Chestnut Hill Vacations from $469
Book a Hotel + Flight or Car together to unlock savings
Your Chestnut Hill Vacation
Take the hard work out of travel planning with a Chestnut Hill vacation package. A great neighborhood to base yourself in this amazing city is Swan Point, which is great for golfing and much more. Every trip to Chestnut Hill has to include a little sightseeing. Caledon State Park is a superb place to kick things off. Don't delay visiting this destination any longer. The ultimate Chestnut Hill vacation is only a few clicks away with Expedia.
The Latest Chestnut Hill vacation packages
Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel White House, Washington DC
Downtown Washington D.C.
$476
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (2,044 reviews)
Great location and very convenient! There’s a Metro station and cafe right downstairs, love it
Reviewed on Sep 6, 2026
Phoenix Park Hotel
Northwest
$470
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
9.4/10 Exceptional! (2,176 reviews)
Loved this hotel. Was close to union station, which was wonderful since I came in by Amtrak. Room was very comfortable, property itself was clean and comfortable. Staff was amazing. Will not hesitate to stay here again.
Reviewed on Sep 6, 2026
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Chestnut Hill Hotel Deals
River Edge Inn
30 Colonial Ave Colonial Beach VA
Fully refundableReserve now, pay when you stay
$103 nightly
$114 total
Sep 7 - Sep 8
Total with taxes and fees
8.2/10 Very Good! (523 reviews)
"The stay started with the amazing staff at the motel and they were very helpful and friendly. It was nice to park right at your door. It had a nice pool with the hotel. The beach is a stones throw away."
Reviewed on Sep 4, 2026
Best Western La Plata Inn
6900 Crain Highway La Plata MD
Fully refundableReserve now, pay when you stay
$75 nightly
$83 total
Sep 7 - Sep 8
Total with taxes and fees
8.2/10 Very Good! (1,011 reviews)
"The front desk was fast & ready to help my whole stay they also gave us water"
Reviewed on Sep 6, 2026
Red Roof Inn Dahlgren - Naval Base
4661 James Madison Pkwy King George VA
Fully refundableReserve now, pay when you stay
$65 nightly
$72 total
Sep 16 - Sep 17
Total with taxes and 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.
Find the Best Chestnut Hill Vacation Packages
Chestnut Hill Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Caledon State Park and Cameron Hills Golf Links |
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Frequently asked questions
How much does a Chestnut Hill vacation package cost?
You'll find cheap prices from $469 on Expedia for your Chestnut Hill getaway. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Chestnut Hill costs.
What are the cheapest months to go to Chestnut Hill?
You can usually find lower rates and greater availability in January, October and December. Browse our cheap Chestnut Hill vacation packages and you could land some great off-season discounts.
How many days is enough for Chestnut Hill?
Generally, a handful of days is enough to explore the major attractions during your Chestnut Hill vacation. However, if you want to have some time to rest or take day tours, think about extending your trip.
How to find the best Chestnut Hill package deals?
Finding a cheap Chestnut Hill package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most affordable Chestnut Hill package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Chestnut Hill vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Chestnut Hill vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Chestnut Hill?
Enjoy incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Chestnut Hill escape.
Does Expedia offer Book Now, Pay Later Chestnut Hill vacation packages?
If you're anything like us, you love going away but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Chestnut Hill break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.