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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

B&B in Pine Island

Exterior detail
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
Borland House Inn
Outdoor wedding area
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
The price is AED 621
AED 677 total
includes taxes & fees
16 Dec - 17 Dec
John H Wallace House
Exterior
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
The price is AED 615
AED 769 total
includes taxes & fees
9 Jan - 10 January 2026
Villa Verde BB Greenwood Lake NY
Superior Double Room, Ensuite (Primrose) | Miscellaneous
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
The price is AED 790
AED 893 total
includes taxes & fees
10 Dec - 11 Dec
The Dominion House Bed & Breakfast
Property grounds
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
The price is AED 698
AED 816 total
includes taxes & fees
10 Dec - 11 Dec
The Castle at Skylands Manor
Restaurant
Stagecoach Inn

Stagecoach Inn

3.5 star property
Goshen
9.6 out of 10, Exceptional, (78)
"Staff was amazing friendly attentive always smiling. Food and drinks were delicious. Loved the ambience of the room. "
United States
Theresa
The price is AED 863
AED 1,063 total
includes taxes & fees
4 Jan - 5 January 2026
Stagecoach Inn
Terrace/patio
Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn

3.0 star property
Vernon
9.2 out of 10, Wonderful, (325)
"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
The price is AED 735
AED 842 total
includes taxes & fees
10 Dec - 11 Dec
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

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

10/10 Excellent
"Clean room and easy check in. "
Melanie 2-night trip
Posted 2 days ago
Hampton Inn by Hilton Middletown

Frequently asked questions

Searching for B&Bs in Pine Island?
If you want to find a place to stay with fewer rooms than a hotel and an intimate environment, a B&B might be the perfect option for your getaway to Pine Island. If you're interested in playing some golf on your trip, Scenic Farms Golf Course is a good spot to tee off.
Why should you consider a B&B versus a traditional hotel?
Every B&B has a unique charm. Whether it's a garden for guests to admire or a beautiful breakfast room, the little details are what make bed and breakfasts a fun place to get away.
What are the best B&Bs in Pine Island?
Here are some well-liked B&Bs in the area: The Castle at Skylands Manor: 21 rooms. 16.6 mi (26.7 km) from the downtown core. Alpine Haus Bed & Breakfast Inn: 10 rooms. Situated 7.6 mi (12.3 km) from the heart of Pine Island. Enjoy the arcade game room and library. Villa Verde BB Greenwood Lake NY: 2 rooms. 10.9 mi (17.5 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. Stagecoach Inn: 5 rooms. Located 10.4 mi (16.8 km) from the core of Pine Island. Enjoy the soaking bathtubs and library.
What's the best time of year to stay at a B&B in Pine Island?
When you're planning your trip to Pine Island, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Pine Island are February, January, November, and March, with each month seeing an average of 7 inches of snowfall.
What is there to do in Pine Island?
When you want to check out some attractions in town, you might consider a visit to Pine Island Town Park and Scenic Farms Golf Course. Warwick Valley Winery and Distillery and Warwick Village Hall are also some sites to visit if you want to see more of the area.
How can I get to and around Pine Island?
Mapping out your trip in and around Pine Island is easy with these transportation options. Fly into Stewart Intl. Airport (SWF), which is located 23.8 mi (38.4 km) from the heart of the city. You can also search for flights into Caldwell, NJ (CDW-Essex County), which is 30.7 mi (49.3 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.