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    Whispering Oaks

    5.0 (1 review)

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    North Mountain Outfitter - On the top

    North Mountain Outfitter

    4.2(18 reviews)
    21.7 mi

    Amazing! This family-run guided horseback tour was a great value (cost less for a half-day ride…read morethan the Homestead charges for a one hour ride)! My husband and I enjoyed our cool, sunny late September outing while vacationing and camping in the area. The Outfitters is run by a farming family; some of the trails go through the valleys of their farm. We had a small group of four riders so were able to load up the horses and drive to a wooded trail which was cool and pleasant. The horses were well behaved. The novice riders of the group were given gentler, "follower" horses which didn't cause much ruckus. I have a bit of riding experience (both English and Western, though this outfit is all Western-style) and was given a former "lead" horse named Mickey. Mickey was spirited but responded well to gentle guidance. They are training a new guide horse to lead, and Mickey resented not being the leader and would occasionally try to nip his rump or pass him to take the lead. The thing with horses are that they are not very sneaky, and I was able to tell from his body language when he was plotting a coup and head him off with literally reining him in. It was a blast. The guide was super friendly and professional and frequently checked to make sure we were having a good time and that everyone felt safe and in control of their horses. Before we set out for the morning, each rider received a brief private lesson and an assessment on how they handled their horse. The novice riders received longer instruction. Overall, this was a fun and scenic way to see the area. We felt quite safe and enjoyed the entire ride.

    Extremely rude, disorganized, shocking experience. I really…read moretry not to leave bad reviews but I am shocked at how my dad and I were treated for horseback riding. I had purchased 3 gift certificates from Dwight last June. We weren't able to book last year and after winter I tried several times to get a hold of him to book the half day rides we had purchased. I eventually had to get in touch with them through Facebook messenger. We booked for April 25 at 8:45. We were about to head to the trail and another group drove up and they had also been booked for 9:30. Dwight had overbooked not remembering. They also had a wedding that evening. I understand mistakes are made and everyone is human. However, Dwight proceeded to be extremely rude telling us we had to wait over an hour for them to saddle up four more horses. We were expecting storms that afternoon, that Dwight had called me twice about concerned for the weather that day. We also had paid for 3 people which Dwight had initially said that would guarantee us our own time and private ride. He snapped out me saying no I was mistaken we would have paid $500 for a private ride. I asked him to not speak to me or my father that way and he yelled at me to get off his land and he would refund me. This was so shocking. He knew I had gotten this horseback riding trip for my dad because my mom passed away two years ago in April. I was extremely upset and he wrote me a check for a refund which ended up being $495. I would have paid the extra $5 if that would have actually gotten us a private ride. He was so unbelievably rude we couldn't believe it. I advise to never work with Dwight. The girls that were the trail guides were very nice.

    Photos
    North Mountain Outfitter - Up in a mountain

    Up in a mountain

    North Mountain Outfitter - Sunrise

    Sunrise

    North Mountain Outfitter - Doggy

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    Doggy

    River's Bend Ranch - Getting to know our horses

    River's Bend Ranch

    5.0(25 reviews)
    49.2 mi

    Highly recommend. We stayed in the cowboy cabin it was such a cute cabin with the most beautiful…read moreMountain View. Highly recommend for a get away with your sweetheart & your dogs! We rode horses on the ranch, Francisca was the sweetest guide & really made the experience. Our dogs loved walking along the property watching the long horns, cows, & sheep. The sunrise was absolutely stunning from the rocking chairs on the porch. Cute cowboy aesthetic! Everything was clean & tidy. The extra paper towels, soaps, and trash bags came in handy. Such a sweet extra amenity. Celena & Susan were so kind and responsive. We met afew of the other staff along the property and they were all so sweet and courteous as well. The wedding venue looks amazing!! Can't wait to come back!! Thank you so much for having us!!

    So after running late for a horseback riding trail in Shenandoah they steered us in the direction…read moreof this ranch. They were so accommodating to book a same day appointment for me and my date. We arrived like 30 minutes early so we got to sign the forms and walk around the ranch. The property is beautiful I wish we could have stayed in one of the cabins. My horse outlaw was the sweetest. This wasn't my first time riding but even if it was anyone could ride him. I enjoyed the trail ride throughly I wanted it to last another hour it was so peaceful! Between the instructor & my man we got great pictures and an unforgettable experience.

    Photos
    River's Bend Ranch - Getting ready to ride

    Getting ready to ride

    River's Bend Ranch - River bend

    River bend

    River's Bend Ranch - Stable

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    Stable

    The Colonnade Club

    The Colonnade Club

    5.0(1 review)
    20.5 mi

    These lovely accommodations are located right on the University of Virginia campus. The rooms are…read morespacious and gracious and as comfortable as a guest room in a private residence. The view from my room overlooked the lawn where all sorts of activities take place, from folks walking dogs to groups posing for wedding party photos. The ground level entrance to the building features a lovely reading room stocked with plenty of newspapers, books and magazines. The room next door offers complimentary beverages and snacks and stocks a good library of brochures highlighting local sights. My room, located on the second floor, was accessible by an elevator and stairs. That level also has a large banquet room, a parlor with a beautiful piano and access to balconies overlooking the lawn. There is also a pantry stocked with breakfast items in the morning including yogurt, fruit bars and cereal. And plenty of coffee (plus coffee makers are in the rooms). Guest can opt for daily maintenance of their rooms to have beds made, towels replaced and the basket of personal care amenities replenished. The desk and free wi-fi made it easy to handle emails and other tasks in the privacy of my room. And the large closet and full-sized dresser amply accommodated my wardrobe. A real highlight for me was the chance to spend mornings jogging around this beautiful campus or strolling over to the collection of boutiques, coffee shops and dining spots that border one end of the university. There were also nearby bikes that could be rented for a cycling excursion as well. A nighttime stroll included a stop at a nearby room in a separate building where Edgar Allan Poe once lived and worked when he attended classes here. The location provided a perfect hub for exploring the area's weekend farmers' market, nearby wineries and scenic hiking spots and historic landmarks. The Colonnade Club is definitely worthy of being on the college honor roll!

    Cottages at Chesley Creek - LaurelWood cabin

    Cottages at Chesley Creek

    5.0(4 reviews)
    31.3 mi

    We loved, loved our stay at The Pines. We pulled up and I exclaimed 'this is perfect'! No wifi and…read moreno reception was a dream come true. The place was lovely- The kitchen had everything, I definitely used the fireplace more than once, we loved reading in the living room, the bed and sheets were comfy, the bathroom was bright. Three cheers for yoga on the porch. Chuck was great. I hated leaving!!

    We've visited Chesley Creek Farm twice and will continue to return year after year…read more If you are looking for seclusion, nature, and a personal touch without sleeping in a tent this is the place for you. The cottages (there are 4 to choose from) are well appointed with everything you need and lack exactly what you don't need in a place like this (phone, tv, or internet). The cottages are in Dyke, VA about 20 minutes from Skyline Drive so it's very easy access for hiking. It's about 45 minutes to Charlottesville where you can shop for groceries, go to dinner, or just hang out if you need to reconnect with the city. The cabins have jacuzzi's, full kitchens, grills, backyards with fire pits, indoor fireplaces and board games. They also have a salt water pool in the main house that you can use (and I recommend after a hike!). Personal touches make this place what it is: they've thought of everything. We also loved the fresh cookies that were dropped off at our house and Chuck and Stew always write us personal notes to welcome us to the house. Looking for privacy? The cabins are secluded and you enter them via a keypad on the door so you don't have to check in or out...just come and go as you wish. I highly recommend this place! And will be back in the fall.

    Photos
    Cottages at Chesley Creek
    Cottages at Chesley Creek
    Cottages at Chesley Creek

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    Whispering Oaks - guesthouses - Updated May 2026

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