Deals on vacations and trips to Chestnut Hill

Save when you book Chestnut Hill package deals

Choose two or more items and save on your trip:

Chestnut Hill flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Baltimore Inner Harbor

Comfort Inn & Suites Baltimore Inner Harbor

3 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $728, price is now $458 per person
$458
per person
Oct 23 - Oct 26
found 2 days ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
A gym is featured at this hotel, along with free WiFi in public areas and express check-out. Enjoy the free full breakfast each morning. A business center, luggage storage, and laundry facilities are also on offer.
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 $1,271, price is now $727 per person
$727
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
A restaurant and a bar/lounge are featured at this hotel. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.
Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
Save 100% on your flight
Price was $942, price is now $641 per person
$641
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a garden are also offered.
Hotel Burg

Hotel Burg

4 out of 5
Leesburg's Old and Historic District
Save 100% on your flight
Price was $1,136, price is now $775 per person
$775
per person
Nov 20 - Nov 23
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.
The River Inn

The River Inn

4 out of 5
Northwest
Save 100% on your flight
Price was $949, price is now $659 per person
$659
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This aparthotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. A terrace, a free grocery shopping service, and a lobby fireplace are also on offer.

Top Chestnut Hill hotels deals

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
Free Cancellation
$100 nightly
The price is $115 total per night
$115 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway Perryville MD
$207 nightly
The price is $232 total per night
$232 total
Sep 21 - Sep 22
Total with taxes and fees
This traditional hotel features a water park and 4 restaurants. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking is offered and the front desk is staffed around-the-clock.
Free WiFi
Restaurant
Embassy Suites by Hilton Baltimore Hunt Valley

Embassy Suites by Hilton Baltimore Hunt Valley

3.5 out of 5
213 International Cir Cockeysville MD
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $141 total per night
$141 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 5 conference rooms, free WiFi in public areas, and express check-in. Enjoy the 24-hour gym and free buffet breakfast each morning.
Pool
Breakfast included
Hampton Inn Baltimore/White Marsh

Hampton Inn Baltimore/White Marsh

2.5 out of 5
8225 Town Center Drive Baltimore MD
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $117 total per night
$117 total
Sep 23 - Sep 24
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Pool
Breakfast included
Comfort Inn Towson - Baltimore North

Comfort Inn Towson - Baltimore North

2.5 out of 5
8801 Loch Raven Blvd Parkville MD
Free Cancellation
$64 nightly
The price is $74 total per night
$74 total
Oct 11 - Oct 12
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
Pool
Breakfast included
Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

3 out of 5
5015 Campbell Boulevard Baltimore MD
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $113 total per night
$113 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the mini golf and barbecue grills. Enjoy the 24-hour gym and perks like free self parking and free WiFi.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Chestnut Hill
View all properties
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 are vacation packages to Chestnut Hill?
$458 is all you'll need for a wonderful break in Chestnut Hill. Bundle your hotel and flights into a Travelocity package and watch all the savings start to add up. With prices as good as these, it's never been easier to travel!
Where can I get the best vacation package deals for Chestnut Hill?
You'll find unbeatable Chestnut Hill package deals with Travelocity. Mix and match from 400 airlines and 1,000,000 worldwide properties and turn those travel dreams into a reality.
Why should I book my Chestnut Hill vacation bundle via Travelocity?
Because we believe in crafting special travel experiences. From hotels and flights to car rentals and activities, our packages make it a breeze to save. Our customer support is available 24/7 to make sure your needs are taken care of. We also have a Price Match Guarantee, so you can lock in your vacation knowing you've scored the best deal possible. If you find a lower price, we'll match it!
Can I save money on my Chestnut Hill car rental if I combine it with a hotel or flight?
You sure can — bundle your hotel, flight and car into a Chestnut Hill vacation package and you'll save loads. With so much to uncover in and around Chestnut Hill, that rental vehicle will make exploring a joy. Once you've settled into the driver's seat, crank up the music and find your way to White House, a must-see attraction roughly 60 mi from Chestnut Hill.
What is the best time of year to go to Chestnut Hill?
You can sidestep the crowds and save cold, hard cash in December, January and February, which are the quietest times to visit. High season months of March, July and September are naturally busier and more expensive, but there'll be more going on around Chestnut Hill. Lock in a hotel in and get plenty more bang for your buck. Generally, room rates are more expensive in .
Which airport is best for Chestnut Hill?
There's a very good chance you'll land at Philadelphia Intl. Airport (PHL), located 60 mi east of inner Chestnut Hill. Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (35 mi away from central Chestnut Hill) and Harrisburg Intl. Airport (MDT) (45 mi away from central Chestnut Hill) are other options.

Photos of local treasures

Browse Chestnut Hill vacation photos for more inspiration