New Windsor Vacations from $363
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The Latest New Windsor Vacation Packages
- Comfort Inn & Suites Baltimore Inner Harbor
Oct 25 - Oct 28Comfort Inn & Suites Baltimore Inner Harbor + Flight
Downtown Baltimore3 nights3.0 star property5.2/10 - (1,006 reviews)"Duct work in the shower"Reviewed August 3, 2026Roundtrip • Dallas (DFW) - Baltimore (BWI)DFW - BWI • Nonstop BWI - DFW • Nonstop$558$363found 1 day agoper traveler - Kellogg Conference Hotel at Gallaudet University
Oct 9 - Oct 14Kellogg Conference Hotel at Gallaudet University + Flight
Northeast5 nights3.0 star property8.4/10 - Very Good (1,005 reviews)Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop - Hotel Burg
Sep 9 - Sep 14Hotel Burg + Flight
Leesburg's Old and Historic District5 nights4.0 star property9.6/10 - Exceptional (104 reviews)"Little gem in downtown Leesburg! Perfect for weekend getaway!"Reviewed August 3, 2026Roundtrip • Dallas (DFW) - Baltimore (BWI)DFW - BWI • Nonstop BWI - DFW • 1 stop - Eurostars Saint Gregory Dupont Circle Georgetown
Oct 10 - Oct 14Eurostars Saint Gregory Dupont Circle Georgetown + Flight
Downtown Washington D.C.4 nights4.0 star property8.8/10 - Excellent (1,005 reviews)"The room was great! But the staff were not very helpful. I paid for valet parking overnight and my car was not put into the garage until the next morning. I was told I would be given a refund and was never given one."Reviewed August 4, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop - Phoenix Park Hotel
Sep 25 - Sep 29Phoenix Park Hotel + Flight
Northwest4 nights3.5 star property9.4/10 - Exceptional (2,166 reviews)"The Phoenix Park Hotel was good for a weekend in DC as a solo traveler. Walkable from Union station. Felt very homey. Front desk was very nice. Room was small but comfortable. Quiet at night, comfy bed, good shower. Umbrella, mini-frig in room. Coffee/tea available in their "living room" on the second floor, no coffee maker in room ... they did run out of unflavored black breakfast tea on my last morning there. As a tea drinker I find that often hotels do not have enough plain ol' black tea for..."Reviewed August 4, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop
New Windsor Hotel Deals
Best Western Westminster Hotel
Best Western Westminster Hotel"The hotel was comfortable, clean and quiet. Breakfast was good."
Days Inn by Wyndham Westminster
Days Inn by Wyndham Westminster"Very dirty"
SpringHill Suites by Marriott Frederick
SpringHill Suites by Marriott Frederick
"The oder was bad I pay two night and I didnt sleep both day I asked the refund no body responded my email pls dont sleep over here its so dirty and very bad customer service no one is going to respond your email"
Hampton Inn & Suites Frederick-Fort Detrick
Hampton Inn & Suites Frederick-Fort Detrick
Country Inn & Suites by Radisson, Frederick, MD
Country Inn & Suites by Radisson, Frederick, MD"everything is fantastic"
Holiday Inn Express and Suites Gettysburg by IHG
Holiday Inn Express and Suites Gettysburg by IHG"Berry clean, friendly staff, will stay again."
Frequently Asked Questions
How much does a New Windsor vacation package cost?
You can snap up a vacation package to this destination from $363 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.