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New Windsor flight + hotel packages

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Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Price was CA $757, price is now CA $618 per person
CA $618
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this historic hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Union Station Shopping Center and Capital One Arena are located nearby.
Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland

5 out of 5
Save 100% on your flight
Price was CA $2,558, price is now CA $1,682 per person
CA $1,682
per person
Nov 24 - Nov 28
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this luxury B&B in Ridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Saint Jerome Beach and First District Community Park are located nearby.
Crowne Plaza Crystal City-Washington, D.C. by IHG

Crowne Plaza Crystal City-Washington, D.C. by IHG

3.5 out of 5
Crystal City
Price was CA $918, price is now CA $648 per person
CA $648
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Arlington. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions National Mall and White House are located nearby.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was CA $1,007, price is now CA $755 per person
CA $755
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions White House and Capital One Arena are located nearby.
The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
Price was CA $817, price is now CA $633 per person
CA $633
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and Capital One Arena are located nearby.

Top New Windsor hotels deals

Sunday Morning at Savannahs

Sunday Morning at Savannahs

4 out of 5
111 South Springdale Avenue, New Windsor New Windsor MD
The price is CA $195 per night
CA $195
CA $228 total
Nov 8 - Nov 9
includes taxes & fees
Stay at this B&B in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Old Westminster Winery and Kate Wagner Fields are located nearby.
Breakfast included
Spa
Best Western Historic Frederick

Best Western Historic Frederick

2.5 out of 5
420 Prospect Blvd Frederick MD
Free cancellation
Reserve now, pay when you stay
The price is CA $110 per night
CA $110
CA $122 total
Oct 25 - Oct 26
includes taxes & fees
Stay at this 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 Harry Grove Stadium and Baker Park are located nearby.
Pool
Breakfast included
Inn at Cemetery Hill

Inn at Cemetery Hill

2 out of 5
613 Baltimore St Gettysburg PA
The price is CA $188 per night
CA $188
CA $208 total
Nov 8 - Nov 9
includes taxes & fees
Stay at this hotel in Gettysburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Gettysburg National Military Park and Gibson's Photographic Gallery are located nearby.
Breakfast included
Parking included
Comfort Inn Frederick - Ballenger Creek

Comfort Inn Frederick - Ballenger Creek

2.5 out of 5
7300 Executive Way Frederick MD
Free cancellation
Reserve now, pay when you stay
The price is CA $125 per night
CA $125
CA $139 total
Nov 1 - Nov 2
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 helpful staff and the clean rooms in our reviews. Popular attractions Regal Westview and Westview Promenade are located nearby.
Breakfast included
Pet-friendly
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 $139 per night
CA $139
CA $161 total
Oct 27 - Oct 28
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 Randallstown Plaza are located nearby.
Pool
Breakfast included
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 $236 per night
CA $236
CA $273 total
Oct 18 - Oct 19
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 Randallstown Plaza are located nearby.
Pet-friendly
Parking included
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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.

Stay near popular New Windsor attractions

Old Westminster Winery

6.8/10 (11 reviews)
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.
See properties

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 $618 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

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