Book Exclusive New Windsor Vacation Packages

Choose one or more items to build your trip:

New Windsor flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Price was CA $849, price is now CA $544 per person
CA $544
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
Book a stay at this business-friendly hotel in Washington. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Capital One Arena and Smithsonian Institution are located nearby.
Courtyard by Marriott Baltimore Downtown/Inner Harbor

Courtyard by Marriott Baltimore Downtown/Inner Harbor

3 out of 5
Harbor East
Price was CA $1,377, price is now CA $761 per person
CA $761
per person
Dec 27 - Jan 3
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Stay at this 3-star business-friendly hotel in Baltimore. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Baltimore Inner Harbor Marina and National Aquarium in Baltimore are located nearby.
Washington Hilton

Washington Hilton

4 out of 5
Northwest
Price was CA $1,061, price is now CA $627 per person
CA $627
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
Book a stay at this business-friendly hotel in Washington. Enjoy an outdoor pool, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions White House and Capital One Arena are located nearby.
SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Price was CA $1,163, price is now CA $727 per person
CA $727
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
Stay at this hotel in Washington. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Popular attractions White House and Capital One Arena are located nearby.
Kimpton George Hotel by IHG

Kimpton George Hotel by IHG

4.5 out of 5
Northwest
Price was CA $1,313, price is now CA $851 per person
CA $851
per person
Dec 27 - Jan 3
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
Stay at this 4.5-star luxury hotel in Washington. Enjoy a 24-hour fitness center, WiFi (surcharge), and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Capital One Arena and Smithsonian Institution 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 $130 per night
CA $130
CA $151 total
Nov 23 - Nov 24
includes taxes & fees
Stay at this 3-star 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 Under Armour Performance Center Baltimore Ravens are located nearby.
Pool
Breakfast included
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 $113 per night
CA $113
CA $125 total
Dec 7 - Dec 8
includes taxes & fees
Stay at this 3-star 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.
Breakfast included
Pet-friendly
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 $118 per night
CA $118
CA $131 total
Nov 24 - Nov 25
includes taxes & fees
Stay at this 3-star 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.
Pool
Pet-friendly
Marriott Owings Mills Metro Centre

Marriott Owings Mills Metro Centre

4 out of 5
10101 Grand Central Avenue, Owings Mills, MD
The price is CA $201 per night
CA $201
CA $232 total
Nov 23 - Nov 24
includes taxes & fees
Stay at this 4-star 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 Under Armour Performance Center Baltimore Ravens are located nearby.
Pet-friendly
Parking included
Eisenhower Hotel & Conference Center

Eisenhower Hotel & Conference Center

3 out of 5
2634 Emmitsburg Road, Gettysburg, PA
Free cancellation
Reserve now, pay when you stay
The price is CA $120 per night
CA $120
CA $134 total
Nov 12 - Nov 13
includes taxes & fees
Stay at this 3-star business-friendly hotel in Gettysburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Gettysburg National Military Park and Gettysburg Battlefield Museum are located nearby.
Pool
Breakfast included
Hilton Garden Inn Owings Mills

Hilton Garden Inn Owings Mills

3 out of 5
4770 Owings Mills Blvd, Owings Mills, MD
Free cancellation
Reserve now, pay when you stay
The price is CA $123 per night
CA $123
CA $142 total
Nov 23 - Nov 24
includes taxes & fees
Stay at this 3-star spa hotel in Owings Mills. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Foundry Row and Northwest Regional Park are located nearby.
Spa
Pet-friendly
Don't see what you're looking for?
See all available properties in New Windsor
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.

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 $544 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