Chestnut Hill Trips (flight + hotel)

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Top hotels in Chestnut Hill

Holiday Inn Express Towson - Baltimore North by IHG

Holiday Inn Express Towson - Baltimore North by IHG

2.5 out of 5
1100 Cromwell Bridge Rd, Towson, MD
Fully refundable
The price is P6,909 per night from Aug 24 to Aug 25
P6,909
P8,036 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,034 reviews)
"Nice location, clean and quiet."

Reviewed on Aug 3, 2025

Holiday Inn Express Towson - Baltimore North by IHG
Comfort Inn Baltimore East Towson

Comfort Inn Baltimore East Towson

2.5 out of 5
8801 Loch Raven Blvd, Parkville, MD
Fully refundableReserve now, pay when you stay
The price is P4,077 per night from Aug 17 to Aug 18
P4,077
P4,708 total
Aug 17 - Aug 18
includes taxes & fees
6/10 (1,003 reviews)
"It was great for me and my wife"

Reviewed on Jul 22, 2025

Comfort Inn Baltimore East Towson
Embassy Suites by Hilton Baltimore Hunt Valley

Embassy Suites by Hilton Baltimore Hunt Valley

3.5 out of 5
213 International Cir, Cockeysville, MD
Fully refundableReserve now, pay when you stay
The price is P8,170 per night from Aug 24 to Aug 25
P8,170
P9,437 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"The property was in a quiet area and it was across from a shopping center that really came in handy."

Reviewed on Aug 1, 2025

Embassy Suites by Hilton Baltimore Hunt Valley
See all 286 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.

Frequently asked questions

How much does a Chestnut Hill vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Chestnut Hill costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chestnut Hill?
January, February and November are great times to search for cheap Chestnut Hill vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on accommodations and flights.
How many days is enough for Chestnut Hill?
The ideal length for your Chestnut Hill vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you enough time to go to all the leading sights and explore some hidden spots along the way.
How to find the best Chestnut Hill package deals?
Use Expedia's handy filters to find some tempting Chestnut Hill package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Chestnut Hill package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Chestnut Hill vacation as a package?
You can enjoy significant savings on your Chestnut Hill retreat by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see the best hotel and flight 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?
If you're planning an impromptu Chestnut Hill trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Chestnut Hill?

  1. Choose your dates: The things you want to do in Chestnut Hill and your favorite season will help you decide when to get away.
  2. Work out your budget: Make sure you have enough money to pay for everything from food and transportation to experiences and flights. Your hotel will likely be the largest expense during your trip to Chestnut Hill.
  3. Set the duration of your trip: Start by making a list of all the attractions you'd like to experience in Chestnut Hill. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Chestnut Hill vacation package.

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