Book Exclusive New Windsor Vacation Packages

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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 $716, price is now CA $559 per person
CA $559
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
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 Smithsonian Institution and National Mall are located nearby.
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $1,169, price is now CA $843 per person
CA $843
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and National Mall are located nearby.
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Price was CA $1,173, price is now CA $884 per person
CA $884
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions National Mall and Smithsonian Institution are located nearby.
Eaton DC

Eaton DC

4.5 out of 5
Downtown Washington D.C.
Price was CA $983, price is now CA $750 per person
CA $750
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions White House and Smithsonian Institution are located nearby.
Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
Price was CA $1,044, price is now CA $812 per person
CA $812
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the bar in our reviews. Popular attractions White House and Smithsonian Institution are located nearby.

Top New Windsor hotels deals

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 $161 per night
CA $161
CA $186 total
Jan 25 - Jan 26, 2026
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.
Pet-friendly
Parking included
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 $120 per night
CA $120
CA $133 total
Dec 28 - Dec 29
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.
Pool
Pet-friendly
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 $94 per night
CA $94
CA $105 total
Jan 16 - Jan 17, 2026
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.
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 $118 per night
CA $118
CA $136 total
Jan 4 - Jan 5, 2026
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.
Pool
Breakfast included
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 $168 per night
CA $168
CA $190 total
Jan 25 - Jan 26, 2026
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.
Pool
Spa
SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick

2.5 out of 5
111 Byte Drive Frederick MD
Free cancellation
Reserve now, pay when you stay
The price is CA $134 per night
CA $134
CA $149 total
Jan 4 - Jan 5, 2026
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 Schifferstadt and Roads and Rails Museum are located nearby.
Pool
Breakfast 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.

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 $559 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