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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Glenwood bed & breakfast

Outdoor wedding area
John H Wallace House

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 AU$263
includes taxes & fees
8 Jan - 9 Jan 2026
John H Wallace House
Property grounds
The Castle at Skylands Manor

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 Castle at Skylands Manor
Exterior
Villa Verde BB Greenwood Lake NY

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 AU$304
includes taxes & fees
19 Jan - 20 Jan 2026
Villa Verde BB Greenwood Lake NY
Superior Double Room, Ensuite (Primrose) | Miscellaneous
The Dominion House Bed & Breakfast

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 AU$363
includes taxes & fees
8 Jan - 9 Jan 2026
The Dominion House Bed & Breakfast
Restaurant
Stagecoach Inn

Stagecoach Inn

Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (78)
"We only stayed one night, but it was very comfortable and the staff was friendly. "
United States
Kathryn
The price is AU$432
includes taxes & fees
8 Jan - 9 Jan 2026
Stagecoach Inn
Terrace/patio
Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
3.0 star property
Vernon
9.2 out of 10, Wonderful, (327)
"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 AU$342
includes taxes & fees
8 Jan - 9 Jan 2026
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 Glenwood Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"timely & courteous check-in; clean rooms; quiet environment; perfect location for our needs "
Orlando 1-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Chester by IHG

Find out more about Glenwood

Glenwood B&B information

Number of reviews
721
Accommodation
8 B&B
Lowest Price
AU$263
Highest Price
AU$432

Frequently asked questions

Searching for B&Bs in Glenwood?
If you'd like to find some accommodation with fewer rooms than the traditional hotel and an intimate environment, a B&B might be a great fit for your trip to Glenwood. When you want to explore some of the destination's attractions, Wawayanda State Park is worth a visit.
Why should you consider a B&B versus a traditional hotel?
Every B&B has its own unique feel — whether it's a picturesque garden or a beautiful breakfast room, the small details are what make bed and breakfasts a fun place to get away.
What are the top B&Bs in Glenwood?
Below are some well-liked B&Bs in the area: The Castle at Skylands Manor: 21 rooms. 15.7 mi (25.3 km) from the heart of Glenwood. Villa Verde BB Greenwood Lake NY: 2 rooms. 11.5 mi (18.5 km) from the city centre. Enjoy the free full breakfast and unique decor. Alpine Haus Bed & Breakfast Inn: 10 rooms. Situated 4.1 mi (6.7 km) from the heart of Glenwood. Enjoy the arcade/games room and library. Stagecoach Inn: 5 rooms. 13.9 mi (22.3 km) from the city centre. Enjoy the deep-soaking baths and library. Columbus Hotel: 15 rooms. Located 14.2 mi (22.9 km) from the core of Glenwood. Enjoy the unique decor and on-site dining.
What's the best time of year to book my B&B in Glenwood?
When you're dreaming of a stay in Glenwood, 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 Glenwood are February, January, November and March, with each month seeing an average of 18 cm of snowfall.
What is there to do in Glenwood?
If you want to see some popular attractions in Glenwood, you might enjoy a visit to Wawayanda State Park. Warwick Valley Winery and Distillery and The Cabriolet Ski Lift are also some sites to visit if you want to see more of the area.
How can I get to and around Glenwood?
You can plan your excursions in and around Glenwood ahead of time with these transportation options. Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 27.1 mi (43.6 km) from the city centre. Otherwise, look for flights into Caldwell, NJ (CDW-Essex County), which is 28.2 mi (45.4 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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