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.
Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

4.5 out of 5
Center City
Price was CA $1,117, price is now CA $857 per person
CA $857
per person
Aug 28 - Aug 31
found 5 hours ago
Roundtrip flight included
Montreal (YMQ) to Philadelphia (PHL)
9/10 Wonderful! (2,414 reviews)
The hotel is within walking distance of really good restaurants and the historic district. We had a one bedroom suite so the room was spacious and well appointed. Everything was clean and in good repair. The lobby bar is really nice, a great place to grab drinks and snacks. The breakfast buffet in the restaurant was the best hotel breakfast we have had. We did struggle with housekeeping. We booked the room for three adults because it had a pull out sofa bed. On our arrival there was no bedding for the pull out. Our first request brought only sheets. The second request brought one thin blanket and a pillow. We called a third time requesting the same type bedding that was on the bed and received one more thin blanket, A little disappointing for the price we paid for the room.

Reviewed on Jun 23, 2026

Surrey Beach House

Surrey Beach House

2 out of 5
Price was CA $2,138, price is now CA $1,657 per person
CA $1,657
per person
Jul 25 - Jul 30
found 9 hours ago
Roundtrip flight included
Montreal (YMQ) to Philadelphia (PHL)
9.8/10 Exceptional! (54 reviews)
Perfect place to stay for a beach vacation . Clean rooms and great location . Would stay there again !

Reviewed on May 29, 2026

Staybridge Suites Cranbury by IHG

Staybridge Suites Cranbury by IHG

3 out of 5
Price was CA $1,406, price is now CA $1,091 per person
CA $1,091
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philadelphia (PHL)
8.4/10 Very Good! (1,000 reviews)
Clean spacious room and staff were very friendly and helpful.

Reviewed on Jun 22, 2026

Loews Philadelphia Hotel

Loews Philadelphia Hotel

4 out of 5
Center City
Price was CA $1,150, price is now CA $894 per person
CA $894
per person
Aug 28 - Aug 31
found 5 hours ago
Roundtrip flight included
Montreal (YMQ) to Philadelphia (PHL)
9.2/10 Wonderful! (1,869 reviews)
Great place to stay during the World Cup

Reviewed on Jun 21, 2026

Holiday Inn Express Bordentown - Trenton South by IHG

Holiday Inn Express Bordentown - Trenton South by IHG

2.5 out of 5
Price was CA $1,363, price is now CA $1,062 per person
CA $1,062
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philadelphia (PHL)
8.4/10 Very Good! (1,003 reviews)
Staff was friendly and helpful, room was clean and breakfast was good.

Reviewed on Jun 19, 2026

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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
The price is CA $214 per night from Jul 6 to Jul 7
CA $214
CA $237 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (934 reviews)
"Nice hotel in great location. Star was very accommodation."

Reviewed on Jun 22, 2026

Embassy Suites by Hilton Philadelphia Valley Forge
Philadelphia Marriott Downtown

Philadelphia Marriott Downtown

4 out of 5
1201 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is CA $266 per night from Jul 20 to Jul 21
CA $266
CA $310 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (2,058 reviews)
"Great hotel in great location. Very grand with a lot to do within hotel. Very clean!"

Reviewed on Jun 23, 2026

Philadelphia Marriott Downtown
Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

4.5 out of 5
120 S 17th St Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is CA $255 per night from Jul 7 to Jul 8
CA $255
CA $343 total
Jul 7 - Jul 8
includes taxes & fees
9/10 Wonderful! (2,413 reviews)
"The hotel is within walking distance of really good restaurants and the historic district. We had a one bedroom suite so the room was spacious and well appointed. Everything was clean and in good repair. The lobby bar is really nice, a great place to grab drinks and snacks. The breakfast buffet in ..."

Reviewed on Jun 23, 2026

Sofitel Philadelphia at Rittenhouse Square
See all 3,012 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

Aerial of Theme Park

Sesame Place

Enjoy the rides and games at Sesame Place and find out why this is a popular theme park in Oxford Valley. Attend a sporting event in this family-friendly area.

Sesame Place
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

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

What to do in Chesterbrook

LEGOLAND® Discovery Center Philadelphia

LEGOLAND® Discovery Center Philadelphia

CA $35
per adult
80% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

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

CA $82
per adult
82% 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 $82
per adult
88% of travellers recommend
Center City Philadelphia Food Tour with Reading Market
See all activities in Chesterbrook

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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.