Chestnut Hill Holidays from £876
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Your Chestnut Hill Holiday
Whatever your travel style, you can discover it all with a customized Chestnut Hill holiday package. Spend your getaway uncovering this neighbourhood's gift and craft shops and its other appeals. Some nearby attractions to check out during your trip to Chestnut Hill include Morris Arboretum, Arcadia University and Morris Arboretum. Expedia will help turn your ideal Chestnut Hill holiday into reality, no matter your budget or travel plans.
Price found within the past 48 hours. Click for updated prices.
Kimpton Hotel Monaco Philadelphia by IHG
Center City
£967
per person
30 Dec - 3 Jan
found 6 hours ago
Return flight included
Dublin (DUB) to Philadelphia (PHL)
9/10 Wonderful! (1,415 reviews)
This hotel is AMAZING! I loved the location being right by the historical spots and so easily walkable. Perfect location.
We loved the hotel itself. The hotel staff was friendly and helpful. The rooms were very clean and beautiful, with great views of the city.
The food and drinks at the restaurant were delicious. We would hands down stay here again and cannot wait to come back.
Reviewed on 12 Oct 2026
Sofitel Philadelphia at Rittenhouse Square
Center City
£982
per person
30 Dec - 3 Jan
found 6 hours ago
Return flight included
Dublin (DUB) to Philadelphia (PHL)
9.2/10 Wonderful! (2,780 reviews)
As someone who has worked in luxury hotels before, I can say that my stay was INCREDIBLE. The Signature Suite was luxurious, clean, and comfortable. It’s all the little details that made our stay so extraordinary. The staff in particular were FANTASTIC. Houssem, Phil, and Rajin were particularly amazing, providing the highest level of service and making us feel right at home. Honestly, those employees alone made this stay a perfect 10/10. The food was fantastic, service impeccable, and the hotel provided a level of comfort I haven’t received from any other stay in recent memory. I will certainly be staying here again and could not recommend this hotel more highly.
Reviewed on 12 Oct 2026
Where to stay in Chestnut Hill
Find the best Chestnut Hill areas and neighborhoods for the activities you enjoy most. Learn more about Chestnut Hill
Center City
3 out of top 10 points of interest in this area
Known for its fascinating museums and acclaimed art galleries, there's plenty to explore in Center City. Check out top attractions like Pennsylvania Convention Center and Reading Terminal Market, and jump on the metro at 11th St Station or 8th St Station to see more of the city.
Rittenhouse Square
While you're in Rittenhouse Square, take in top sights like Walnut Street or Liberty Place, and hop on the metro to see more of the city at 15th-16th & Locust Station or 19th St Station.
Old City
Known for its abundant dining options and interesting museums, there's plenty to explore in Old City. Top attractions like Elfreth's Alley and Betsy Ross House are major draws, and you can catch the metro at 2nd St. Station or 5th St. Station to see more of the city.
University City
1 out of top 10 points of interest in this area
Travellers choose University City for its ample dining options. Hop aboard the metro at Penn Medicine Station or 33rd St Station and check out top sights like Penn Museum.
South Philadelphia
3 out of top 10 points of interest in this area
Travellers choose South Philadelphia for its great live music. Hop aboard the metro at Snyder Station or Tasker Morris Station and check out top sights like Xfinity Mobile Arena.
Top hotels in Chestnut Hill
Club Quarters Hotel Rittenhouse Square, Philadelphia
1628 Chestnut St Philadelphia PA
Fully refundableReserve now, pay when you stay
£133
13 Oct - 14 Oct
includes taxes & fees
9/10 Wonderful! (4,849 reviews)
"Great location, filtered water on each floor, discounted parking across the street. Close to bus stops. Would stay again."
Reviewed on 12 Oct 2026
The Windsor Suites
1700 Ben Franklin Pkwy Philadelphia PA
£113
28 Oct - 29 Oct
includes taxes & fees
8.8/10 Excellent! (3,328 reviews)
"Beautiful rooms, huge room and excellent location."
Reviewed on 12 Oct 2026
Doubletree by Hilton Philadelphia Airport
4509 Island Ave Philadelphia PA
Fully refundableReserve now, pay when you stay
£100
1 Nov - 2 Nov
includes taxes & fees
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.
Frequently asked questions
How much does a Chestnut Hill travel package cost?
Starting from only £876, a travel package is your passport to cheaper travel. Customize your Chestnut Hill trip by choosing from our extensive range of flights, hotels and rental cars.
If I'm not able to travel, can I cancel my Chestnut Hill travel package?
Plans can change without warning, so yes, you can. You may be able to cancel or change your Chestnut Hill travel package at no cost within 24 hours of booking. For bookings made more than 24 hours ago, you can still make changes, but your car rental company, airline or hotel may charge additional fees. Want more information? Visit our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Chestnut Hill?
Our Chestnut Hill travel packages offer plenty of savings for the savvy globetrotter. For the best deals, simply bundle your flights, hotels and extras (such as activities) into one neat package. But cheap prices are just the beginning of your next awesome adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 properties across the globe to choose from. No matter your style or budget, there's a travel package with your name on it.
Does Expedia offer Book Now, Pay Later Chestnut Hill holidays?
Expedia has joined forces with online lender Klarna to make your next break easier on the purse strings. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that works with your budget. Browse these flexible payment options:
- Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budget sizes, so you can book that well-earned holiday sooner.
- Pay in instalments holidays: If you'd prefer to pay off your getaway in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan with Klarna.
Where should I stay in Chestnut Hill?
A visit to Chestnut Hill isn't over until you've seen Liberty Bell Centre and Independence Hall. Book a room close by for quick access to these famous sights.
What are the top hotels in Chestnut Hill?
Secure a room at Club Quarters Hotel Rittenhouse Square, Philadelphia. It's one of the area's most in-demand properties. Another highly rated option in Chestnut Hill is Sonesta Philadelphia Rittenhouse Square.
How far in advance should I book my Chestnut Hill holiday?
Reserving your flights early with Expedia means one less thing to have to worry about. Many air carriers advertise tickets up to 12 months prior to take off. This is often the cheapest time to book. If circumstances have left you booking late, incredible deals to Chestnut Hill sometimes occur just a few weeks before departure.
What does an Expedia Chestnut Hill travel package include?
Flights, rental cars and hotels, or any combination of them — the choice is yours. Whether you're headed to Chestnut Hill on a family road trip or adventuring with your friends, there's a package to match your budget and style. Once you've made your booking, why not add on one or two tours as well?
What should I know before booking a Chestnut Hill travel package?
You'll enjoy terrific savings when you bundle your flights, hotels and rental cars into a package. Plus, booking everything in one spot makes trip planning much easier. So why waste money or time? Whether you're putting together a ritzy city getaway or a budget solo adventure, have a look at our travel packages today.
Can I choose my airline with a Chestnut Hill Expedia travel package?
You can, and with more than 550 airlines to select from around the world, it's all about choice. Search the available options and find out which airline fits your needs and budget.
Stay near popular Chestnut Hill attractions
Morris Arboretum
6.8/10 (6 reviews)
Stroll among ancient trees, wetland tours and garden displays, in this peaceful setting that offers a reprieve from urban sightseeing.
Woodmere Art Museum
You can browse the exhibits at Woodmere Art Museum, a museum with a storied past, during your travels to Philadelphia. Discover the top-notch restaurants and acclaimed art galleries in this vibrant area.
The Stagecrafters Theater
Enjoy a show at The Stagecrafters Theater, a theatre with a story to tell in Philadelphia. Experience the fascinating museums and acclaimed art galleries in this vibrant area.
Hipster Home
Enjoy an outing to Hipster Home during your stay in Philadelphia. Discover the fascinating museums and shops in this vibrant area.
Things to do
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
£44
per adult
82% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
£19
per adult
80% of travellers recommend
BYOB Historically Hilarious Trolley Tour of Philadelphia
£36
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.