Chestnut Hill Vacations from $366

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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.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Save 100% on your flight
Price was $531, price is now $366 per person
$366
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,855 reviews)
I wish there was a easier place to park, but it was a nice hotel

Reviewed on May 19, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $747, price is now $467 per person
$467
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,192 reviews)
This was the ideal location for exploring the museums, the Capitol, and the monuments. Close to Penn Quarter’s great restaurants. A block Lafayette Square and the White House. Staff were welcoming and accommodating. We enjoyed outdoor dining in addition to a brasserie.

Reviewed on May 20, 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $618, price is now $390 per person
$390
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (1,001 reviews)
Unexpected upgrade at check in. Was much appreciated!

Reviewed on May 16, 2026

Kimpton Banneker Hotel by IHG

Kimpton Banneker Hotel by IHG

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $633, price is now $411 per person
$411
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (809 reviews)
Amazing room, location, staff, and restaurant. Mek at the bar for happy hour and dinner was terrific. Aaron served a delicious (free!) breakfast each morning at Le Sel. Everything about my stay was perfect. The hotel is centrally located, yet in a quiet area (that is also easy to get ride shares to/from). I’ll be back!

Reviewed on May 21, 2026

Hotel Hive

Hotel Hive

3.5 out of 5
Northwest
Save 100% on your flight
Price was $562, price is now $376 per person
$376
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.2/10 Wonderful! (1,445 reviews)
Clean room, friendly staff. Location great.

Reviewed on May 20, 2026

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Discover the most popular places to visit in Chestnut Hill

Caledon State Park

4/5(1 review)

You can take time to visit Caledon State Park during your travels to James Monroe. While you're in the area, wander around the parks.

Caledon State Park

Cameron Hills Golf Links

Enjoy a round of golf in King George at Cameron Hills Golf Links. Stroll along the marina or experience the jazz scene in this relaxing area.

Cameron Hills Golf Links

Chestnut Hill Hotel Deals

Best Western La Plata Inn

Best Western La Plata Inn

2.5 out of 5
6900 Crain Highway La Plata MD
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $81 total per night from May 31 to Jun 1
$81 total
May 31 - Jun 1
Total with taxes and fees
8.2/10 Very Good! (1,018 reviews)
"Rooms and property was clean. Breakfast was ok. Staff was good."

Reviewed on May 21, 2026

Best Western La Plata Inn
Red Roof Inn Dahlgren - Naval Base

Red Roof Inn Dahlgren - Naval Base

2 out of 5
4661 James Madison Pkwy King George VA
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $73 total per night from Jun 18 to Jun 19
$73 total
Jun 18 - Jun 19
Total with taxes and fees
7.4/10 Good! (628 reviews)
"."

Reviewed on May 17, 2026

Red Roof Inn Dahlgren - Naval Base
My Place Hotel - Dahlgren/King George, VA

My Place Hotel - Dahlgren/King George, VA

2.5 out of 5
4235 Market Center Drive King George VA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Jun 7 to Jun 8
$108 total
Jun 7 - Jun 8
Total with taxes and fees
9.6/10 Exceptional! (735 reviews)
"Great staff love being here!"

Reviewed on May 11, 2026

My Place Hotel - Dahlgren/King George, VA
See all 253 properties in Chestnut Hill
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 $366 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.