Book New Windsor Bed & Breakfast

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Compare 9 B&B in New Windsor with updated reviews, rates, and availability.

Baladerry Inn LP
BBQ/picnic area

Baladerry Inn LP

4.0 star property
10.0 out of 10, Exceptional, (61)
"Wonderful B&B. Close proximity to the "
Baladerry Inn LP
Inn at Mary's Land Farm
BBQ/picnic area

Inn at Mary's Land Farm

3.0 star property
10.0 out of 10, Exceptional, (18)
"Wonderful place!"
$208 nightly
The price is $235
Jul 6 - Jul 7
Total includes taxes and fees
Inn at Mary's Land Farm
Hollerstown Hill Bed and Breakfast
Game room

Hollerstown Hill Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (86)
"The hosts were fantastic and friendly "
$217 nightly
The price is $230
Jun 26 - Jun 27
Total includes taxes and fees
Hollerstown Hill Bed and Breakfast
Battlefield Bed & Breakfast Inn
Sundeck

Battlefield Bed & Breakfast Inn

3.0 star property
10.0 out of 10, Exceptional, (73)
"Amazing place and stay! Highly recommend "
Battlefield Bed & Breakfast Inn
Lightner Farmhouse B&B
Front of property

Lightner Farmhouse B&B

3.5 star property
9.2 out of 10, Wonderful, (330)
"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!)
Property grounds

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
3 bedrooms, iron/ironing board, free WiFi, bed sheets

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

Private Romantic Country Setting, Hot Tub, Patio's, Gazebo, Games
Individual room great location & quiet
1 bedroom, WiFi, bed sheets

Individual room great location & quiet

2.0 star property
Individual room great location & quiet
Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 1 (NEW!)
Outdoor dining

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

Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 1 (NEW!)
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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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 $230 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.