New Windsor Vacations from $400

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Your New Windsor Vacation

Food, history, entertainment and more … There's so much to discover with a New Windsor vacation package. And with the ability to customize your city getaway, it's guaranteed to be one you won't forget. Make sure to spend some time sightseeing during your trip to New Windsor. Old Westminster Winery and Elk Run Vineyards are some favorite places to check out. Whoever you're escaping with and whatever your bank balance, your dream New Windsor vacation is just a few clicks away with Expedia.

The Latest New Windsor vacation packages

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

The Normandy Hotel

3 out of 5
Northwest
Save 100% on your flight
Price was $607, price is now $400 per person
$400
per person
Feb 25 - Mar 2
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.4/10 Very Good! (1,002 reviews)
Rooms were very clean and staff was pleasant

Reviewed on Jan 22, 2026

Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
Price was $824, price is now $456 per person
$456
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (1,178 reviews)
I thought there would have been a coffee maker in the room lots of noise from workers working nearby betting on the wall with hammer woke me up around 8:00 am not happy. Staff was great room was very clean

Reviewed on Jan 20, 2026

Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
Save 100% on your flight
Price was $1,556, price is now $991 per person
$991
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.2/10 Wonderful! (1,093 reviews)
Clean and beautiful

Reviewed on Jan 21, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $834, price is now $548 per person
$548
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9/10 Wonderful! (1,084 reviews)
Did not eat at the hotel.

Reviewed on Jan 21, 2026

Hampton Inn & Suites Washington DC-Navy Yard

Hampton Inn & Suites Washington DC-Navy Yard

3 out of 5
Navy Yard
Save 100% on your flight
Price was $679, price is now $459 per person
$459
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9/10 Wonderful! (1,004 reviews)
I did not get to eat the breakfast but it did get to see the selection, it was decent. They shut the door at 9:59 so do not be late.

Reviewed on Jan 20, 2026

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Discover the most popular places to visit in New Windsor

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 Hotel Deals

Marriott Owings Mills Metro Centre

Marriott Owings Mills Metro Centre

4 out of 5
10101 Grand Central Avenue Owings Mills MD
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $144 total per night from Feb 8 to Feb 9
$144 total
Feb 8 - Feb 9
Total with taxes and fees
9.2/10 Wonderful! (481 reviews)
The room was clean spacious and quiet. The staff was friendly and knowledgeable.

Reviewed on Jan 19, 2026

Marriott Owings Mills Metro Centre
Hampton Inn & Suites Frederick-Fort Detrick

Hampton Inn & Suites Frederick-Fort Detrick

2.5 out of 5
1565 Opossumtown Pike Frederick MD
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $89 total per night from Feb 1 to Feb 2
$89 total
Feb 1 - Feb 2
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Staff were all helpful, professional and kind. Each staff person from the front desk to the person cleaning, made for a wonderful stay. Customer service was excellent!

Reviewed on Jan 19, 2026

Hampton Inn & Suites Frederick-Fort Detrick
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct Frederick MD
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $106 total per night from Jan 26 to Jan 27
$106 total
Jan 26 - Jan 27
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
Good location, clean room, nice lobby, and restaurant on site! All staff were welcoming. A special thanks to our waiter JR at the restaurant who was so friendly. The breakfast was excellent! Will definitely stay here again!

Reviewed on Jan 19, 2026

Hilton Garden Inn Frederick
See all 338 properties in New Windsor
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.

Find the Best New Windsor Vacation Packages

New Windsor Essential Information

Language
English
Currency
U.S dollars
Population
1,400
Max Temp Winter
40ºF
Max Temp Summer
80ºF

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Frequently asked questions

How much does a New Windsor vacation package cost?
You can snap up a vacation package to this destination from $400 on Expedia. However, how much your vacation to New Windsor costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to New Windsor?
If you'd like to snag a cheap New Windsor vacation package, consider visiting in January, September and December. You'll generally find lower prices on flights and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for New Windsor?
With a well-organized schedule, you can easily hit the main New Windsor attractions in a handful of days. But if you prefer to discover hidden gems or take day trips, think about booking your New Windsor vacation for longer.
How to find the best New Windsor package deals?
Begin your search for a New Windsor package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect New Windsor package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your New Windsor adventure off to a flying start.
Is it cheaper to book a New Windsor vacation as a package?
You can enjoy significant savings on your New Windsor retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to New Windsor?
Enjoy fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment New Windsor trip.
Does Expedia offer Book Now, Pay Later New Windsor vacation packages?
Jet off on your perfect trip to New Windsor with Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait until your next paycheck — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.