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Compare 10 B&B in New Windsor with updated reviews, rates, and availability.

Inn at Mary's Land Farm

3.0 star property
10.0 out of 10, Exceptional, (13)
"Wonderful place!"
The price is $235
includes taxes & fees
$208 per night
Jun 1 - Jun 2
Inn at Mary's Land Farm

Hollerstown Hill Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (85)
"Phil and Betty are wonderful hosts. The house is charming with antique decor and all the modern conveniences. The room was comfortable and quiet, and breakfast was delicious "
The price is $230
includes taxes & fees
$217 per night
May 5 - May 6
Hollerstown Hill Bed and Breakfast

Baladerry Inn LP

4.0 star property
10.0 out of 10, Exceptional, (58)
"Wonderful B&B. Close proximity to the "
The price is $220
includes taxes & fees
$198 per night
May 4 - May 5
Baladerry Inn LP

Battlefield Bed & Breakfast Inn

3.0 star property
10.0 out of 10, Exceptional, (72)
"Awesome stay and great breakfast and historian"
Battlefield Bed & Breakfast Inn

Lightner Farmhouse B&B

3.5 star property
9.2 out of 10, Wonderful, (329)
"The free breakfast on both days we stayed was excellent. The owners knew the history of the Inn and of the battles. We really enjoyed our stay. "
Lightner Farmhouse B&B

Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 2 (NEW!)

10.0 out of 10, Exceptional, (3)
"My wife and I can not say enough about how much we enjoyed our stay at this B&B! It is cute spacious up to date and clean. Mr Boose is very much the host and the breakfasts were 5 star! We were about a mile from the Frederick MD historic and shopping district. We would not hesitate to stay there again if we need overnight accomodations in Frederick!"
Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 2 (NEW!)

Private Romantic Country Setting, Hot Tub, Patio's, Gazebo, Games

Private Romantic Country Setting, Hot Tub, Patio's, Gazebo, Games

Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 1 (NEW!)

Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 1 (NEW!)

Individual room great location & quiet

2.0 star property
Individual room great location & quiet
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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Other property types in New Windsor

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (95)
"Such a unique cabin to enjoy! It was just what we were looking for a relaxing weekend. We will definitely be going back in the spring/summer!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

10.0 out of 10, Exceptional, (7)
Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10.0 out of 10, Exceptional, (39)
"Great stay! "
The price is $287
includes taxes & fees
$271 per night
May 5 - May 6
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
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

What is the nightly rate for a Bed and Breakfast in New Windsor?
Prices for B&Bs in New Windsor often vary, but you can find a great deal from $220 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at New Windsor B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in New Windsor?
The best time to book a B&B in New Windsor is during the vibrant spring months of April and May, when the region comes alive with lush greenery and blooming flowers. This period is particularly appealing for travelers who appreciate comfortable weather and outdoor activities, with temperatures ranging from the mid-40s to mid-70s Fahrenheit. The pleasant climate makes it an ideal time for leisurely strolls along the Hudson River or exploring the historical sites nearby, such as the United States Military Academy at West Point.

As spring progresses, April offers a quieter atmosphere superb for those who value a more relaxed travel experience, while May showcases a busier scene with local festivals and events, drawing in visitors eager to experience the community’s lively spirit. The scenic landscapes and charming B&Bs provide an inviting backdrop for a memorable getaway.

For those looking for a more budget-friendly option, consider visiting in November. This month presents an opportunity to enjoy the crisp autumn air and stunning fall foliage without the crowds, allowing for peaceful hikes in nearby parks and the chance to savor the local cuisine at cozy eateries.
What is the difference between a New Windsor Bed & Breakfast and a hotel?
Every New Windsor B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at New Windsor B&Bs.