Photo by Wanderlustfemale

Book New Windsor Bed & Breakfast

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for New Windsor bed & breakfast

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
$114 nightly
The price is $129
Dec 22 - Dec 23
Total with taxes and fees
Borland House Inn

Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (13)
"Amazing breakfast, scenery, tucked away on a hilltop, what a getaway! "
United States
Gary
$204 nightly
The price is $231
Jan 4 - Jan 5, 2026
Total with taxes and fees
Villa Verde BB Greenwood Lake NY

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
$215 nightly
The price is $243
Dec 22 - Dec 23
Total with taxes and fees
The Dominion House Bed & Breakfast

Stagecoach Inn

Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (78)
"Unique and quaint inn with lots to offer or do nothing at all except relax!"
United States
Lorna
$235 nightly
The price is $289
Jan 4 - Jan 5, 2026
Total with taxes and fees
Stagecoach Inn

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (94)
"Great stay!"
United States
Amrita
$259 nightly
The price is $307
Dec 24 - Dec 25
Total with taxes and fees
Cromwell Manor Inn
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.
Save an average of 15% on thousands of hotels when you're signed in

Top New Windsor Hotel Reviews

Find out more about New Windsor

New Windsor B&B information

Number of reviews
418
Accommodation
12 B&B
Lowest Price
$129
Highest Price
$307

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in New Windsor?
Prices for B&Bs in New Windsor often vary, but you can find a great deal from $129 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 Bed & Breakfast in New Windsor?
The best time to book a B&B in New Windsor is during the vibrant spring months of April and May. This period showcases the area's natural beauty as flowers bloom and the landscape comes alive, creating an inclusive setting for travelers seeking a peaceful retreat. With comfortable temperatures ranging from the low 40s to the high 60s Fahrenheit, outdoor exploration becomes a joy, whether you're strolling through historical sites or enjoying nearby hiking trails.

As the spring sun brightens the days, visitors can take advantage of ample opportunities for sightseeing, including the rich history of the Hudson Valley and the scenic views offered by the nearby mountains. This is also an excellent time for picnics in local parks or enjoying wine tastings at nearby vineyards, ensuring a well-rounded escape that caters to your adventurous spirit.

For those looking for a more budget-friendly option, consider visiting in November. This month, while quieter, still offers beautiful autumn colors and a unique opportunity to enjoy the local culture without the crowds. You can stroll through charming towns, visit local shops, and experience the warmth of the community during the fall season.
What is the difference between a New Windsor B&B 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.

Explore a world of travel with Expedia