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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for New Windsor bed & breakfast

Dining
Hollerstown Hill Bed and Breakfast

Hollerstown Hill Bed and Breakfast

Hollerstown Hill Bed and Breakfast
3.5 star property
Frederick
9.6 out of 10, Exceptional, (95)
"Quaint property in quiet neighborhood convenient for Frederick town center. Hosts are friendly and welcoming. Comfortable room with nice breakfast. Enjoyable relaxing stay."
United States
Eric
The price is AU$330
includes taxes & fees
1 Jan - 2 Jan 2026
Hollerstown Hill Bed and Breakfast
Exterior
Inn at Mary's Land Farm

Inn at Mary's Land Farm

Inn at Mary's Land Farm
3.0 star property
Clarksville
10.0 out of 10, Exceptional, (23)
"Clean, beautiful surroundings! Excellent staff and breakfast!"
United States
John
The price is AU$355
includes taxes & fees
22 Dec - 23 Dec
Inn at Mary's Land Farm
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.
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Top New Windsor Hotel Reviews

Find out more about New Windsor

New Windsor B&B information

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 B&B
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Frequently asked questions

Searching for B&Bs in New Windsor?
If you're looking for something a little different than your standard hotel, a stay at a bed and breakfast could be a great option for your trip. When you want to explore some of the destination's attractions, Old Westminster Winery is worth a visit.
Why consider a B&B versus a traditional hotel?
With attentive service, opportunities to mingle with other guests and of course a full breakfast to start the day, B&Bs offer a unique setting.
What are the top B&Bs in New Windsor?
Here are some well-liked B&Bs in the area: Baladerry Inn LP: 5 rooms. Situated 18.6 mi (30 km) from the heart of New Windsor. Enjoy the local cuisine breakfast and private garden. Battlefield Bed & Breakfast Inn: 12 rooms. 18 mi (28.9 km) from the city centre. Enjoy the free full breakfast and designer toiletries. Lightner Farmhouse B&B: 6 rooms. Located 17.7 mi (28.5 km) from the core of New Windsor. Enjoy the free full breakfast and unique decor.
When should I stay at a B&B in New Windsor?
When you're dreaming of a escape to New Windsor, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for New Windsor is 1338 mm.
What is there to do in New Windsor?
When you want to explore some things to do in New Windsor, consider a visit to Old Westminster Winery. You might also consider a trip to sites such as Elk Run Vineyards or Carroll County Farm Museum if you have time to see more of the area.
How can I get to and around New Windsor?
Planning your excursions in and around New Windsor is easier with these transportation options. Fly into Gaithersburg, MD (GAI-Montgomery County Airpark), which is located 26 mi (41.9 km) away. Otherwise, look for flights into Baltimore Washington International Airport (BWI), which is 34.3 mi (55.2 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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