Waypoint was the perfect solo escape! The location couldn't be better--right in the heart of Berryville, making a walk into town both easy and scenic. I stayed in the Shore Room, and it was full of delightful surprises. Heated beds? I didn't even know I needed one until now--such a cozy touch! The plush robe and slippers added a hint of unexpected luxury, but the homemade brownie absolutely stole the show. From the seamless check-in process to the thoughtfully designed room and a super helpful app, everything about my stay felt effortless. What was meant to be just a quick getaway ended up feeling like a mini vacation. I can't wait to return! read more

So beautiful, clean, comfortable & in a great location. Had everything we needed. Even had fresh brownies in our room upon arrival (does it get any better?;) The host is great and the breakfast was awesome! We will be staying here again! read more

I am glad I found this modern and warm B and B. The plus was it was pet friendly and we took our mini Labradoodle with us. We spent Halloween weekend from Friday to Sunday. The room was spacious enough and with plenty of natural lighting with the bathroom down the hallway. We chose our breakfast time and ate at the dining area. Rachel was sweet to get us some brownies Sat night while I caught up on some work. The bed was very comfortable and having a heated mattress was awesome! The experience was awesome with lots of wineries and breweries close by. It was a lovely stay we will be back in the future!!! read more

We recently had a lovely stay at Waypoint House! The property is lovingly maintained and very comfortably set up. There are thoughtful touches throughout and a lovely backyard to enjoy in good weather. Our hosts could not have been nicer or more thoughtful. The flexibilities around breakfast service are unique for a bed and breakfast and made our stay even more special. Rachel and Jonathan had great local recommendations and we enjoyed our conversation around the fireplace in the parlor. We look forward to returning to Waypoint House! read more

A++ service , great location to Main street and vineyards/breweries. Serene back yard and delicious breakfast. Everything delivered as communicated and extras from the hosts going above and beyond to make it a beautiful getaway experience. read more

Waypoint House Bed + Breakfast - Serene back yard with plenty seating on deck - Bed & Breakfast Near Me - Berryville, Virginia

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I stay often because I have family in Berryville. It's a beautiful place and you will truly enjoy it including the delicious breakfast that Rachael will prepare for you. read more

Waypoint House is an excellent bed and breakfast. It is charming, comfortable, clean, and it provides an atmosphere of historic American charm and hospitality. The hosts are equally as charming, and the breakfast is absolutely delicious. Don't miss out on a chance to experience the comfort of Waypoint House. read more

Rachael and Jonathan are some of the best hosts you'll encounter at this charming, cozy, and relaxing little B&B. What an escape it afforded my wife and I and our sheltie! We enjoyed the Home & Hearth room and all its beauty, charm, and loving little appointments enormously, and the breakfast the next morning was gourmet and so delicious! Rachael accommodated my wife's food allergies perfectly without even batting an eye, and both hosts went out of their way throughout our stay to make sure we were comfortable and welcomed. I even loved the sign greeting us (and Talia) upon arrival. And what a great location in Berryville, such a beautiful escape from the hectic and rapidly changing feel of D.C.! Definitely will be back. Thanks so much to the Worsley's! read more

Rachael and Jonathan Worsley are the superb hosts. This is our second time staying with them at Waypoint House and we can't wait for the next! First, the booking process is very simple. They have three great rooms to choose from - each with their own perks. (And you are given an old school skeleton key to lock your door.) All three rooms are on the second floor so there's a nice separation from the living and dining rooms. Each room has everything you need - typical toiletries (all carefully curated from local sources when possible), plenty of fluffy towels, and even wine glasses. The living room is stocked with board games, just in case you are staying in for the day. This trip, we brought our dog AND cat. Both stay with no additional charges. Just have to give them a heads up you want to bring pets and it has never been a problem for us. Rachael and Jonathan just LOVE animals. This shows upon your arrival: brownies for the humans, cat treats for the kitty, and HOMEMADE dog treats for the pup. YES - homemade dog treats. How wonderful is that? Their backyard is a MUST SEE! It's large and plenty of space to relax. There's a deck out back that is lit up at night - simply beautiful! There is a lot of space for your dog to run around (fully fenced in). But I have saved the best for last. Rachael's cooking and baking is simply AMAZING. I'm a total foodie and she's legit. Her homemade blueberry muffins, cinnamon chip scones, and more are just delectible. One morning we had lemon crepes with a mixed berry compote and another morning we had a bacon hash with poached eggs. Oh, and a blueberry cobbler. All made with homegrown or local ingredients when possible. Stupid me - can't forget the coffee, which comes from a local roaster across the street. Also, there's some quick grab snacks in the kitchen, along with a mini fridge stocked with water and soda. *WHEW* Rachael is always willing to bend over backwards for your meals. Sometimes we were on the go early and didn't want a big meal, so she would pack up some muffins or scones for us to take on the road. I just cannot recommend the Waypoint House enough. Rachael and Jonathan have basically thought of everything. (And I know I'm leaving things out like the convenient towels by the door to wipe your dog's paws to the small store in the hallway with local finds like soaps and more.) THIS IS A DESTINATION - and you can totally make a weekend out of a visit to Berryville. Tons of wineries in the area, river activities, cute storefronts, and MORE. You will NOT regret staying at the Waypoint House. read more

We had a delightful stay at Waypoint House. Rachael is a natural host and her cooking was above & beyond what we expected. She did a great job looking after us. This was our first B&B stay and we are sold on it now. read more

We had a lovely time at waypoint! The hosts were amazing and accommodating. It was warm and comfortable. Breakfast was so delicious! We stayed in the Shore room and it was comfortable and cute! The town is adorable and we went on a hike to Bears Den while there. read more

We stayed at Waypoint for a night on our way to visit my sister in NC. We were so warmly welcomed and felt so comfortable there that we will definitely be back! Rachel's cooking is delectable: yummy scrambled egg tostados, tropical smoothie, and a welcome treat of chocolate cake and homemade biscuits for our dog. The COVID precautions are thoughtful and effective, and their website is full of helpful information about the inn and the area. We highly recommend! read more

It was an outstanding experience! We stayed in this splendid historic home for five nights. The house & room (with private bathroom) are immaculate & very comfortable. The breakfasts are better than I can even say! And they have free wifi & plenty of outlets in the rooms with which to charge your various electronics. This is unusual in a B&B & VERY appreciated! Charming home in a beautiful town with the most gracious hosts - highly recommend! read more

My husband and I had the pleasure to stay here this past weekend. We highly recommend it for anyone who wants to get away from the DC metro area, but doesn't want to spend a lot of time driving. Rachel and Jonathan are wonderful people, and Rachel made the most delicious breakfasts. The room was immaculate and beautifully decorated. Actually the whole house is beautiful--contempory but homey at the same time. It was such a nice touch to pull up and see a chalkboard on the porch that said "Welcome Diana and Kevin". We hope to have the opportunity to stay here again! read more

I just spent the Memorial Day weekend here with my wife for our 15 year anniversary. Our experience was INCREDIBLE. The host was born to do what she does. Her breakfast is professional grade without question. Each breakfast deserved it's own blog!! Our room was so welcoming, clean, fresh, quaint, and came with all the modern amenities. The back yard area was an incredible addition to the home and my favorite part as there was a wonderful covered porch to sit and relax. Berryville was a perfect location as it is so close to the wineries, trails, rivers, and shopping/restaurants in various towns nearby and berryville. And the breakfast!! Each one was the best I'd ever had during a stay anywhere! We will return! read more

I cannot recommend this place highly enough. The owners, Rachel and John, run a great B&B even though they've only owned this place a couple of years. The rooms are well decorated; the food is amazing; and Rachel and John are friendly and welcoming. There are a few wineries within 10-20 minutes of driving. I will definitely return the first chance I get. read more

Waypoint House Bed + Breakfast - Beautiful garden in the back yard. - Bed & Breakfast Near Me - Berryville, Virginia

As I type this my wife and I are heading back for our third visit to the waypoint. Rooms are great, Rachel and Jonathan are hospitable and nice, and just overall a great place to stay. We usually stay in the big suite with a hot tub but decided to downsize to middle sized room but to stay two nights instead of one. Plenty to do in the area. Definitely suggest going to custom furniture store around the corner "Hip and Humble" truly unique stuff that's fun to look at even if you aren't in the market for furniture. Highly recommend. read more

My wife and I love to stay at B and B's. We love to pair a visit with some wine tastings and a great dinner. We've had some great visits, and we've had some awful trips. Visiting the Waypoint House was like catching lightning in a bottle. The house was gorgeous, the room was spacious and modern, but cozy and comfortable at the same time. As an added bonus, the host and hostess were awesome. They went over and beyond what we could have expected at every turn. We stayed during a fluke snowstorm. They had towels ready for our dog's paws when we arrived; they cleared the driveway and a space for our dog to walk; the breakfast was AMAZING. We even spent a night by the fire in the parlor sharing some drinks and stories, and came away feeling less like guests and more like old friends catching up. Berryville is a perfect little town, and the wineries in the area could take a week to experience. Staying at the Waypoint House only made our visit more enjoyable. read more

We recently stayed at the Waypoint House for a weekend getaway from the hustle and bustle of the Philadelphia metro area. Upon our arrival on Saturday night, we were welcomed with a beautiful chalkboard welcoming my husband, me AND our Golden Retriever, Abbey! We were drawn to this particular B&B because they allow dogs. When Rachel took us to our room (the Shore Room - BEAUTIFUL), there were treats for humans and for our pup. We were blown away at her thoughtfulness. We got an energizing nights sleep on a very comfortable bed and sat outside in the beautiful backyard until breakfast was ready. We had two amazing breakfasts - hopefully you get to enjoy the French toast...yum! We have already recommended the Waypoint House to our family and are excited to get back to the area and B&B to stay with friends. read more

We've stayed here twice now and could not be more impressed. Rachael and Jonathan are the most accommodating and friendly hosts. Our favorite thing is always the food! (We are vegan and they are great with options for different dietary restrictions). The house itself is beautiful, quaint, comfortable, and always clean! Bonus for being pet friendly :) WPH is close to wineries/breweries and walkable to downtown Berryville. read more

My husband spent an evening here, and had a wonderful experience! The home was spotless, and comfortable! The breakfast was delicious. The owners were very professional and kind. We would recommend a stay here to anyone. read more

Nestled in the sleepy town of Berryville, this B&B was a gem of a find. My wife and I typically stay at bed and breakfasts when we travel, and this was one of the most inviting and comfortable experiences we have had. The house feels very cozy and intimate and the innkeepers and other guests were very friendly and enjoyable to talk with. Breakfast featured the most delicious soufflé and homemade chocolate scones that were melt-in-your-mouth good. The room itself was very comfortable and many of the historic features have been beautifully preserved. Overall, a wonderful experience that we would certainly repeat if we return to the area in the future! read more

My wife and I recently stayed at the Waypoint House B&B to celebrate our 5th Anniversary. Rachael and Jonathan have a beautiful old house in Berryville that we really enjoyed. The room was spacious and the bed was incredibly comfortable. Rachael is a fantastic chef, and cooked some delicious breakfasts made with local ingredients. The highlight was the homemade pumpkin waffles with apple cinnamon butter and pork sausage, that was ground that morning. They are very personable and gracious hosts, and treated us like a part of their family. We will definitely visit them again in the future. read more

We stayed in the Shore Room during the beginning of April and had a wonderful experience. Rachel was incredibly attentive and made sure we were very comfortable. Very clean and relaxing color scheme! The B&B is stocked with a mini fridge full of beverages that are up for grabs, and there is a little basket with various granola bars and chocolates as well. Finding delicious brownies and strawberries in our room upon checking in was also a plus! The breakfast was on the sweeter side, with fruits, yogurt, and Nutella-stuffed French toast topped with strawberries, BUT Rachel had checked in with us the previous evening in regards to our meal preference. We had decided to let Rachel at it, but I'm positive that if we had had a preference she would have accommodated us without issue. We might have to check out the Traveler's Retreat room next time because that jacuzzi looked AMAZING. read more

By far one of my best B&B experiences to date. From the wonderful hosts, to the tasteful décor, and even tastier breakfast, Waypoint is the place to stay. I knew I was in love when there were chocolate chip cookies in our room upon arrival! Many friends and family heard about our weekend getaway, the crepe breakfast in particular, and my parents hope to make a trip down soon. read more

Incredibly clean, nicely decorated; the hosts were inviting and helpful without being obtrusive. The landscaping was incredible and our breakfast was great, too. We stayed in the Hearth and Home room. Having a private bath in the hall, instead of en suite, was no big deal. I was happy with choosing a hall bath and larger room, instead of a smaller room with an en suite. We brought our two dogs, and we all had a comfortable stay. read more

Waypoint House B & B is a pet-friendly, gem of a place, made so by proprietor and hostess, Rachael, and her attention to detail. The breakfast is excellent! read more

I stayed at the Waypoint House recently with my girlfriend, and I can't say enough good things about Rachel and Jonathan (owners). First, it was a last minute decision with a dog, and they were able to accomodate us that day. We were greeted with a custom sign and a friendly face in Rachel. She sent us an intro video which was like a virtual tour to get us acclimated while staying safe. The whole B&B was clean and attractive. We were so comfortable there. Breakfast was so delicious and was freshly made! Rachel is a great chef. We had a dietary restriction, and Rachel tailored our breakfasts to that which was so kind. She gave us recommendations for things to do in the area, and the Berryville area really is a quaint, attractive location. There are wineries, historic civil war battlefields, hikes, Virginia state arboretum, etc. There are things we didn't get to do in a single weekend and would definitely come back! If you are looking for a weekend getaway, then please consider the Waypoint House! read more

Waypoint House exemplifies what a Bed & Breakfast should be. Jonathan and Rachel are welcoming but unintrusive hosts who offer comfortable beds, beautifully appointed rooms, a spotlessly clean house, lovely grounds, and a superb breakfast that takes into account guests' likes and dislikes. We've stayed here two years in a row and will be back again next year. We recommend Waypoint House highly! read more

Excellent little oasis in the heart of Virginia Wine Country. Great house, tranquil yard on the property, caring hosts, and dog friendly. Highly recommend! read more

Rachael and Jonathan were gracious hosts as I celebrated my daughter's wedding. We reserved the whole house, had people going in and out, including very late noisy hours, allowing us to convert her parlor into a gathering place for stylists for the bridal party, provided a delicious luncheon for all the women, and allowed us to make many last minute adjustments to our plans. Totally comfortable, delightful, accommodating, and wonderful. The best thing I did in all of our convoluted wedding arrangements from out of town. I won't wait till the next wedding to go back. read more

I highly recommend this Bed and Breakfast. The house was decorated very well and was very clean, and the owners were incredibly hospitable and friendly. The breakfast was delicious. Also there were beautiful gardens in the back, and places outside to relax. In addition it is right next to a small town with restaurants that are walking distance. There are also wineries nearby to drive to and the views are beautiful. It is very likely I will come back to stay again. read more

What more can I say. This was a perfect B&B experience, Exceeded expectations in every way. The house is classic and immaculate. The beds are comfy. The breakfast was perfect. Rachael is a gracious host. You can't go wrong! read more

Waypoint B&B in Berryville was wonderful. It was exactly what we were hoping for--quiet, comfortable, welcoming, and well located for the biking and hiking and exploring of rural Virginia we wanted to do. Rachael was a lovely and gracious host with impeccable taste and attention to detail. I highly recommend this for any couple seeking a romantic escape from DC. read more