.
  2. Set your budget: Consider costs like food, flights and transportation when calculating how much to set aside for your trip to Chesterbrook. Then, pick a hotel that suits your budget, whether that's a wallet-friendly option or a swankier retreat.
  3. Determine how many days away: Start by listing all the attractions and activities you want to experience in Chesterbrook. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Chesterbrook holiday package that brings all your bookings together.

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