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Our top choices for Pine Island 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 23 - Dec 24
Total with taxes and fees
Borland House Inn

John H Wallace House

John H Wallace House
4.0 star property
Milford
10.0 out of 10, Exceptional, (14)
"The John H. Wallace House is a welcoming and comfortable place to stay. Don’t hesitate to make a reservation to go there. "
United States
Barbara
$169 nightly
The price is $185
Dec 29 - Dec 30
Total with taxes and fees
John H Wallace House

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
$196 nightly
The price is $222
Jan 6 - Jan 7, 2026
Total with taxes and fees
Villa Verde BB Greenwood Lake NY

The Castle at Skylands Manor

The Castle at Skylands Manor
3.5 star property
Ringwood
7.4 out of 10, Good, (391)
"If you want a quiet, historical experience, then this is the venue. It's not new, shiny - but that is not why you go there. It is a beautiful Tudor-style hotel, with old fixtures, antique windows, and the charm of a storybook castle. The innkeeper is lovely and the grounds are beautiful. We missed peak colors by a week or two and are considering a quick trip back! Buffet breakfast was just right."
United States
Lesli
$199 nightly
The price is $222
Dec 31 - Jan 1, 2026
Total with taxes and fees
The Castle at Skylands Manor

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 29 - Dec 30
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

Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
3.0 star property
Vernon
9.2 out of 10, Wonderful, (326)
"Excellent experience, all the way around. Quiet and quaint, all the modern amenities, excellent host and service, hot water in the shower, beautiful room, bountiful, delicious breakfast."
United States
Robert
$200 nightly
The price is $229
Dec 23 - Dec 24
Total with taxes and fees
Alpine Haus Bed & Breakfast 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.
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Top Pine Island Hotel Reviews

Find out more about Pine Island

Pine Island B&B information

Number of reviews
865
Accommodation
11 B&B
Lowest Price
$129
Highest Price
$289

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Pine Island?
Prices for B&Bs in Pine Island 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 Pine Island 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 and Breakfast in Pine Island?
The best time to book a B&B in Pine Island is during the spring months of March to May, when the vibrant blooms and comfortable temperatures create an inclusive setting for travelers. This season is particularly appealing for those who appreciate outdoor activities, as the weather typically ranges from the mid-50s to mid-70s Fahrenheit, making it great for hiking, biking, and enjoying the scenic beauty of the area.

April stands out as a popular month to visit Pine Island, as nature comes alive with colorful wildflowers and lush greenery. Visitors can take advantage of the spring weather by exploring nearby parks, enjoying leisurely strolls along the waterfront, or indulging in local festivals that celebrate the season. The gentle warmth of spring allows for an easy experience filled with opportunities to connect with nature and engage in outdoor adventures.

For those looking for more budget-friendly options, consider planning your trip in December. While this month may be less crowded, it still offers a unique charm with holiday festivities and opportunities for cozy indoor activities, such as visiting local shops and enjoying seasonal treats.
What is the difference between a Pine Island Bed & Breakfast and a hotel?
Every Pine Island 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 Pine Island B&Bs.

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