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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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)
"Wonderful place!"
The price is AED 764
AED 863 total
includes taxes & fees
19 May - 20 May
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, (85)
"The hosts were fantastic and friendly "
The price is AED 798
AED 846 total
includes taxes & fees
12 May - 13 May
Hollerstown Hill Bed and Breakfast
Baladerry Inn LP
BBQ/picnic area

Baladerry Inn LP

4.0 star property
10.0 out of 10, Exceptional, (58)
"Wonderful B&B. Close proximity to the "
The price is AED 629
AED 808 total
includes taxes & fees
12 May - 13 May
Baladerry Inn LP
Battlefield Bed & Breakfast Inn
Sundeck

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
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
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

Cozy cabin among the trees near Historic Gettysburg / Liberty Mountain Resort
Smart TV

Cozy cabin among the trees near Historic Gettysburg / Liberty Mountain Resort

10.0 out of 10, Exceptional, (8)
"The secluded and pristine property was an absolute joy to come back to after a long day on the mountain. The constant sound of the babbling creek just steps away from the back deck created the perfect setting for a wonderful mountain getaway. Also, our dog loved roaming the land and seeing the occasional Deer grazing in the woods. I highly recommend booking here. If we ever come back to ski at Liberty resort, this will be the first place I look for to stay in!"
Cozy cabin among the trees near Historic Gettysburg / Liberty Mountain Resort
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Exterior

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (97)
"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
Round Top Campground
Cottage, 2 Bedrooms (Loft, No Pets) | WiFi

Round Top Campground

2.0 star property
9.4 out of 10, Exceptional, (14)
"Clean cabin with a friendly campground staff. Close to the Gettysburg Battlefield and a short ride to downtown. would highly recommend "
Round Top Campground
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 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 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.