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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Browse Select Pine Island B&B

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 ₹16,200
₹17,657 total
includes taxes & fees
7 Dec - 8 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 ₹15,574
₹19,418 total
includes taxes & fees
14 Dec - 15 Dec
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 ₹19,345
₹21,884 total
includes taxes & fees
8 Dec - 9 Dec
The Dominion House Bed & Breakfast
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 ₹21,144
₹26,034 total
includes taxes & fees
4 Jan - 5 Jan 2026
Stagecoach Inn
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 ₹17,095
₹19,987 total
includes taxes & fees
17 Dec - 18 Dec
The Castle at Skylands Manor
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 ₹17,995
₹20,627 total
includes taxes & fees
6 Dec - 7 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

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"The man at check in was just lovely!! Room was clean and quiet. Nice breakfast "
Kimberly 1-night trip
Posted 3 days ago
Best Western Hunt's Landing Hotel Matamoras/Milford

Find out more about Pine Island

Pine Island B&B information

Number of reviews
862
Accommodation
10 B&B
Lowest Price
₹17,657
Highest Price
₹26,034

Frequently asked questions

Searching for B&Bs in Pine Island?
If you're looking for a place to stay with a small number of rooms and an intimate environment, a B&B might be just the right fit 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 get in a game.
Why choose a B&B versus a traditional hotel?
Every B&B has its own unique feel — whether it's a picturesque garden or a sunlit breakfast nook, the tiny 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 city centre. Alpine Haus Bed & Breakfast Inn: 10 rooms. Situated 7.6 mi (12.3 km) from the heart of Pine Island. Enjoy the arcade/games room and library. Villa Verde BB Greenwood Lake NY: 2 rooms. 10.9 mi (17.5 km) from the city centre. Enjoy the free full breakfast and unique decor. Stagecoach Inn: 5 rooms. Located 10.4 mi (16.8 km) from the core of Pine Island. Enjoy the deep-soaking baths 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, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Pine Island are February, January, November and March, with each month seeing an average of 18 cm of snowfall.
What is there to do in Pine Island?
When you want to see 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?
You can plan your excursions in and around Pine Island ahead of time with these transportation options. Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 23.8 mi (38.4 km) away. 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, consider renting a car to explore more sights.

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