Crestwood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

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

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

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Top Holiday Package Deals in Crestwood

Price found within the past 48 hours. Click for updated prices.
AC Hotel by Marriott Washington DC Capitol Hill Navy Yard

AC Hotel by Marriott Washington DC Capitol Hill Navy Yard

4 out of 5
Navy Yard
Price was CA $923, price is now CA $711 per person
CA $711
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (745 reviews)
Amazing place, well located, amazing staff ready to help anytime.

Reviewed on Jul 28, 2026

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Price was CA $2,013, price is now CA $1,506 per person
CA $1,506
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (1,896 reviews)
I booked the stay for my son for his Navy Reserve duty . Hi comments for the stay were great.

Reviewed on Jul 29, 2026

The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Downtown Washington D.C.
Price was CA $2,323, price is now CA $1,757 per person
CA $1,757
per person
Oct 13 - Oct 16
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.8/10 Exceptional! (1,001 reviews)
Great property

Reviewed on Jul 26, 2026

Omni Shoreham Hotel Washington DC

Omni Shoreham Hotel Washington DC

4 out of 5
Northwest
Price was CA $1,279, price is now CA $968 per person
CA $968
per person
Oct 13 - Oct 16
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (2,409 reviews)
Didn’t appreciate how there was an extra fee in the property. The hotel should list there would be an extra $30 per day since it was booked through the third party. There was a voucher that could only be used from 4-9 PM which doesn’t make sense, it should be offered for the coffee shops etc amenities

Reviewed on Jul 28, 2026

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was CA $1,211, price is now CA $933 per person
CA $933
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.4/10 Very good! (1,001 reviews)

Where to stay in Crestwood

Find the best Crestwood areas and neighborhoods for the activities you enjoy most. Learn more about Crestwood
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.

Crestwood Hotel Deals

Washington Plaza Hotel

Washington Plaza Hotel

4 out of 5
10 Thomas Circle NW Washington DC
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Aug 2 to Aug 3
CA $154
CA $178 total
Aug 2 - Aug 3
includes taxes & fees
Washington Plaza Hotel
Hotel Lombardy

Hotel Lombardy

4 out of 5
2019 Pennsylvania Ave Nw Washington DC
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Aug 9 to Aug 10
CA $176
CA $205 total
Aug 9 - Aug 10
includes taxes & fees
Hotel Lombardy
Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
839 17th St NW Washington DC
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Aug 9 to Aug 10
CA $191
CA $222 total
Aug 9 - Aug 10
includes taxes & fees
Club Quarters Hotel in Washington DC
See all 6,048 properties in Crestwood
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

Frequently asked questions

How much does a Crestwood vacation package cost?
Create unforgettable memories with our Crestwood vacation packages, which start from a low CA $711. Choose the flights and hotels that suit your plans. Then, add on a few activities or tours for an incredible getaway.
How do I get a cheap travel package to Crestwood?
Booking a Crestwood vacation package with Expedia is a great way to save. We offer access to over 550 airlines and 1,000,000 hotel options all over the world. With such an amazing range to choose from, you'll have no trouble pulling together your next dream escape.
Where should I stay in Crestwood?
A visit to Crestwood isn't complete until you've seen White House and Washington Monument. Stay right nearby so you can easily access these popular sights.
What are the top hotels in Crestwood?
Private Retreat. Apartmnt In Dc is one of Crestwood's most sought-after hotels. Reserve a room here and you'll be able to slumber peacefully knowing you're in excellent hands.
How far in advance should I book my Crestwood vacation?
It can be hard to know when the best time is to book your vacation to Crestwood. But usually the earlier you book, the more affordable the prices. In some cases, you can lock in your flights and hotels nearly 12 months before departure. If you're hoping for a last-minute getaway, no need to fret! There are incredible deals featured on Expedia all the time.
What does an Expedia Crestwood travel package include?
From hotels and flights to car rentals, Expedia can help you create a Crestwood package that works for you. Vacationing for a week or two? Give some thought to a hotel, flight and rental car bundle. If your break is short, a flight and hotel deal could be what you're after. Tours and activities can be added after you've booked. Our vacation packages make it easy to save and plan.
What should I know before booking a Crestwood travel package?
Bundling your bookings into a Crestwood vacation package is the easiest way to organize your trip. Not only that, you'll get great discounts just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Crestwood Expedia vacation package?
Yes, so take your pick! We offer more than 550 airlines across the globe, so you can tailor your Crestwood trip according to your needs and budget.
If I'm not able to travel, can I cancel my Crestwood vacation package?
Yes, it's possible to cancel your Crestwood booking if your plans have been upended. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Things to do

Capitol Building in Washington DC

One day tour Washington & Philadelphia from New York

CA $268
per adult
92% of travellers recommend
One day tour Washington & Philadelphia from New York
LEGO Discovery Center Washington, D.C.

LEGO Discovery Center Washington, D.C.

CA $43
per adult
LEGO Discovery Center Washington, D.C.
DC at Dusk Night Tour

DC at Dusk Night Tour

CA $92
per adult
94% of travellers recommend
DC at Dusk Night Tour
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.