Waypoint House

211 S Church Street , Berryville, VA 22611 USA (Show map)


The Waypoint House Bed + Breakfast in beautiful Berryville, Virginia, is positioned just over an hour’s drive from Washington, D.C. We offer a historic setting with all the modern amenities you require. Out for a full Virginia vacation experience? Traveling for business? Or are you just needing a quick getaway from a hectic schedule? Waypoint House is the perfect place to stay. We are a modern Bed + Breakfast where you will be treated to a clean, comfortable house, a restful night’s sleep and a delicious served breakfast each morning of your stay. You’ll also enjoy access to free Wi-Fi. We know this is especially important for those who can’t disconnect without knowing they’re still connected! We're here to help, so if you need a recommendation for a place to grab a good bite to eat or a fun activity to do while in town, just ask! You’ll get personalized service here that you won’t receive at any chain hotel. Your total experience is our main concern. So, as we like to say here at Waypoint House – Relax, enjoy and find yourself here!



Write A Review
  • Guest room4.8
  • Service4.9
  • Value4.8
  • Cleanliness4.9
  • Onsite Dining4.8

Terrific stay!

5 on May 02, 2016

We recently stayed at Waypoint House and the stay was absolutely terrific! The home was clean and welcoming. The room was very, very comfortable. And Rachael was great! Breakfast was great! Will definitely stay here again when I need to get away.

Great weekend in the country

5 on April 07, 2016

This was not our first visit, which should tell you how much we enjoy ourselves. My wife and I try to go in the spring and fall. We always have a wonderful time. Rachel and Jonathan are consummate hosts. Rachel does a great job with breakfast. Because of our diets, we cannot do sugar, which she always accommodates. This trip we did something new: we had a picnic dinner prepared by Rachel in their backyard garden. It was a delicious meal and much fun. I highly recommend taking advantage of the picnics. We have already registered for the fall leafing season!


5 on February 29, 2016

Wonderful stay, owners went out of there way to change our dates because of a major snowstorm, food was great owners are awesome.

Great respite from the daily grind and so close to home!

5 on December 20, 2015

My wife and I enjoyed an excellent stay at Waypoint House. Rachael gave us very helpful advice in advance of our stay including a recommendation for One Block West restaurant in Winchester. The combination of high quality accommodations and a first rate restaurant made this a memorable way to celebrate our time away. We also appreciated Rachael's enthusiasm for the area and her suggestions for hiking trails and other things to do nearby. We would enjoy staying here again. Thank you for your thoughtfulness and everything you did to make our stay so memorable.

Wonderful B & b

4.8 on October 26, 2015

After having a bad experience at 2 previous B&b's earlier in the week, we were thrilled to arrive at Waypoint. Located on a quiet street off the main road, the house was so charming and inviting with a "Welcome" board out front ..it is clean, quaint and so homey. Rooms are located on the 2nd floor.mmours was spacious and comfortable. Breakfast was delicious. We could not have asked for a better place to stay. Would definitely stay there again

Waypoint House

4.4 on October 19, 2015

The fireplace in the Hearth & Home room was perfect for a chilly, fall weekend. The decor was simple and much more modern than most b&b's, which was refreshing. The only "negative" I have is that our room was the only one without an ensuite bathroom. We had to walk down the hallway to use the restroom or take showers. However, the innkeeper accommodated this inconvenience by providing robes and slippers. I would certainly recommend the Waypoint House to others and would stay again in the future!


5 on October 05, 2015

My wife and I stayed here for our anniversary and it was amazing.

Weekend Getaway

4.6 on August 26, 2015

Rachael and Jonathon were wonderful hosts. My wife and I stayed here for the weekend while visiting the local wineries. They were very helpful with eateries and vineyards and any other questions my wife came up with. Would definitely stay again.

Lovely mountain getaway

4.4 on August 20, 2015

Rachael and Jonathan are terrific hosts. Their home is clearly special to them and they take great care of it. The rooms are spacious with neighborhood trees and birds all around. The bathrooms are well appointed with all you need. There are plenty of places to relax both indoors and outside on the porch or in the lovely backyard. It was walkable to dinner and stores in berryville being just two blocks away from the Main Street. Rachael loves to cook and it showed with an incredible and delicious breakfast. It was a perfect jumping off point for our wine tasting.

Wonderful Waypoint House

4.8 on August 19, 2015

My husband and I stayed at the Waypoint House for a quick getaway for our anniversary. It was such a wonderful experience. We stayed in the Traveler's Retreat room and it was beautiful and very clean. Upon our arrival, Rachel, the inn keeper took us around the house and ensured that we feel at home and welcome. After a long and busy day of sight-seeing and eating, we came back to the house and took champagne outside to their porch in the back of the house where we sat and played cards and looked at the gorgeous gardens. The following morning we had a beautiful and delicious breakfast waiting for us using fresh and homemade ingredients. My husband and I would definitely recommend this house to anyone interested in a relaxing home away from home.

View More Reviews

Rooms & Rates

Hearth & Home Room

Second floor room. This lovely room features the warm tones of gold and crimson which invite you to simply stay a while. Relax on the comfy sofa while you read a book, or make yourself at home in front of the wood burning fireplace in the cooler months. The Hearth & Home Room has its own private bath with shower just down the hall. This room has three windows which face east, allowing lots of morning sunshine to enter the room.

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $125 - $195

Traveler’s Retreat

Second floor room. Our most spacious room is themed for the intrepid traveler. The deluxe en-suite bath features a free standing shower as well as a double whirlpool tub to help soothe your muscles after the day’s adventures. This room is along the north side of the house and has windows to both the east and west, making for lovely views and light any time of day.

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $175 - $245

Shore Room

Second floor room. Walking into the Shore Room feels like entering your favorite beach retreat. Located at the back of the house, this cozy room features lovely overlooks of our mature gardens. The Shore Room also has an en suite bathroom with tub and shower.

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $125 - $195


Location Type

Small town, Wine country


Washington DC, DC (IAD-Dulles) 41 miles

Directions to property:

From Google, simply enter the following coordinates, W77 59 01 N39 08 54. Click on the Google map, and then to the directions tab. Google Maps will guide you on the best possible routes. Print or save to your smartphone.

Area Attractions

Antique Shopping, Casino, Concert venue, Historical interests, Live Music, National/State parks, Nature area, Harper's Ferry, Civil War History, Performing Theater, Picnic area, River, Vineyard, Winery

Inn Details

On-site amenities

Board games, Fridge, Ironing Board, Outdoor grilling, Parking, Telephone , Comfortable seating for two in each room, Soda, water and light refreshments available

Room amenities

Air conditioning, Alarm clock, Amenities Basket, Bath robes, Ceiling fans, Fireplace, Hairdryer, Satellite/Cable TV, TV, Wi-Fi

Check Dates Visit Website


  • Check In:: 3-6pm
  • Check Out:: 11am
  • Open All Year Round: Yes
  • Smoking Allowed: Outside only
  • Drinking Allowed: Yes
  • Alcohol Provided Yes
  • Suitable For Children: Limited
  • Childcare Provided: No
  • Guest Pets Allowed: Prior approval required
  • Disabled Access No

Terms and Conditions

  • Minimum Stay: Minimum stay required on some holiday weekends and during peak season
  • Accepted payments AMEX, VISA, Discover, Mastercard, Personal checks
  • Deposit Amount Required: First night stay required as deposit. Full payment required as deposit on one-night stays.
  • Cancellations: Cancellation with more than 7 days notice will be eligible for full refund of deposit. Cancellation with less than 7 days notice will incur a $50 cancellation fee. No refund of deposit if reservation is cancelled with less than 72 hours notice.



Rachael and Jonathan Worsley

Languages spoken


Resident Pets


About the innkeepers

With service and theatrical backgrounds, Rachael and Jonathan know how to keep the show moving! Both love hiking, gardening, and tinkering around the house. And there's always something to tinker with in a 130 year old house!

Check Dates Visit Website




  • Time Served: 8:30am-9:00am
  • Serving Location: Dining Room

Special meal options

Vegetarian , Vegan, Gluten Free available with advance notice

Signature Dish

Chocolate Cream Scones
Light, tender scones studded with dark chocolate chunks.