Chestnut Hill Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Chestnut Hill Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum
Kellogg Conference Hotel at Gallaudet University
Club Quarters Hotel in Washington DC
Beacon Hotel & Corporate Quarters
YOTEL Washington DC

Ready to book your vacation to Chestnut Hill?

 

Choose your dates

Chestnut Hill Hotel Deals

River Edge Inn

River Edge Inn

2.5 out of 5
30 Colonial Ave, Colonial Beach, VA
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Aug 7 to Aug 8
CA $149
CA $179 total
Aug 7 - Aug 8
includes taxes & fees
8.2/10 Very Good! (338 reviews)
"Witin walking distance to the beach and pets are acceptable."

Reviewed on Aug. 1, 2025

River Edge Inn
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
The price is CA $115 per night from Aug 12 to Aug 13
CA $115
CA $127 total
Aug 12 - Aug 13
includes taxes & fees
9.4/10 Exceptional! (556 reviews)
"Came to visit Dahlgren after departing 43 years before. Many changes. Enjoyed the stay at MyPlace. Had our 4 legged kids with us and they enjoyed their stay also. Only thing we missed was our usual free breakfast from the other brand hotels. No worries, coffee was great and plentiful."

Reviewed on Aug. 4, 2025

My Place Hotel - Dahlgren/King George, VA
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
The price is CA $117 per night from Aug 7 to Aug 8
CA $117
CA $132 total
Aug 7 - Aug 8
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Comfortable bed! Hotel was nice & quiet. Only drawback it had a noisy air conditioner. TV didn’t work."

Reviewed on Jul. 22, 2025

Best Western La Plata Inn
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 vacation package cost?
Offering excellent value package deals from CA $518 on Expedia, you'll be pleasantly surprised at how much a vacation to Chestnut Hill costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Chestnut Hill?
You can generally find lower prices and greater availability in January, February and March. Browse our cheap Chestnut Hill vacation packages and you could land some great off-season discounts.
How many days is enough for Chestnut Hill?
With a well-organized itinerary, you can easily tick off the most popular Chestnut Hill attractions in a few days. But if you want to discover hidden spots or take day trips, think about booking your Chestnut Hill vacation for longer.
How to find the best Chestnut Hill package deals?
Bagging a cheap Chestnut Hill package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Chestnut Hill package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Chestnut Hill vacation as a package?
You can enjoy significant savings on your Chestnut Hill break by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Chestnut Hill?
Score incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Chestnut Hill getaway.
How to plan a trip to Chestnut Hill?

  1. Pick your dates: What you plan to do in Chestnut Hill and your favourite season will help you decide when to travel.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Chestnut Hill.
  3. Set the duration of your trip: Start by making a list of all the activities and sights you'd like to get to in Chestnut Hill. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Chestnut Hill vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.