New Windsor Trips (flight + hotel)

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    Save up to P 3,118 when you book a flight and hotel together*
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    Plan, book, and manage your trip all in one place

Top hotels in New Windsor

Hyatt Place Baltimore/Owings Mills
Hyatt Place Baltimore/Owings Mills
3 out of 5
4730 Painters Mill Rd, Owings Mills, MD
Fully refundableReserve now, pay when you stay
The price is P5,601 per night from Jul 13 to Jul 14
P5,601
P6,469 total
Jul 13 - Jul 14
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)
"The room was clean."

Reviewed on Jun 24, 2025

Hyatt Place Baltimore/Owings Mills
Country Inn & Suites by Radisson, Frederick, MD
Country Inn & Suites by Radisson, Frederick, MD
3 out of 5
5579 Spectrum Dr, Frederick, MD
Fully refundableReserve now, pay when you stay
The price is P4,454 per night from Jul 2 to Jul 3
P4,454
P4,944 total
Jul 2 - Jul 3
includes taxes & fees
8.2/10 Very Good! (1,026 reviews)
"Management great & helpful. Lukewarm water for bath/shower."

Reviewed on Jun 23, 2025

Country Inn & Suites by Radisson, Frederick, MD
Holiday Inn Express and Suites Gettysburg by IHG
Holiday Inn Express and Suites Gettysburg by IHG
2.5 out of 5
1871 Gettysburg Village Drive, Gettysburg, PA
Fully refundable
The price is P8,916 per night from Jul 7 to Jul 8
P8,916
P9,896 total
Jul 7 - Jul 8
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Full breakfast bar was excellent and the rooms very nice"

Reviewed on Jun 24, 2025

Holiday Inn Express and Suites Gettysburg by IHG
See all 302 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.

Frequently asked questions

How much does a New Windsor vacation package cost?
You can snap up a vacation package to this destination 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, February and April. You'll usually find better rates on hotels and airfares during these months --- ideal for travelers wishing to save money.
How many days is enough for New Windsor?
Usually, a handful of days is enough to check out the major attractions during your New Windsor vacation. However, if you'd like to have some time to chill out or go on day trips, think about extending your itinerary.
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.
How to plan a trip to New Windsor?

  1. Choose your dates: The things you want to do in New Windsor and your preferred season will help you decide when to get away.
  2. Set your budget: Consider expenses such as flights, food and transportation when calculating how much to put aside for your trip to New Windsor. Then, choose a hotel that fits your budget, whether that's a wallet-friendly stay or a high-end retreat.
  3. Decide how many days away: Start by making a list of all the activities and attractions you want to experience in New Windsor. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a New Windsor vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.