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New Windsor flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hilton Alexandria Old Town

Hilton Alexandria Old Town

4 out of 5
Old Town Alexandria
Price was CA $1,340, price is now CA $942 per person
CA $942
per person
Dec 28 - Jan 3
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
Book a stay at this business-friendly hotel in Alexandria. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MGM National Harbor Casino and National Mall are located nearby.
SIXTY DC

SIXTY DC

4.5 out of 5
Downtown Washington D.C.
Price was CA $1,808, price is now CA $1,030 per person
CA $1,030
per person
Dec 27 - Jan 3
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Popular attractions White House and Smithsonian Institution are located nearby.
The Dupont Circle Hotel

The Dupont Circle Hotel

4.5 out of 5
Northwest
Price was CA $1,783, price is now CA $1,194 per person
CA $1,194
per person
Dec 28 - Jan 3
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
Book a stay at this luxury aparthotel in Washington. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions White House and Smithsonian Institution are located nearby.
Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

4 out of 5
Northwest
Price was CA $2,234, price is now CA $1,556 per person
CA $1,556
per person
Dec 28 - Jan 3
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
Book a stay at this family-friendly hotel in Washington. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and National Mall are located nearby.
The Royal Sonesta Washington DC Capitol Hill

The Royal Sonesta Washington DC Capitol Hill

4.5 out of 5
Northwest
Price was CA $1,492, price is now CA $1,059 per person
CA $1,059
per person
Dec 27 - Jan 3
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Smithsonian Institution and National Mall are located nearby.

Top New Windsor hotels deals

Hyatt Place Baltimore/Owings Mills

Hyatt Place Baltimore/Owings Mills

3 out of 5
4730 Painters Mill Rd Owings Mills MD
Free cancellation
Reserve now, pay when you stay
The price is CA $119 per night
CA $119
CA $137 total
Dec 2 - Dec 3
includes taxes & fees
Book a stay at this business-friendly hotel in Owings Mills. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Foundry Row and Baltimore Sports & Novelty are located nearby.
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct Frederick MD
Free cancellation
Reserve now, pay when you stay
The price is CA $124 per night
CA $124
CA $137 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this business-friendly hotel in Frederick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westview Promenade and Regal Westview are located nearby.
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr Frederick MD
Free cancellation
The price is CA $109 per night
CA $109
CA $121 total
Dec 7 - Dec 8
includes taxes & fees
Book a stay at this business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Francis Scott Key Mall and Westview Promenade are located nearby.
Hampton Inn & Suites Frederick-Fort Detrick

Hampton Inn & Suites Frederick-Fort Detrick

2.5 out of 5
1565 Opossumtown Pike Frederick MD
Free cancellation
Reserve now, pay when you stay
The price is CA $143 per night
CA $143
CA $159 total
Dec 21 - Dec 22
includes taxes & fees
Stay at this hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Schifferstadt and Roads and Rails Museum are located nearby.
Marriott Owings Mills Metro Centre

Marriott Owings Mills Metro Centre

4 out of 5
10101 Grand Central Avenue Owings Mills MD
Free cancellation
Reserve now, pay when you stay
The price is CA $216 per night
CA $216
CA $250 total
Nov 25 - Nov 26
includes taxes & fees
Book a stay at this business-friendly hotel in Owings Mills. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Foundry Row and Baltimore Sports & Novelty are located nearby.
Turf Valley Resort

Turf Valley Resort

3.5 out of 5
2700 Turf Valley Rd Ellicott City MD
Free cancellation
Reserve now, pay when you stay
The price is CA $175 per night
CA $175
CA $198 total
Dec 4 - Dec 5
includes taxes & fees
Book a stay at this spa hotel in Ellicott City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Merriweather Post Pavilion and Turf Valley Towne Square are located nearby.
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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.

Popular places to visit

Old Westminster Winery

You can enjoy a tasting or tour at Old Westminster Winery during your travels to New Windsor. While in this family-friendly area, you can enjoy the restaurants.

Old Westminster Winery

New Windsor Vacations

You've bought your plane ticket and packed your bags, but how much do you know about your next wonderful vacation destination? Sit back, relax and let us give you the lowdown on New Windsor.

If you wander 8 miles (13 kilometers) southwest of Westminster, or 9 miles (14 kilometers) north of Mount Airy, you'll wind up in New Windsor.

Traveling is all about meeting people, so why not make pals with a few of the 1,000 locals who reside in this area of Maryland?

Places to visit in New Windsor

A wise person once said 'life is too short to drink bad wine.' Try the finished product at Elk Run Vineyards and find out if you agree. Need some more options? We heard it through the grapevine that you can't refuse a good drop. Visit Serpent Ridge Vineyard to discover what goes into making the nectar of the gods. But that's not all. Ever wondered how master vintners turn the simple grape into a bottle of wine? Check out Old Westminster Winery to find out for yourself.

Where do you fly into for New Windsor?

Plug in your headphones and choose an in-flight movie. Before you know it, you'll touch down at Baltimore Washington International Thurgood Marshall Airport (BWI). It's about 35 miles (56 kilometers) to the southeast from downtown New Windsor.

Frequently asked questions

How much are vacation packages to New Windsor?
CA $942 is all you need to spend for an exhilarating vacation in New Windsor. Bundle your flights and hotel into a Travelocity vacation package and see your savings add up. With these kinds of prices, it's never been easier to travel!
How long should my New Windsor vacation be?
Most travelers secure a hotel for 2 nights in New Windsor. But that doesn't mean you have to do that. How long you stick around depends on how much you want to do on your vacation. If you want to see every nook and cranny of this wonderful location, consider booking another few nights (or even longer!).
Where can I get the best vacation package deals for New Windsor?
Travelocity has countless ways to score a sensational New Windsor package deal. Choose from as many as 400 airlines and 1,000,000 properties worldwide and craft a travel itinerary that fits your style. With this amount of choice, it's easy to plan your next great escape.
Why should I book my New Windsor vacation package via Travelocity?
Because we believe in creating special vacation experiences. From flights and hotels to car rentals and activities, we put everything at your fingertips. 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 secure your trip knowing you've landed the best deal around. If you find a lower price, we'll match it!
Can I save money on my New Windsor car rental if I book it with hotels and flights?
Combining your hotel, flight and car into a New Windsor vacation package is a surefire way to score the best deal. Plus, having your own set of wheels gives you the freedom to make your way to all those big-name sights you can't wait to explore. Located 72 kilometers from New Windsor, White House is one attraction that should be on your must-do list. Load up the car and make a day trip of it.
Which airport is best for New Windsor?
Many fly into Ronald Reagan Washington National Airport (DCA), 80 kilometers south of downtown New Windsor. Others prefer Washington Dulles Intl. Airport (IAD) (72 kilometers away from central New Windsor) or Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (56 kilometers away from central New Windsor).
What is there to do in New Windsor?
Old Westminster Winery should be toward the top of your to-do list. After you've checked off this renowned attraction, wander through the streets of New Windsor and learn what really makes this fantastic place tick.

Photos of local treasures

Browse New Windsor vacation photos for more inspiration