Title: Chesterbrook Vacation Packages & Trips 2026 from CA $1,102 | Expedia.ca [Hotels in Chesterbrook](https://expedia.ca/Chesterbrook-Hotels.d3000454471.Travel-Guide-Hotels)[Vacation Rentals in Chesterbrook](https://expedia.ca/Chesterbrook-Vacation-Rentals.d3000454471.Travel-Guide-VacationRentals)[Flights to Chesterbrook](https://expedia.ca/Cheap-Flights-To-Chesterbrook.d3000454471.Travel-Guide-Flights)[Chesterbrook Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterbrook.d3000454471.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Chesterbrook Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### 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](https://www.expedia.ca/Chanticleer-Garden-Radnor.d553248621532663448.Vacation-Attraction), [Wayne Art Center](https://www.expedia.ca/Wayne-Art-Center-Radnor.d553248621554455086.Vacation-Attraction) and [Chester Valley Trail Trailhead](https://www.expedia.ca/Chester-Valley-Trail-Trailhead-Philadelphia.d641530078490021888.Vacation-Attraction) 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. ![Philadelphia Marriott Old City](https://images.trvl-media.com/lodging/1000000/10000/8900/8887/f866bfe8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Philadelphia Marriott Old City Center City CA $1,102 per person Apr 26 - May 1 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Philadelphia (PHL) 8.6/10 Excellent! (1,000 reviews) Great location for visiting the historical part of Philadelphia. Restaurant and bar downstairs was reasonable and menu options are very good. Reviewed on Jan 19, 2026 ![Kimpton Hotel Palomar Philadelphia by IHG](https://images.trvl-media.com/lodging/3000000/2950000/2946600/2946511/5c72bb1a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Hotel Palomar Philadelphia by IHG Center City CA $1,209 per person Apr 26 - May 1 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Philadelphia (PHL) 8.8/10 Excellent! (1,002 reviews) The room was nice and spacious - Akira, my front office clerk, was nice enough to upgrade my bed as well. I'd definitely stay again for a longer trip. Reviewed on Feb 1, 2026 ![The Windsor Suites](https://images.trvl-media.com/lodging/1000000/210000/201100/201099/c615273c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Windsor Suites Center City CA $1,174 per person Mar 19 - Mar 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Philadelphia (PHL) 8.8/10 Excellent! (2,285 reviews) Fantastic view, nice clean spacious room, great staff Reviewed on Feb 3, 2026 ![Sofitel Philadelphia at Rittenhouse Square](https://images.trvl-media.com/lodging/1000000/460000/454700/454658/e148ab10_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sofitel Philadelphia at Rittenhouse Square Center City CA $1,362 per person Apr 26 - May 1 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Philadelphia (PHL) 9/10 Wonderful! (2,126 reviews) Wonderful historic hotel in the perfect central location in Philly! We loved the restaurant/bar! Thank you! Reviewed on Feb 5, 2026 ![The Notary Hotel, Philadelphia, Autograph Collection by Marriott](https://images.trvl-media.com/lodging/1000000/440000/431400/431312/c69af760_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Notary Hotel, Philadelphia, Autograph Collection by Marriott Center City CA $1,285 per person Apr 26 - May 1 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Philadelphia (PHL) 9.2/10 Wonderful! (1,001 reviews) Great room. Very clean and nice touches. The staff was welcoming and amazing, from the front desk to the valet. Reviewed on Jan 25, 2026 ## Ready to book your vacation to Chesterbrook? Choose your dates ## Chesterbrook Hotel Deals ![Embassy Suites by Hilton Philadelphia Valley Forge](https://images.trvl-media.com/lodging/1000000/40000/34600/34531/f11bed05_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Philadelphia Valley Forge 888 Chesterbrook Blvd Wayne PA Fully refundableReserve now, pay when you stay CA $173 CA $192 total Feb 22 - Feb 23 includes taxes & fees 9/10 Wonderful! (864 reviews) Yes. Great staff Reviewed on Jan 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=34531&PinnedHotelID=34531&HadPinnedHotel=true®ionId=3000454471) ![Doubletree by Hilton Philadelphia Airport](https://images.trvl-media.com/lodging/1000000/30000/24200/24187/6b4ea3e6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Doubletree by Hilton Philadelphia Airport 4509 Island Ave Philadelphia PA Fully refundableReserve now, pay when you stay CA $156 CA $181 total Feb 16 - Feb 17 includes taxes & fees 7.4/10 Good! (4,322 reviews) T Reviewed on Feb 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=24187&PinnedHotelID=24187&HadPinnedHotel=true®ionId=3000454471) ![Club Quarters Hotel Rittenhouse Square, Philadelphia](https://images.trvl-media.com/lodging/1000000/460000/451400/451351/72e477dd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Club Quarters Hotel Rittenhouse Square, Philadelphia 1628 Chestnut St Philadelphia PA Fully refundableReserve now, pay when you stay CA $143 CA $166 total Feb 8 - Feb 9 includes taxes & fees 8.8/10 Excellent! (4,339 reviews) Very clean room and the staff are great. Super nice hotel & highly recommend Reviewed on Feb 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=451351&PinnedHotelID=451351&HadPinnedHotel=true®ionId=3000454471) [See all 3,053 properties in Chesterbrook](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=3000454471) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Chesterbrook ![Philadelphia Museum of Art which includes art](https://images.trvl-media.com/place/502288/de6e8259-d9fb-453f-ac77-54d47b230dee.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Philadelphia-Museum-Of-Art-West-Philadelphia.d502288.Vacation-Attraction) ![Aerial of Theme Park](https://images.trvl-media.com/place/6161568/1825da62-7ce9-4684-83d2-8cf58cff8abf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sesame Place Bring the kids to Sesame Place and enjoy the excitement of this theme park in Oxford Valley. Attend a sporting event in this quaint area. [](https://expedia.ca/Sesame-Place-Philadelphia.d6161568.Vacation-Attraction) ![Rittenhouse Square which includes street scenes and a park](https://images.trvl-media.com/place/507234/af04434a-33a8-49c9-965f-c9ced3fe5f37.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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 acclaimed art scene and fascinating museums in this vibrant area. [](https://expedia.ca/Rittenhouse-Square-Center-City.d507234.Vacation-Attraction) ### What to do in Chesterbrook ![Go City: Philadelphia All-Inclusive Pass with 30+ Attractions](https://mediaim.expedia.com/localexpert/500760/2fbcdec9-b888-47d6-85b7-bc2804ce4b4f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Go City: Philadelphia All-Inclusive Pass with 30+ Attractions CA $82 per adult **82%** of travellers recommend [](https://expedia.ca/things-to-do/go-city-philadelphia-all-inclusive-pass-with-30-attractions.a500760.activity-details) ![LEGOLAND® Discovery Center Philadelphia](https://mediaim.expedia.com/localexpert/450746/526bb480-f6c9-490a-ab1b-c59e76034b36.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### LEGOLAND® Discovery Center Philadelphia CA $35 per adult **82%** of travellers recommend [](https://expedia.ca/things-to-do/legoland-discovery-center-philadelphia.a450746.activity-details) ![Sphinx Gallery](https://mediaim.expedia.com/localexpert/2552383/6fd14894-d6a6-4ddc-8573-49bf65cf5654.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Penn Museum Admission Ticket CA $32 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/penn-museum-admission-ticket.a2552383.activity-details) [See all activities in Chesterbrook](https://expedia.ca/things-to-do/search?rid=3000454471) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app