Chestnut Hill Holidays from AU$3,401

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Your Chestnut Hill Holiday

Entertainment, food, art and more … There's so much to immerse yourself in with a Chestnut Hill holiday package. And with the ability to easily customise your city break, you know it'll be one that's difficult to forget. Your trip to Chestnut Hill has to include a little sightseeing. Caledon State Park is a popular place to kick off your exploring. Check out Expedia's extensive range of travel options and start planning your dream holiday to Chestnut Hill now.

The Latest Chestnut Hill Holiday Deals

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

3 out of 5
Price was AU$3,888, price is now AU$3,401 per person
AU$3,401
per person
6 Dec - 12 Dec
found 4 hours ago
Return flight included
Sydney (SYD) to Baltimore (BWI)
7.8/10 Good! (1,005 reviews)
They kicked us out over nothing the room keeper lied on us, the staff even said they would’ve gave my deposit back the room keeper didn’t even speak English and was just lying, would wanna see the camera footage cause that’s my money they playing with

Reviewed on 2 Nov 2026

Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland

5 out of 5
Price was AU$6,362, price is now AU$4,961 per person
AU$4,961
per person
6 Dec - 12 Dec
found 4 hours ago
Return flight included
Sydney (SYD) to Baltimore (BWI)
9.8/10 Exceptional! (36 reviews)
Fantastic location. Great breakfast. Very gracious hosts.

Reviewed on 13 Oct 2026

Solomons Victorian Inn

Solomons Victorian Inn

3.5 out of 5
Price was AU$4,146, price is now AU$3,667 per person
AU$3,667
per person
6 Dec - 12 Dec
found 4 hours ago
Return flight included
Sydney (SYD) to Baltimore (BWI)
10/10 Exceptional! (50 reviews)
We had a wonderful stay at this charming bed and breakfast! Mo and Chris were absolutely excellent—warm, welcoming, and attentive, making us feel right at home. Breakfast was delicious and a perfect start to the day. Our room was cozy, warm, and comfortable, providing the perfect place to relax and unwind. We truly enjoyed our stay and would highly recommend this lovely bed and breakfast to anyone looking for a welcoming and relaxing getaway. We would love to come back!

Reviewed on 2 Nov 2026

The Inn at Leonardtown, an Ascend Collection Hotel

The Inn at Leonardtown, an Ascend Collection Hotel

2.5 out of 5
Price was AU$4,067, price is now AU$3,609 per person
AU$3,609
per person
6 Dec - 12 Dec
found 4 hours ago
Return flight included
Sydney (SYD) to Baltimore (BWI)
9.4/10 Exceptional! (192 reviews)

Coles Point Marina

Coles Point Marina

2 out of 5
Price was AU$4,136, price is now AU$3,675 per person
AU$3,675
per person
6 Dec - 12 Dec
found 4 hours ago
Return flight included
Sydney (SYD) to Richmond (RIC)
10/10 Exceptional! (1 review)
If you want a quiet slice of VA/Potomac waterfront, this is the place.

Reviewed on 17 Oct 2026

Chestnut Hill Holiday

Chestnut Hill Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
Caledon State Park and Cameron Hills Golf Links

Our pick of the best 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
The price is AU$116 per night from 1 Dec to 2 Dec
AU$116
1 Dec - 2 Dec
includes taxes & fees
Best Western La Plata Inn
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 AU$120 per night from 5 Dec to 6 Dec
AU$120
5 Dec - 6 Dec
includes taxes & fees
8.2/10 Very good! (568 reviews)
"Staff was friendly and helpful,"

Reviewed on 3 Nov 2026

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 AU$152 per night from 29 Nov to 30 Nov
AU$152
29 Nov - 30 Nov
includes taxes & fees
My Place Hotel - Dahlgren/King George, VA
See all 263 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Chestnut Hill holiday package cost?
You'll find cheap prices from AU$3,401 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 holiday to Chestnut Hill costs.
What are the cheapest months to go to Chestnut Hill?
If you're looking to book a cheap Chestnut Hill holiday package, consider visiting in January, February and March. You'll typically find better rates on hotels and airfares during these months — perfect for a budget-friendly break.
How many days is enough for Chestnut Hill?
The ideal length of your Chestnut Hill holiday depends on what you'd like to do and see. Typically, a handful of days to a week will give you time to go to all the main sights and explore some hidden gems along the way.
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 customise your search by "Property class," "Number of bedrooms," "Traveller 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 travelling on a weekday, when prices are often lower.
Is it cheaper to book a Chestnut Hill holiday as a package?
Expedia holiday 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 customised Chestnut Hill holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday 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.
How to plan a trip to Chestnut Hill?

  1. Choose your dates: The things you'd like to do in Chestnut Hill and your preferred season will help you decide when to travel.
  2. Plan your budget wisely: On top of the price of your stay, you should consider other expenses too. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Chestnut Hill.
  3. Decide your trip length: Consider how much time you want to spend discovering Chestnut Hill. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your accommodation and airfare: Once you've settled on your dates and duration, lock in the right Chestnut Hill holiday package for you.

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