Highland Park Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Top Holiday Package Deals in Highland Park

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.
CA $673
per person
Nov 4 - Nov 7
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.6/10 Excellent! (1,018 reviews)
Great..friendly staff, timely service and the location is great for walking

Reviewed on Sep 2, 2026

The Hay-Adams

The Hay-Adams

Downtown Washington D.C.
CA $1,258
per person
Oct 2 - Oct 5
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.6/10 Exceptional! (908 reviews)
Hotel staff super friendly. Exceptional location. Nothing negative to say.

Reviewed on Aug 5, 2026

Hotel Burg

Hotel Burg

Leesburg's Old and Historic District
CA $2,258
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.6/10 Exceptional! (112 reviews)
Great property and the staff is fantastic.!!

Reviewed on Aug 30, 2026

Comfort Inn & Suites Baltimore Inner Harbor

Comfort Inn & Suites Baltimore Inner Harbor

Downtown Baltimore
CA $1,052
per person
Nov 13 - Nov 18
found 16 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Baltimore (BWI)
5.2/10 (1,000 reviews)
Lyle Washington D.C.

Lyle Washington D.C.

Northwest
CA $774
per person
Nov 4 - Nov 7
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,658 reviews)

Where to stay in Highland Park

Find the best Highland Park areas and neighborhoods for the activities you enjoy most. Learn more about Highland Park
A nighttime street scene with a building labeled "The Manor" and a tree in the foreground.

Downtown Washington D.C.

2 out of top 10 points of interest in this area

Central business district boasting Penn Quarter, Chinatown, and CityCenterDC, with a variety of bars, restaurants, and theaters. Explore historic sites like Lafayette Square and enjoy diverse dining options such as Fogo de Chão and Old Ebbitt Grill.

Find hotels in Downtown Washington D.C.
A city skyline with modern buildings and autumn-colored trees along a river.

Northwest

3 out of top 10 points of interest in this area

Discover the heart of Washington, D.C. in this bustling quadrant, home to the central business district, Federal Triangle, and northern National Mall museums. Explore college campuses, catch a game at Capital One Arena, or visit the National Cathedral and Rock Creek Park. Enjoy seamless connectivity with all six Metro lines and numerous bus options.

Find hotels in Northwest
A row of colorful houses with green shutters and ivy.

Georgetown

Historic landmarks and a bustling commercial district await, with high-end shops, bars, and restaurants at Wisconsin Avenue and M Street. Enjoy waterfront dining at Washington Harbour or explore the scenic Chesapeake and Ohio Canal.

Find hotels in Georgetown
A brick building with a green spire, American flags, and a brick courtyard.

Old Town Alexandria

Discover well-preserved late-18th and early-19th century urban architecture in this National Historic Landmark District. Explore the commercial center around S. Washington Street and King Street, featuring notable buildings like the Art Deco Virginia Public Service building.

Find hotels in Old Town Alexandria
A statue of a figure holding a staff, set against a backdrop of a building with classical architecture and parked cars.

Dupont Circle

Embassies and think tanks abound in this area, where visitors can enjoy the Dupont Circle Fountain, historic Anderson House, and diverse dining options. Easily accessible via the Red Line Metro station.

Find hotels in Dupont Circle

Highland Park Hotel Deals

Washington Plaza Hotel

Washington Plaza Hotel

10 Thomas Circle NW Washington DC
Fully refundableReserve now, pay when you stay
CA $151
CA $176 total
Sep 3 - Sep 4
includes taxes & fees
Washington Plaza Hotel
Hilton Washington DC Capitol Hill

Hilton Washington DC Capitol Hill

525 New Jersey Ave Nw Washington DC
Fully refundableReserve now, pay when you stay
CA $261
CA $303 total
Sep 27 - Sep 28
includes taxes & fees
Hilton Washington DC Capitol Hill
Omni Shoreham Hotel Washington DC

Omni Shoreham Hotel Washington DC

2500 Calvert St Nw Washington DC
Fully refundableReserve now, pay when you stay
CA $205
CA $286 total
Sep 6 - Sep 7
includes taxes & fees
Omni Shoreham Hotel Washington DC
See all 6,392 properties in Highland Park
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Frequently asked questions

How much does a Highland Park vacation package cost?
Get ready to book, because a trip to Highland Park starts from an enticing CA $673. When you combine your flights, hotels and car rentals into a package, you'll score the best bargains.
How do I get a cheap travel package to Highland Park?
Search for flights that fit your busy schedule, add a hotel to your booking and see how much you save with a Highland Park vacation package. It's as easy as that! From hotels and flights to rental cars and tours, Expedia is your gateway to cheap travel. And with more than 550 partner airlines and 1,000,000 hotel options across the globe to pick from, you'll never be short of choice.
Where should I stay in Highland Park?
Cross Pentagon off your bucket list and then stay right around the corner. Experience the exciting vibe around this leading attraction and head there whenever you please!
How far in advance should I book my Highland Park vacation?
You'll be rewarded with the widest variety at the cheapest prices by booking your adventure to Highland Park early. Air carriers generally release tickets anywhere up to a year before departure, so start locking things in as soon as possible. That said, Expedia is dedicated to giving you the best bargains around, so there's never a bad time to book your dream vacation!
What does an Expedia Highland Park travel package include?
Select from a combination of hotels, rental cars and flights. Once you've made your booking, you can add some experiences and tours. Want to pick your fare class? That's easy to do too. The choice is yours when it comes to crafting your dream Highland Park getaway.
What should I know before booking a Highland Park travel package?
A travel package can be tailored to your budget and is a simple way to make your budget go further. How little or much you include is up to you. Rental cars, hotels and flights — choose any combination that works with your plans.
Can I choose my airline with a Highland Park Expedia vacation package?
Yes — that's the beauty of an Expedia package. You can pick and choose your flights, hotels and more. We have access to more than 550 airline partners globally, so you have options galore when organizing your Highland Park adventure.
If I'm not able to travel, can I cancel my Highland Park vacation package?
If your travel plans in Highland Park have been upended, it's comforting to know that it is possible to amend or cancel your booking. If your booking was made less than 24 hours ago, you may be eligible for a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge fees. To learn more, visit our Customer Service Portal.

Things to do

Skip-the-Line Washington Monument Observation Deck Tickets

Skip-the-Line Washington Monument Tickets + Self Guidebook

CA $25
per adult
100% of travellers recommend
Skip-the-Line Washington Monument Tickets + Self Guidebook
LEGO Discovery Center Washington, D.C.

LEGO Discovery Center Washington, D.C.

CA $39
per adult
LEGO Discovery Center Washington, D.C.
Capitol Building in Washington DC

One day tour Washington & Philadelphia from New York

CA $277
per adult
92% of travellers recommend
One day tour Washington & Philadelphia from New York
See all activities in Washington
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.