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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

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

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, (13)
"Beautiful BnB located on a working farm. Rooms are well appointed and lovely, though sound can be an issue. Breakfast was outstanding!"
The price is AED 848
AED 959 total
includes taxes & fees
3 Apr - 4 Apr
Inn at Mary's Land Farm
Hollerstown Hill Bed and Breakfast
Dutrow | Bathroom | Free toiletries, hair dryer, towels

Hollerstown Hill Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (84)
"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 AED 798
AED 846 total
includes taxes & fees
31 Mar - 1 Apr
Hollerstown Hill Bed and Breakfast
Baladerry Inn LP
BBQ/picnic area

Baladerry Inn LP

4.0 star property
10.0 out of 10, Exceptional, (56)
"It’s a quiet location and immaculate condition. Breakfasts are fantastic! Owners are personable and go out of their way to make you feel welcome!"
Baladerry Inn LP
Battlefield Bed & Breakfast Inn
Sundeck

Battlefield Bed & Breakfast Inn

3.0 star property
10.0 out of 10, Exceptional, (71)
"The bed and breakfast offered comfortable surroundings where we took advantage of their outside deck to relax by their fireplace for a glass of wine before retiring. They provided a delicious breakfast every morning. Take advantage of the morning history lesson, we learned a good bit that was not communicated on the tour. The staff could not have been friendlier. Overall a great stay. "
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, (329)
"Steve and Teresa are graet hosts, very knowledgeable about Gettysburg area. Breakfast is delicious and nutritious. Home has much charm."
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
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!)
Individual room great location & quiet
Interior

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
Exterior

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (91)
"Absolutely beautiful cozy and idyllic and Cassandra was extremely responsive! Also very close to amazing hiking at Gambrills park. Ill be back! "
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort
Smart TV

Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

10.0 out of 10, Exceptional, (3)
"A nice quiet place to get away for a few days and visit the Gettysburg Museum and battle fields "
Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort
*Modern Condo In Downtown Frederick*
Fridge, microwave, oven, stovetop

*Modern Condo In Downtown Frederick*

9.4 out of 10, Exceptional, (50)
"The home is spacious and well stocked. Very clean and very close to the Fredrick downtown where we could walk to for dinner. The master bath had no hot water though, so we ended up using only the guest shower during our stay. "
The price is AED 386
AED 977 total
includes taxes & fees
1 Apr - 2 Apr
*Modern Condo In Downtown Frederick*
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

Searching for B&Bs in New Windsor?
If you’re looking for something a little more offbeat than your standard hotel experience, 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 over a traditional hotel room?
With attentive service, opportunities to meet other guests, and top-rated breakfasts, B&Bs offer a one-of-a-kind 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. 18.6 mi (30 km) from the downtown core. Enjoy the local cuisine breakfast and private yard. Battlefield Bed & Breakfast Inn: 12 rooms. 18 mi (28.9 km) from the heart of downtown. 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 décor.
When should I stay at a B&B in New Windsor?
When you’re dreaming of a escape to New Windsor, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for New Windsor is 53 inches.
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 like 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 from the city center. You can also search for flights into Baltimore Washington Intl. 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.