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

Hollerstown Hill Bed and Breakfast
Front of property

Hollerstown Hill Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (83)
"We had a lovely one-night stay here in October for a special occasion. The location was perfect for us, and the room was very comfortable. Paul & Betty were very kind hosts and we hope to return someday!"
The price is AED 798
AED 846 total
includes taxes & fees
25 Nov - 26 Nov
Hollerstown Hill Bed and Breakfast
Inn at Mary's Land Farm
Room

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 948 total
includes taxes & fees
16 Dec - 17 Dec
Inn at Mary's Land Farm
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
Baladerry Inn LP
Front of property

Baladerry Inn LP

4.0 star property
10.0 out of 10, Exceptional, (55)
"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
Lobby

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
Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 2 (NEW!)
Main 1896 house, at night. A shining beacon on the highest point in the vicinity

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!)
Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 1 (NEW!)
The historic 1896 main farm house.

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

Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 1 (NEW!)
Private Romantic Country Setting, Hot Tub, Patio's, Gazebo, Games
Outdoor dining

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

Private Romantic Country Setting, Hot Tub, Patio's, Gazebo, Games
10 Clarke Bed & Breakfast
Exterior

10 Clarke Bed & Breakfast

4.0 star property
9.2 out of 10, Wonderful, (13)
"Nice B & B with a really yummy breakfast. Very convenient to walk to all downtown attractions."
10 Clarke Bed & Breakfast
Individual room great location & quiet
Room

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, (85)
"My husband and I were beyond thrilled with this property. Absolutely incredible and are looking forward to visiting again!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
Living area

Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

10.0 out of 10, Exceptional, (60)
"Clean cozy row home. Easy walk to downtown attractions. House gave excellent recommendations for food and things to see. Would definitely stay again at this property "
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
Time to plan that fall getaway to the mountains! Enjoy a bit of time away
Home away from Home!

Time to plan that fall getaway to the mountains! Enjoy a bit of time away

10.0 out of 10, Exceptional, (282)
"Loved it! Very convenient to Gettysburg (~15 minutes), nestled in the woods and private. Beautiful cabin and well equipped. Will definitely go there again. "
Time to plan that fall getaway to the mountains! Enjoy a bit of time away
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?
Below are some B&Bs in the area: Baladerry Inn LP: 5 rooms. 18.6 mi (30 km) from the heart of New Windsor. Enjoy the local cuisine breakfast and private yard. Battlefield Bed & Breakfast Inn: 12 rooms. 18 mi (28.9 km) from the downtown core. Enjoy the free full breakfast and designer toiletries. Inn at Springfield Manor: 8 rooms. 17.4 mi (28 km) from the heart of downtown.
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 Carroll County Farm Museum or Linganore Winecellars 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.