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Find a Bed and Breakfast in Wingdale from CA $187

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Wingdale bed & breakfast

A two-story house with a front porch, a small deck, and a garage.

1. Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (210 reviews)
"The room was updated to a high end accommodation , it was Beautiful, the inn keepers were nice and accommodating. Location was perfect , to walk around New Milford Room was on a busy road A hot breakfast should have been included"
United States
Priscilla
The price is CA $291
CA $334 total
includes taxes & fees
Nov 15 - Nov 16
Homestead Inn
A garden with various plants and flowers, a white fence, and outdoor furniture.

2. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (86 reviews)
"the minute we arrived the host was helpful, and very nice. He even asked if we needed dinner reservations. The room was clean and pristine. the breakfast was excellent. the host was very cordial and helpful. would definitely recommend. would definitely stay again if in that area"
United States
kenneth
The price is CA $339
CA $384 total
includes taxes & fees
Nov 9 - Nov 10
Millbrook Country House Bed & Breakfast
A house with a porch, outdoor seating, and string lights.

3. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
9.8 out of 10, Exceptional, (8 reviews)
"The host the home and grounds were just lovely! Exactly what we needed for a weekend getaway with our pets. Thank you!"
United States
Stephen
The price is CA $148
CA $187 total
includes taxes & fees
Nov 24 - Nov 25
Hudson Pond · Hideaway King Suite · GF Breakfast
A covered porch with a stone pathway leading to a bench.

4. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (6 reviews)
"What a hidden gem! Just minutes away from the hussel and bussle of the city! Beautiful gardens and well stocked kitchen!"
United States
Barbara
The price is CA $148
CA $187 total
includes taxes & fees
Nov 18 - Nov 19
Hudson Pond · Garden Queen Suite · GF Breakfast
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

5. Private room on secluded 7 acres , access to entire house including patio, porch

Private room on secluded 7 acres , access to entire house including patio, porch
Clinton Corners
8.6 out of 10, Excellent, (33 reviews)
"Wonderful hosts in a quaint home in a lovely spot."
United States
Sharen B.
The price is CA $191
CA $253 total
includes taxes & fees
Nov 9 - Nov 10
Private room on secluded 7 acres , access to entire house including patio, porch
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

6. Omega Special 1860s farm house 3 miles away

Omega Special 1860s farm house 3 miles away
Clinton Corners
8.6 out of 10, Excellent, (12 reviews)
"Lynn was incredibly kind, helpful, and friendly. Our stay was very comfortable and centrally located to everywhere we wanted to be. The property was beautiful and scenic, and the home was as cozy and comfortable. She even put out breakfast and coffee for us in the morning, which was very nice! We would absolutely stay again!"
United States
Kenneth P
The price is CA $191
CA $261 total
includes taxes & fees
Nov 9 - Nov 10
Omega Special 1860s farm house 3 miles away
A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

7. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (318 reviews)
"good location/ walkable to down town !"
United States
teresina
The price is CA $389
CA $440 total
includes taxes & fees
Nov 9 - Nov 10
Inn at Pine Plains
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

8. it's a good thing

it's a good thing
3.0 star property
Clinton Corners
7.8 out of 10, Good, (36 reviews)
"The warmth of the owners!"
United States
Evangelia
The price is CA $253
CA $286 total
includes taxes & fees
Nov 9 - Nov 10
it's a good thing
A house with a covered porch, a brick exterior, and a pathway leading to the entrance.

9. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (363 reviews)
"The keepers were extraordinarily friendly and helpful. The breakfast was outstanding and freshly made with local ingredients."
United States
Lisa
The price is CA $341
CA $386 total
includes taxes & fees
Nov 9 - Nov 10
Journey Inn Bed & Breakfast
A two-story house with a front porch, a garage with a red car, and a driveway with a black car.

10. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (144 reviews)
"I like that it has some character and authenticity. Its everything you need in an awesome area, yet tucked away from too much craziness and traffic."
United States
amanda
The price is CA $198
CA $224 total
includes taxes & fees
Nov 9 - Nov 10
Jenny's Country Manor
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

11. Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Clinton Corners
7.8 out of 10, Good, (12 reviews)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
The price is CA $216
CA $283 total
includes taxes & fees
Nov 10 - Nov 11
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
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 Wingdale Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

8/10 Good
"The room was clean and newly renovated. The breakfast was standard hospital food"
Kevin 1-night trip
Posted less than an hour ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Find out more about Wingdale

Wingdale B&B information

Number of reviews
389
Accommodation
16 B&B
Lowest Price
CA $187
Highest Price
CA $440

Frequently asked questions

Searching for B&Bs in Wingdale?
Whether you're traveling with your family and want a friendly place to stay, or you're traveling solo and hoping to make some connections, a B&B can be a good choice for many different types of travelers. If you're interested in playing some golf on your trip, Harlem Valley Golf Club is a good spot to tee off.
Are you thinking about a B&B instead of a traditional hotel?
Every B&B has a unique charm. Whether it's a garden for guests to admire or a sunlit breakfast nook, the tiny details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Wingdale?
Below is a B&B in the surrounding area: Homestead Inn: 16 rooms. 9.3 mi (15 km) from the heart of Wingdale.
What's the best time of year to book my B&B in Wingdale?
When you're planning your stay in Wingdale, 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 31°F. The snowiest months in Wingdale are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What is there to do in Wingdale?
When you want to check out some attractions in town, you might consider a visit to Dover Veterans Memorial Library and Harlem Valley Golf Club. You might put Leather Hill Preserve and Pawling Nature Reserve on your list if you want to see more of the area.
How can I get to and around Wingdale?
Mapping out your trip in and around Wingdale is easy with these transportation options. Fly into Danbury, CT (DXR-Danbury Municipal), which is located 19.4 mi (31.2 km) away from the city center. Otherwise, look for flights into Oxford, CT (OXC-Waterbury - Oxford), which is 25 mi (40.3 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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