Find a Bed and Breakfast in Cragsmoor

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
Feb 21 - Feb 23
In two weeks
Feb 28 - Mar 2
In one month
Mar 14 - Mar 16
In two months
Apr 11 - Apr 13

Browse Select Cragsmoor B&B

The Kartrite Resort & Indoor Waterpark
Waterslide

The Kartrite Resort & Indoor Waterpark

4.0 star property
8.0 out of 10, Very good, (1235)
"Kids had a great time for my daughters 9th bday I stayed in the hot tub most of the time we are looking to coming during the spring "
The price is CA $296
CA $426 total
includes taxes & fees
Feb 13 - Feb 14
The Kartrite Resort & Indoor Waterpark
Resorts World Catskills Casino
Exterior

Resorts World Catskills Casino

4.5 star property
8.8 out of 10, Excellent, (1001)
"-"
The price is CA $276
CA $348 total
includes taxes & fees
Feb 24 - Feb 25
Resorts World Catskills Casino
Overlook Lodge at Bear Mountain
Restaurant

Overlook Lodge at Bear Mountain

2.5 star property
8.0 out of 10, Very good, (1003)
"It’s on top of a mountain with views of the Hudson River spectacular "
The price is CA $162
CA $183 total
includes taxes & fees
Mar 6 - Mar 7
Overlook Lodge at Bear Mountain
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Restaurant

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3.0 star property
9.8 out of 10, Exceptional, (257)
"The staff was outstanding! They were knowledgeable, welcoming and friendly. Rooms were spacious and well appointed. The location across from the CIA was perfect. Visiting local historical sites was so convenient. We could not have asked for a better place for our special getaway!"
The price is CA $213
CA $241 total
includes taxes & fees
Mar 11 - Mar 12
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
HYATT house Fishkill/Poughkeepsie
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

HYATT house Fishkill/Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1003)
"I stayed 1 night. Pricing was reasonable. My room, 429, had a continuous sound that almost sounded like someone snoring next door. But it was from something mechanical and was there throughout the stay. Bed was comfortable, and the room very clean, but that sound annoying. Self serve breakfast was average. The toaster was inadequate and broken with only one half of the 4 slice toaster working. Most of the tables were ridiculously short and seemed best suited for kids. I’ve stayed at the Hyatt...
The price is CA $141
CA $160 total
includes taxes & fees
Feb 23 - Feb 24
HYATT house Fishkill/Poughkeepsie
Wildflower Farms, Auberge Resorts Collection
Premium bedding, down comforters, minibar, in-room safe

Wildflower Farms, Auberge Resorts Collection

5.0 star property
9.4 out of 10, Exceptional, (46)
"Every aspect of this resort is top notch. We had a magical stay. "
The price is CA $843
CA $1,005 total
includes taxes & fees
Mar 4 - Mar 5
Wildflower Farms, Auberge Resorts Collection
Urban Cowboy Lodge
Chalet, 1 Bedroom, Hot Tub, Mountain View | Private kitchen

Urban Cowboy Lodge

5.0 star property
9.4 out of 10, Exceptional, (115)
"This location is extremely beautiful and so relaxing"
The price is CA $356
CA $398 total
includes taxes & fees
Feb 13 - Feb 14
Urban Cowboy Lodge
YO1 Longevity & Health Resorts, Catskills
Lobby sitting area

YO1 Longevity & Health Resorts, Catskills

4.0 star property
8.2 out of 10, Very good, (429)
"Beautiful atmosphere & lovely people with courteous professionallism "
The price is CA $387
CA $437 total
includes taxes & fees
Mar 9 - Mar 10
YO1 Longevity & Health Resorts, Catskills
Holiday Inn Express Hotel & Suites Chester by IHG
Exterior

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.6 out of 10, Excellent, (1000)
"The front desk clerk was absolutely amazing with us and so helpful "
The price is CA $133
CA $150 total
includes taxes & fees
Feb 23 - Feb 24
Holiday Inn Express Hotel & Suites Chester by IHG
Best Western Hunt's Landing Hotel Matamoras/Milford
Indoor pool, sun loungers

Best Western Hunt's Landing Hotel Matamoras/Milford

3.0 star property
8.4 out of 10, Very good, (1003)
"The place was great for the cost. Very nice people and we even ended up staying another night because of how much we loved it! Pool was a great size too"
The price is CA $130
CA $142 total
includes taxes & fees
Feb 18 - Feb 19
Best Western Hunt's Landing Hotel Matamoras/Milford
Hyatt Place Poughkeepsie / Hudson Valley
Exterior

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
8.8 out of 10, Excellent, (999)
"I’ve stayed here several times for work, it’s always clean and comfortable. "
The price is CA $145
CA $164 total
includes taxes & fees
Feb 16 - Feb 17
Hyatt Place Poughkeepsie / Hudson Valley
Sleep Inn & Suites Monroe - Woodbury
Room, 1 King Bed, Non Smoking

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
9.4 out of 10, Exceptional, (1001)
"Great place "
The price is CA $134
CA $151 total
includes taxes & fees
Feb 23 - Feb 24
Sleep Inn & Suites Monroe - Woodbury
Courtyard by Marriott Kingston
Front of property

Courtyard by Marriott Kingston

3.0 star property
8.8 out of 10, Excellent, (938)
"Great property, ownership keeps rooms updated."
The price is CA $163
CA $182 total
includes taxes & fees
Mar 2 - Mar 3
Courtyard by Marriott Kingston
Tru by Hilton Middletown
Reception

Tru by Hilton Middletown

2.5 star property
8.4 out of 10, Very good, (855)
"Everything "
The price is CA $120
CA $142 total
includes taxes & fees
Feb 23 - Feb 24
Tru by Hilton Middletown
Hampton Inn by Hilton New Paltz
Indoor pool

Hampton Inn by Hilton New Paltz

2.5 star property
9.4 out of 10, Exceptional, (1000)
"Our 2nd stay here. Very convenient, quiet, room was comfortable, checkin easy. The only con would be the breakfast - quality of the products could be better but its not a dealbreaker. "
The price is CA $166
CA $186 total
includes taxes & fees
Mar 2 - Mar 3
Hampton Inn by Hilton New Paltz
Sleep Inn & Suites Middletown - Goshen
BBQ/picnic area

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.6 out of 10, Excellent, (999)
"Nice property."
The price is CA $121
CA $137 total
includes taxes & fees
Feb 27 - Feb 28
Sleep Inn & Suites Middletown - Goshen
Hampton Inn Kingston
Reception

Hampton Inn Kingston

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Very nice "
The price is CA $163
CA $182 total
includes taxes & fees
Mar 6 - Mar 7
Hampton Inn Kingston
Best Western Fishkill Inn & Suites
Suite, 2 Queen Beds, Non Smoking, Kitchen (Shower Only;with Sofabed)

Best Western Fishkill Inn & Suites

3.5 star property
8.8 out of 10, Excellent, (762)
"Great"
The price is CA $132
CA $150 total
includes taxes & fees
Feb 23 - Feb 24
Best Western Fishkill Inn & Suites
Woodstock Way Hotel
Superior Room, Fireplace, River View

Woodstock Way Hotel

4.0 star property
9.4 out of 10, Exceptional, (139)
"Really cute tucked away area and also incredibly close to the town of Woodstock with all of its shops and restaurants so you don't need to drive once you're here. I loved the simple design of the rooms as well as their pet friendly options and small coffee shop that has a full coffee bar and snacks for guests. Staff working there were also incredibly sweet. I would suggest a few updates: -shower pressure was not great (it may have just been my room!) and having blankets for use on the couch...
The price is CA $380
CA $481 total
includes taxes & fees
Feb 24 - Feb 25
Woodstock Way Hotel
Hampton Inn Harriman Woodbury
Lobby

Hampton Inn Harriman Woodbury

2.5 star property
9.0 out of 10, Wonderful, (1001)
"We’re coming home from Finger Lakes and planned a shopping day @ Woodbury Commons. Very convenient for that Friendly, clean, and a great bargain"
The price is CA $138
CA $170 total
includes taxes & fees
Feb 23 - Feb 24
Hampton Inn Harriman Woodbury
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.
Don't see what you're looking for?
See all available properties in Cragsmoor
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Cragsmoor

Fabulous cozy farmhouse on a Hudson Valley mountaintop
Terrace/patio

Fabulous cozy farmhouse on a Hudson Valley mountaintop

10.0 out of 10, Exceptional, (35)
"This place was incredible! It's cozy, clean, and had a great historic feel. We hosted a group of adult students for a program nearby and this was a great place for them to unwind after a day of class and get to know each other, while also having independent space. Jeff was so helpful and available to answer any questions as they arose. He was flexible and friendly; the kitchen was stocked. We definitely hope to return!"
Fabulous cozy farmhouse on a Hudson Valley mountaintop
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
Exterior

Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains

10.0 out of 10, Exceptional, (209)
"Another lovely stay! It was a winter wonderland at the cabin this time. Can't wait to come back again!"
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Fridge, microwave, oven, stovetop

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

9.6 out of 10, Exceptional, (38)
"The whole family had a great time! We would love to come back!"
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
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.

Frequently asked questions

Searching for B&Bs in Cragsmoor?
Whether you’re passing through town and are looking for an accommodation that’s small and charming, or you’re traveling solo and hoping to get some tips from locals, a B&B might be the right choice for your trip. While you’re enjoying your trip to Cragsmoor, Sam’s Point Preserve and Minnewaska State Park are perfect spots to get in some fresh air and greenery.
Are you thinking about a B&B for your stay?
Every B&B has its own unique feel. Whether it’s a comfy common area with a fireplace or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a fun place to get away.
What are the best B&Bs in Cragsmoor?
Below are some B&Bs in the area: Borland House Inn: 5 rooms. 12.7 mi (20.5 km) from the heart of Cragsmoor. Enjoy the free full breakfast and deli. Stonehill’s Farmhouse: 4 rooms. 11.5 mi (18.5 km) from the downtown core. Enjoy the designer toiletries and sauna. Tin Brook Bed & Breakfast: 6 rooms. 14.1 mi (22.7 km) from the heart of downtown.Buck’s Homestead B&B: 3 rooms. Located 13.8 mi (22.1 km) from the core of Cragsmoor.
When is the best time to book my B&B in Cragsmoor?
When you’re planning your escape to Cragsmoor, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Cragsmoor are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What is there to do in Cragsmoor?
When you want to spend some time in the great outdoors, Sam’s Point Preserve and Minnewaska State Park are some notable spots. You might check out Shawangunk Ridge State Forest if you have time to see more of the area.
How can I get to and around Cragsmoor?
You can plan your excursions in and around Cragsmoor ahead of time with these transportation options. Fly into Stewart Intl. Airport (SWF), which is located 19.6 mi (31.5 km) from the city center. If you’d like to explore around the area, consider renting a car to take in more sights.