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Wing's Castle

4.5 (24 reviews)

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Image of Peter Wing

Wings Castle is an absolutely fantastic experience. Toni the owner is a beautiful human being and loves what she does and loves where she lives. We will be back for another wonderful experience

We stayed in the "Chamber Room"
Matthew L.

Wing's Castle is a castle bed & breakfast that opened in Millbrook, New York in 2010. It was founded by husband and wife Peter and Toni Wing. Peter was a local artist who worked with all mediums. His family owned the 130-acre Wing Dairy Farm since the 1800s. In 1970, Peter proposed to his wife Toni on a hill overlooking the farm (now the Millbrook Winery). They were both 23 at the time. Peter had a vision to build a fairy tale castle right on top of that hill. Although he was a talented and experienced artist, he had no experience in architecture, carpentry or masonry. In spite of this, he read several books on those subjects and began construction of the castle. Peter built every square inch of the castle (both interior and exterior) with his own two hands and without the help of construction crews. Most of it was built using repurposed materials. Although he thought it would only take him two years, it ended up taking 22 years to complete the main building. Once finished, the Wings began charging for tours of their property in order to generate money. Later they decided to start a B&B operation. Peter set to work on creating guest rooms and other additions to the property. The castle officially opened to guests in 2010. Peter was still working on more additions when he tragically passed away in a car accident in 2014. Toni continues to live in the castle and run the B&B. Their son Charlie has helped to complete Peter's unfinished work. My wife and I stayed at Wing's Castle this past weekend to celebrate our sixth anniversary. The castle and grounds were absolutely beautiful... and a little spooky too. We had a spectacular view of the Hudson Valley and the Millbrook Winery at the bottom of the hill. We stayed in the "Chamber Room" and had a blast exploring all of the various rooms open to the castle guests. We enjoyed meeting Toni, who was just lovely. During our guided tour with her, the other guests were nice enough to let us see their rooms, which included the "Dungeon", the "Annex" and the "Cottage". My wife and I had a very relaxing stay at the castle and we would love to come back some day!

Julie P.

Bucket list worthy Words can describe what you will encounter...we stayed in the off season so we were able to book one night in the dungeon.... We arrived at night and were promptly shown to our room and asked what time we wanted breakfast.... 8 am for us on this day... We did some night exploring and took lots of pics. We were up at 630 to watch the sunrise.... breathtaking views of the Hudson and the winery.... We explored till 8 when breakfast was served Best yogurt I've ever eaten. Yummy muffins and fruits. Next was the tour and tale of the Castle... amazing stuff. We will return in the spring to enjoy the pool and wisteria

John L.

What a unique and fun experience. My wife and I knew that we were in for something different when we booked a stay in the dungeon room at Wing's Castle. We visited to celebrate our 12th wedding anniversary and regret that we were only able to stay for one night. We were immediately blown away by the structure itself and the amazing collection of antiques. We were then blown away by the incredible detail and care taken in crafting our room. We would learn later on the tour, that Toni and her husband peter laid every stone, salvaged and recycled materials, and personally crafted every inch of this place. Cons: You might faintly here some footsteps throughout, or her pet macaw at times. (Neither of which were a bother). I would've enjoyed a full breakfast instead of continental. Mainly because I wanted to spend more time enjoying the dining room, and the other guests that we were dining with. Our room was incredibly comfortable on this particularly cold night. An outdoor fire pit would have been fun to sit around and interact with other guests. Don't let the Cons that I mentioned deter you! This is a comfortable and romantic place to stay, run by an accommodating family with an amazing story to tell! Not to mention that it's just a half mile away from the Millbrook winery. Enjoy a tasting and tour of the winery, being a bottle or two back to Wing's Castle and explore the grounds!

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Amazing! The view is unparalleled. All of the art is awe-inspiring. Having this as your life's work is a life well lived. So cool.

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Review Highlights - Wing's Castle

In 1970, Peter proposed to his wife Toni on a hill overlooking the farm (now the Millbrook Winery).

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Blue Barn BnB - The Creekside Room

Blue Barn BnB

(8 reviews)

My boyfriend and I stayed at Blue Barn back in February and absolutely loved it! We'd love to come…read moreback in the summer or fall and explore the area more. The bnb itself is adorable, especially the cozy living room which has a comfortable couch, fireplace and chess table. Joni offered us a glass of local whiskey while we were playing chess before heading to dinner, which was a nice surprise. Joni was a wonderful host and even offered to drive us to and from our dinner reservations as we didn't have a car visiting from NYC. The breakfast she made was incredible and was made with local, fresh ingredients - blueberry pancakes, bacon, quiche, Waldorf salad with coffee and orange juice. Definitely recommend Blue Barn Bnb, especially as a weekend getaway from NYC, accessible via Metro North!

I Can't Say Enough Wonderful Things about this Charming BnB!!!…read more We Took Our Friend for Her Bachelorette Party and Could Not have Had a Better Time. We Reserved the Carriage House which was Cozy...Quaint... Rustic...and So Comfortable!!! It was Like Staying in Someone's Beautiful Home with Every Available Amenity. The Grounds are Immaculate... You Can Rest in the Hammock... Hang Out by the Fire Pit...or Sit and Enjoy the View of the Stars just Outside Your Door :) But the Best Part of All is the Lovely Owner Joni and Her Staff...They Go Above and Beyond to Make Your Stay as Memorable as Possible. Her Incredible Breakfast of Homemade Quiche...Banana/Blueberry Pancakes...Real Maple Syrup...Sausage...Bacon...Coffee and Fresh Mimosas waiting Right Outside Our Door the Next Morning was Incredible!!! Fresh Edible Flowers Garnished this Gastronomical Delight!!! Joni was Kind Enough to Give Us a Tour of the Main House when Her Other Guests Checked Out. The House and Rooms are so Inviting...The Decor is Charmingly Rustic and Each Room has its Own Personality...This is the First BnB I've Been to that Has Beautiful Modern Bathrooms in Each Room...No Sharing with Other Guests!!! The Dining Room and Parlor Room have Coffee and Tea Assortments and the Most Beautiful Handmade Hand Felted Soaps Made by Joni's Friend Bar :) You can Also Get Delicious Local Syrups and Jams...Pick Out a Book or Play a Game of Chess and Relax :) It was So Sad to Say Goodbye but I Leave Knowing I Have Found a True Treasure in "Blue Barn BnB" and in My New Friend Joni :) I Can't wait to Go Back!!! :)

Constitution Oak Bed and Breakfast - Front of the inn

Constitution Oak Bed and Breakfast

(2 reviews)

I've stayed at my share of B&Bs and Continental Oak was one of the most memorable. An old…read moreelementary school friend and I re-connected after many years and we decided we wanted to go away for a little weekend retreat to catch up. I stumbled along this place online and we were so happy I did! The innkeeper was very gracious and gave great recommendations on local restaurants and activities. It was September/October so we decided we wanted to take a "leaf peeping" drive and so we followed a map and some road signs for magnificent views of the New England fall foliage. We even went over a few covered bridges, that was a first for us! We did wine tastings at local nearby wineries, including Hopkins, which was our favorite. We bought some souvenir wine glasses and a bottle (or three) of wine and enjoyed it at Lake Waramaug -- the most beautiful autumn setting -- not far from home base at Constitution Oak. Bunnell Farm was nearby and they have a great corn maze. You can also stop for fresh produce, pickles and preserves at Freund Farm along the Leaf Peeping route. This B&B is in a great area with lots of local attractions nearby, including historic Litchfield. We stayed in a room upstairs and it was huge! There were 3 beds so we both had our own bed and then some. The bathroom was in the hallway but we were the only guests so it didn't matter. There was a nice dining room with pastries and coffee waiting for us in the morning and a cozy sitting room to unwind.

Beautiful location. Quiet peaceful and serene. Debbie is a lovely hostess. Knows just how to…read morebalance between available and invasive. Room was giant and clean and homey. Everything was spick and span. We will definitely be back!!

Saugerties Lighthouse Bed & Breakfast - Good morning sunrise.

Saugerties Lighthouse Bed & Breakfast

(5 reviews)

What a gem. This was a unique peaceful getaway. We had…read morevisited as a family many years ago. The back deck is open to the public. The kids waded in the Hudson River. There was a group of lively people going in and out of the building. They offered to take our picture and they told us they were staying at the light house. STAYING!? Yes. Staying , as in sleeping in beds inside; using the facility ... SPENDING the night. Wow. I needed to find out how to do this. Later on I joined their email list... And forgot about it. Fast forward to last summer. I got an email at 9:03am from the Saugerties Lighthouse Conservancy informing me that next week- they had a cancellation and and opening for a single night's stay. That room was booked at 9:08! And my husband, the Fast n Furious franchise lover- the "I only tolerate nature walks" guy was, unbeknownst to him about to spend the night... in a light house. Begrudgingly. Drive up. Park in the small lot and walk though the fence which leads to a trail. The hike is short but time your arrival with the tide , or you may have to wade though some of the river water. The building is historic so History buffs would love it. The stairs have a pleasant creak to them. The living room has books about the area. The hall upstairs has a shelf with more books and games for Kids. No phones or televisions. Heaven. There is a room designated as a small Museum which documents the history Of the lighthouse. Our guest room was enough. We had two different window exposures, one of them looking right over the river. The bed was only a full size - a bit cramped for a big guy and his wife. But hey! I am sleeping in lighthouse sooo I don't care. There is a gracious innkeeper who lives onsite in a separated part of the house. The back deck is boat shaped and has a series of beautiful wood tables over looking the Hudson River. It was mid- afternoon and we had the place all to ourselves when we checked in. We had packed a lunch for the patio. The day was beautiful. When you sleep in a lighthouse you get a key. It gives you access to the house and the ladder which leads up to the actual light and the 360 degree views of the area. Nearing sunset, We climbed up and were able to look down at people who were on the deck. Some of them looked up at us confused as if wondering how we got up there? We had the key! It was a beautiful sunset. I stayed up In the glass enclosure until the light turned on. Since our room windows were huge and we left the shades up, I awoke at dawn and to the sound of the waves lapping outside. A few minutes later I heard voices and when I looked outside there were some fisherman passing very close to us in a small boat. So close I could have had a conversation with them from my window. The innkeeper cooked us a breakfast of French Toast with strawberries, eggs, juice and coffee. It was just all so pleasant and quaint that I didn't want it to end. We had to checkout two hours early because my husband had to get to work. Overall I loved every minute of it. I slept in a Lighthouse. I can't believe I got the chance.

When was the last time you looked up and saw a night sky full of stars glistening above? For me,…read morethose opportunities are few and far between so when it happens, it leaves an impression that I'll carry and remember fondly for a long while. My darling boyfriend surprised me with an impromptu weekend trip to the beautiful Saugerties Lighthouse Bed & Breakfast a few weeks ago. He'd been stalking their website months prior, never finding any openings, but alas, thanks to a last minute cancellation and some impeccable timing, he was able to snag a night for us at this charming BB. The lighthouse only operates as a BB on Thurs-Sunday, and it's open all year round. Reservations must be made months in advance so if you want to visit during a particular season, I suggest to start your planning two full seasons prior. The drive up was scenic and lovely. We downloaded some podcasts and had goggle maps lead the way. We chose to avoid tolls and that increased our ETA by 15 minutes but it was great, and only took about 2.5 hours to get there! The lighthouse has a shared fridge for its guests so we brought food with us for the stay, not knowing what to expect, but it turned out not to be necessary because we found some really great farmers markets along the way, and bought more food than we needed. The lighthouse also has a grill that guests can use, as well as nearby restaurant options. Make sure you bring your rain boots if you plan to go with the restaurant option for dinner, though. The tide comes in when the sun goes down so you'll have to waddle through some shallow water along the route from the lighthouse to the parking lot. It's pretty amazing to see, so also make sure to bring your flashlight, too! We also saw huge, gigantic boats glide right by our room at all hours of the day. They were incredibly close, I felt like I could almost touch them from the window. And listening to the waves crashing down as I fell asleep was truly entrancing. Breakfast was amazing, too. The inn-keeper made us the most delicious French toast, yogurt with fresh organic strawberries and fresh tapped maple syrup with fresh squeezed orange juice. The bathroom was the only feature that I would change. Don't get me wrong, it's very clean and I love the products they use; all natural shampoos, soaps and conditioners, but they use stored rain water for the sink and showers, and don't have a flush toilet... But then again, maybe that's all part of the charm. I loved every minute I spent up here with my best friend.

Wing's Castle - bedbreakfast - Updated May 2026

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