New Windsor Vacations from $280
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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
- Convention center Indoor free parking
Jan 20 - Jan 25Convention center Indoor free parking + Flight
Downtown Baltimore5 nights4.0 star propertyRoundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop$453$280found 1 day agoper traveler - Harbor free indoor parking
Jan 12 - Jan 17Harbor free indoor parking + Flight
Downtown Baltimore5 nights4.0 star propertyRoundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop - The Potomac Hotel, Autograph Collection
Feb 4 - Feb 7The Potomac Hotel, Autograph Collection + Flight
Southwest3 nights5.0 star property9.4/10 - Exceptional (1,062 reviews)"This a beautiful property! Rooms are huge! Great place to stay."Reviewed November 9, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop IAD - ATL • Nonstop$731$472found 2 days agoper traveler - Sofitel Washington DC Lafayette Square
Feb 4 - Feb 7Sofitel Washington DC Lafayette Square + Flight
Downtown Washington D.C.3 nights5.0 star property9.0/10 - Wonderful (1,300 reviews)"Rooms were short on closet space and no dressers to put clothes for an 8 day stay"Reviewed November 9, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop IAD - ATL • Nonstop$575$374found 2 days agoper traveler - The Hotel at Arundel Preserve
Jan 20 - Jan 25The Hotel at Arundel Preserve + Flight
Arundel Mills5 nights3.5 star property9.4/10 - Exceptional (2,034 reviews)"nice pool and gym. great room soft beds ect...high recommend"Reviewed November 10, 2026Roundtrip • Atlanta (ATL) - Baltimore (BWI)ATL - BWI • Nonstop BWI - ATL • Nonstop$498$324found 1 day agoper traveler
Where to stay near New Windsor
Frederick
Discover Frederick, a welcoming destination perfectly suited for travelers seeking a blend of adventure and urban experiences. This charming city offers a variety of activities, from exploring the scenic Carroll Creek Linear Park to enjoying the vibrant atmosphere at the Frederick Fairgrounds. With both shopping opportunities and outdoor recreation nearby, there’s something for everyone. Located about 18 miles by car from New Windsor, Frederick is an ideal choice for a memorable stay, making it a smart hotel booking option for your getaway.
Westminster
Experience the charm of Westminster, a fantastic hub for travelers looking for a blend of outdoor adventures and city life. This inviting city offers access to attractions like McDaniel College, Union Mills Homestead Park, and the Carroll County Farm Museum, ensuring a delightful stay for families, weekend getaways, and business visitors alike. Located about 6 miles by car from New Windsor, Westminster makes for an excellent choice when planning your trip, combining convenience with a rich local experience.
Linwood
Make your vacation planning effortless by staying in Linwood, a haven for families and weekend getaway seekers due to its proximity to delightful attractions. Visitors can enjoy the beautiful urban park and explore the historic McDaniel College, as well as the Carroll County Farm Museum for a taste of local culture. With Linwood located about 2 miles from New Windsor, it’s an ideal spot for those looking to blend outdoor adventure with city experiences, making it a smart choice for your stay.
Union Bridge
Ideally situated for weekend getaway travelers, Union Bridge offers a charming escape for families and nature enthusiasts alike. With attractions like the historic Mount St. Mary's University, the vibrant Taneytown Memorial Park, and opportunities for outdoor adventures, visitors can immerse themselves in diverse experiences year-round. Located about 4 miles from New Windsor, Union Bridge provides easy access to local landmarks and activities. Choosing Union Bridge for your stay ensures a delightful blend of relaxation and exploration.
Woodbridge
Travelers visiting the area often choose Woodbridge, especially families and those seeking a weekend getaway, for its blend of outdoor adventure and scenic beauty. With attractions like the nearby national state park and historic sites, as well as recreational areas and golf courses, Woodbridge offers a variety of experiences to enjoy. Located about 5 miles from New Windsor, it provides easy access to local highlights such as McDaniel College and the Carroll County Farm Museum, making it a smart choice for your next stay.
New Windsor Hotel Deals
"We had a girls night here. Everything was excellent. It was a beautiful facility. It has lots of charming character. You feel like you have simply left home and went to stay at your grandmother's house, which is a very good thing In my book I felt right at home. When we arrived there were snacks and fresh baked chocolate chip cookies water The owner was very accommodating and pleasant. Everything was great. Food and accommodations highly recommend. Definitely plan to go back"
Best Western Westminster Hotel
Best Western Westminster Hotel"Was told I’d have a ground floor room but when I checked in it was on the second floor. When we got to the room there was a big piece of broken glass on the table house keeping was actually in the room across from us she was excellent we examined the window it wasn’t broken and didn’t look like it had just been replaced. The floor didn’t seem to have any glass on it. Have no idea where it came from"
Days Inn by Wyndham Westminster
Days Inn by Wyndham Westminster
"Where do I start? Cigarette burn holes in the blankets, or the dangling wires where the smoke alarm wasn’t. Perhaps the tiled shower holes, or the exposed fixtures that added the charm. The proprietor tried to charge me again- even though they found me in their system."
SpringHill Suites by Marriott Frederick
SpringHill Suites by Marriott Frederick
Holiday Inn Express and Suites Gettysburg by IHG
Holiday Inn Express and Suites Gettysburg by IHG"The room was warm and inviting!"
Country Inn & Suites by Radisson, Frederick, MD
Country Inn & Suites by Radisson, Frederick, MD"Staff was incredibly friendly and the hotel was small and was very quiet throughout the night."
Hyatt Place Baltimore/Owings Mills
Hyatt Place Baltimore/Owings Mills"The staff were welcoming and helpful. Loved the breakfast spread. It was plentiful and healthy. The rooms were clean but loads of parking. Overall, I enjoyed my stay here and would use it again. Highly recommend."
Frequently Asked Questions
How much does a New Windsor vacation package cost?
You can snap up a vacation package to this destination from $280 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.