About us

Established in 2010 by Ashton Beebe, a native of Albemarle County, Indian Summer Guide Service embodies a deep-rooted connection to Central Virginia. Ashton grew up exploring breathtaking landscapes from a saddle, instilling within him a profound respect for the land and a special bond with the animals that enable him to explore its tranquil corners.

Driven by his love for horseback riding, Ashton traveled across the country, working on ranches from North Carolina to California. Ultimately, the allure of Virginia’s Heartland proved irresistible, drawing him back home once again. In his guided horseback rides, Ashton seamlessly blends the spirit of the West, the wisdom of his mentors, and a profound love for his homeland into an unforgettable experience.

The name “Indian Summer” pays homage to those cherished moments of late autumn warmth, evoking a sense of gratitude for the fleeting reprieve before winter’s chill sets in. While Ashton may prefer late summer rides, Indian Summer Guide Service offers private horseback tours year-round, catering to enthusiasts of all seasons.

From Our Family To Yours

With unwavering support from his wife, Mary, and inspiration from their young cowboy-in-training, Hayden, Ashton founded Indian Summer Guide Service with a vision to share a seldom seen perspective of Central Virginia. Rooted in a profound appreciation for nature’s solitude and fueled by a thirst for exploration, the family endeavors to offer unique horseback riding experiences to the public.

Their mission is to provide a safe, enjoyable, and relaxed environment where riders of any skill level can revel in the magic of private horseback adventures. Unlike traditional nose-to-tail rides, Indian Summer’s well-trained, responsive horses invite guests to embark on exploratory journeys through their favorite venues, ensuring a memorable experience for all.


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Marissa CMarissa C
19:34 04 Jul 24
Our ride at Albemarle CiderWorks was a highlight on our trip to Virginia.... Our guides, Ashton and Jess, were great and made everyone comfortable despite varying levels of experience around horses. Our horses - JJ, Bart, and Lily - were wonderful and took care of us throughout our ride which took us through the apple orchards and the surrounding forest. Ashton, who is also the owner, clearly has so much love for and pride in his horses and business. We loved every minute and would love to take another ride if we are back in the area.read more
Beth BaubieBeth Baubie
12:49 21 Jun 24
My husband and I took a ride at Keswick Vineyards. It was a fun and... unique experience! The horses were happy and well taken care of, and our guide was great. We had a beautiful ride through the woods and around the vineyard. Highly recommend!read more
Kaila SmithKaila Smith
00:36 18 Jun 24
If I could rate Ashton and his team more than 5 stars, I would! My friends... and I came to Charlottesville for a bachelorette trip, rode with Ashton through a vineyard and we were blown away! He took sooo many photos/ videos of us and the scenery and we didn’t even have to ask! Him and his team were so professional, personable and had a ton of fun facts for us newbies. Highly, highly recommend him for any occasion. Great business and execution.read more
Scott MillerScott Miller
23:12 16 Jun 24
Overall a wonderful experience! Perfect day for a perfect ride around the... grounds of Veritas. We really enjoyed Jess as our guide and highly recommend Indian Summer and her as your tour guide. Mary was also very kind and helpful in setting up our trip! Again, we highly recommend Indian Summer!read more
Ann FortinAnn Fortin
23:03 16 Jun 24
Had a wonderful experience with Jess at Veritas vineyards 😀
Jay BlackJay Black
19:46 01 Jun 24
Great riding experience at Veritas! My wife is seasoned, but I had never... ridden a horse in my life. Our guide Jess was so patient, not to mention a great conversationalist. If you are looking for a different experience, something you might not do every day - this was for our 11th wedding anniversary - I highly recommend Indian Summer Guide Service.read more
Duncan SzparaDuncan Szpara
18:21 14 Apr 24
We road with Ashton, absolutely an amazing time. My first time riding a... horse. I planned it as a surprise for my Fiancé. We did the private ride at Veritas winery and I would definitely do it again!read more
Chris TallymanChris Tallyman
23:58 21 Mar 24
Had a great ride with Ashton. It was a cold morning for us Floridians, but... the views and conversation were great. The horses were in great shape. Just a great experience all around.The breed of cow I was trying to think of during the ride was Brangus!read more
Claiborne WinborneClaiborne Winborne
19:34 18 Mar 24
Fantastic time. Perfect day and perfect guide. Our party of 4 had a... winery ride we'll always remember. Thanks!read more
Sarah SotherdenSarah Sotherden
16:19 03 Mar 24
Hands down the most amazing experience. Ashton is the best guide and... worked with my husband to make the most personable trip for us. This was my 2nd ride with Ashton and Indian Summer and I cannot recommend them enough. My first trip was at Veritas and this trip was through the backcountry! Absolutely nothing beats the fresh mountain area, phenomenal views, and top-notch company. This is your sign to book today!!!! Thank you Ashton & ISGS for one of the best experiences ever…we can’t wait for our next trip!read more
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Andrew MoyerAndrew Moyer
12:17 31 Jan 24
This was one of the best experiences of our lives!! We had a tour from... Ashton around Veritas Vineyards, and it was so informative and absolutely gorgeous!! We came as customers and left as friends. We can not say enough great things about this family-run business. We WILL be returning!!read more
Cassidy FoltsCassidy Folts
21:59 26 Dec 23
We had such a great time that we rode three days in a row. Nathan was our... guide and he took excellent care of us! We started off with the ride at Veritas (the Mountain View’s are unbeatable). The second ride took us to devils backbone (no photos unfortunately!) and the third ride was at Trump winery. Every part of every ride was perfection. Big thanks to Mary for handling our reservations (I really challenged her in the beginning with some swaps). Our group of three really found a friend in Nathan and we’re so glad he was our guide all three rides. We will definitely be back!read more
Samantha JamesonSamantha Jameson
14:29 30 Oct 23
AMAZING. We chose the Chiswell Winery for a joint birthday celebration... and lucked out with the best weather in late October, made better by two wonderful guides (thank you, Nathan and Jess!) and three charming horses, very patient with us all being beginner riders.Nathan and Jess were very welcoming, made sure to stop for photo ops & kept us entertained the whole way. Would absolutely recommend to anyone. Indian Summer does tours at multiple venues around Charlottesville, they are all beautiful but Chiswell really is something special - you are surrounded by mountains the entire way. And a complimentary glass of wine at the end of the ride was just the cherry on top.Big thanks to the Indian Summer team, including my boy Murphy!read more
Jnnfr HlteJnnfr Hlte
15:54 23 Jul 23
Celebrated my birthday with a girls day and this was the most amazing day.... The horses were gentle and friendly. Our wranglers were super helpful and knowledgeable of the winery and everyone had a great time. I seriously did not want it to end.

They also took so many videos and photos that we could just relax and enjoy ourselves.

This is perfect for a new riders or advance. We are already planning our next ride.

Thank you guys for a great birthday!
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Susan Conway MoncureSusan Conway Moncure
01:33 20 Jun 23
came with my friends for the Veritas trail ride to celebrate my 50th bday.... this was one of the most fun days I have ever had. am counting the days to come back. our trail Guide Nathan was the absolute best. 5+ starsread more
Kristi LynnKristi Lynn
16:57 04 Nov 22
Everyone on the Indian Summer team was super helpful from my first inquiry... through our trail ride! Ashton answered all my questions and also helped me with figure out a plan for our first visit to the area. We booked online but Mary in the office was able to help us add 2 additional riders at the last minute. Nathan was our guide for the ride and you he was an absolute pro who knew the horses really well and also very knowledgeable about the area. We rode through Veritas Vineyards and the views were just amazing all around. It really was a perfect day and I'm so glad we found this option!read more
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Tom CastTom Cast
01:45 16 Nov 21
Had a great ride with Nate through Veritas Vineyard. Would definitely... come back. Great horses, great guide and beautiful scenery.read more
Erika NapolitanoErika Napolitano
20:31 17 Oct 21
*update- We couldn’t wait to get back to ride with Indian Summer Guide... Service. This time we did the Veritas ride and it was gorgeous especially with the fall foliage. Our guide Nate was terrific as always and Ashton was also a pleasure to work with. Top of the top recommendations!!!!*

My husband and I had an amazing time. The horses were wonderful, the views were stunning and our guide was phenomenal. We can’t wait to come back!
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Lesley HolsingerLesley Holsinger
14:37 14 Jul 21
Nate was a great guide and the views at Veritas are spectacular!
David Mark HeplerDavid Mark Hepler
02:52 25 Jan 21
This is a fantastic horse trail ride! So much fun! Great folks to ride... with! Highly recommended!read more
Lindsey KnickLindsey Knick
22:46 06 Dec 20
Went on a ride today at Veritas and it was fantastic. We are already... planning our next ride. Thank you so much for a wonderful day.read more
Jamie WakefieldJamie Wakefield
15:44 19 Oct 20
Our experience was outstanding! Sarah was our guide and she was great!!... She knew the horses well and was able to inform us about each. She led us on a beautiful ride through the vineyard and was great to chat with. We will be booking our next trip real soon!!read more
Chris Dollar WilsonChris Dollar Wilson
14:46 23 Sep 20
We thoroughly enjoyed our ride through Veritas Winery. It was a great way... to see the valley and Winery. Our guide, Sarah, was very helpful and informative. She was great! I would highly recommend the ride for any type of experience. My sister is a much more advanced rider than I am and we both enjoyed the ride. The horses that Sarah pick for us for suitably match to our abilities. I would highly recommend it and look forward to another ride! We were however disappointed with the customer service at the winery afterwards for our wine tasting.read more
Carly FulcherCarly Fulcher
22:55 22 Aug 20
Indian summer guide service was awesome! My guide was Lydia, she did a... great job explaining how to control the horse for the trail ride, seeing as I have never really rode, but only a couple of times before today. I will be back! Thank you for offering such a great activity!read more
Kolena ThomasKolena Thomas
22:52 08 Jun 20
Thank you so much for such a great experience! Our wedding day would have... been super depressing (canceled due to covid 19) without this experience. I would highly recommend to anyone looking for a unique experience in the Charlottesville countryside. We have done two tours with this company at king family and veritas and both were amazing! You can’t go wrong! Also, Ashton is an amazing photographer and captured so many priceless photos for us! Thank you again for your hospitality and the amazing experience!read more
What a great way to cap off our trip this past week! A beautiful ride at... Veritas Winery with our guide Emily. Service was spot on and our horses were perfect too. We are so glad we found you and were able to enjoy the beautiful views on horseback.read more
Sarah Dorrier OlivaSarah Dorrier Oliva
19:28 30 Jun 19
My husband and I celebrated our 7th wedding anniversary on horseback back... where we were married! Our guide, Emily was amazing! Everything was super comfortable and exciting from the get go. The conversation, the views and of course the horses were amazing! Whether you love horses like me, or you’re willing to entertain trail riding because you love your spouse, like my husband, this is an experience you don’t want to pass up!read more
Daisy Olivia TitschDaisy Olivia Titsch
22:39 31 May 19
Had an amazing ride through veritas vineyards with Ashton! Best way to see... a vineyard out on horseback in the open air!read more
Brittany NorrBrittany Norr
20:16 15 Mar 19
We were visiting the area for the weekend from Va Beach and booked the... horseback riding through the bed and breakfast we were staying at. Ashton was our private guide and he took us through the King Family Vineyards. He was awesome and very personable! Very knowledgeable about the vineyard and even gave us some great tips for things to do and places to eat while we were visiting. The views were awesome on the tour and our horses were great, very calm and gentle. After the tour we enjoyed wine tasting and the wine was fantastic! We will definitely be back! Highly recommend this company! Had such a great day and definitely a memorable experience! Thank you Ashton!read more
Randi LaMark VogelRandi LaMark Vogel
06:50 03 Feb 19
Amazing ride and great horses. Great for a weekend trip with friends. ... Wonderful guide.read more
Kenzie WilliamsKenzie Williams
00:40 19 Oct 18
Went for a second ride with Indian Summer today. Ashton was a great guide... and we had a ton of fun. I would recommend to locals and visitors. Our horses we amazing, they don’t just follow each other so it’s more interactive and customized to your riding ability. Can’t wait to go again.read more
Rich DiBenedettoRich DiBenedetto
11:00 17 Oct 18
What a great day we had. Ashton was amazing, so personable and easy going....
He is a great teacher for the novice horseback rider and took some super pictures with us and for us.
Janet and I would recommend this adventure again and do another ride with Ashton.
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Lori MurrayLori Murray
12:31 13 Oct 18
The horses are kind well mannered, and well taken care of, the guides are... knowledgeable, helpful, and fun. The scenery on the rides are some of the most spectacular views I have ever seen.read more
Natalia LydiaNatalia Lydia
11:42 12 Oct 18
Ashton, his wife and team are extremely kind & gave us the best experience... for our entire family! We highly recommend them!read more
Julie GrayJulie Gray
16:07 15 May 18
We had a nice ride this weekend. I would recommend and would do it again.
Kat SeagleKat Seagle
00:18 30 Apr 18
David TothDavid Toth
16:42 23 Apr 18
My review seems to be just like everyone else’s; SPECTACULAR, AMAZING &... WONDERFUL!!! And for good reason!

My wife, Debbie, and I visited the Charlottesville area from Cleveland, OH early March 2018 and heard about Indian Summer Guide Service from a winery employee, I believe. We didn’t have time then, so I booked a return trip to the area for this experience and I’m so incredibly happy I did! Neither my wife nor I are experienced horse-persons, but Ashton Beebe made us feel safe, welcomed and right at home. Let’s face it, horses are big animals and one could easily feel uncomfortable, unsafe and downright scared around these majestic creatures. But Ashton’s horses were so incredibly gentle, docile, calm and amazingly well trained.

Once Ashton talked to us about our horses (Painty and Bart), their particular mannerisms and personalities, and how to make little corrections based on each horse’s tendencies he then made adjustments to our stirrups and helped us to saddle up. We rode for about an hour and half; unhurried, relaxed, and at our pace. During our ride Ashton pointed out the various points of interest and history along the mountains and gave us some insight to the King Family Vineyard where we were riding, about growing grapes, good local dining spots, etc… During our ride, we stopped in some extremely stunning areas for a few pics. To be honest with you, every view is spectacular! You are surrounded by picturesque mountains, expansive vineyards, beautiful homes in the area and remarkable countryside. Ashton used Debbie’s I-phone to take numerous pictures for us to remember this occasion and he is a good photographer as well!

After our ride, Ashton enjoyed a glass of wine with us in the tasting room, which was a truly wonderful end to an extraordinary experience Debbie and I will never forget!

Ashton is a visionary leader of his business and an unwavering leader to his pack. His horses follow his calm, tranquil lead flawlessly. As beginners, not once did we feel intimidated or unsafe. It is rare to find a business owner who is so truly passionate, kind and caring that guests feel like part of the family. Within the first 10 minutes of our ride we truly felt like we were part of Ashton’s family!! From the initial booking, to reviewing the process on the phone, to meeting him and the horses, the ride itself, photos, the wine afterwards, to the moment we hugged and said, “See you again!”, everything was easy, efficient and well done!! We look forward to seeing Ashton again soon for another memorable ride!!

I would recommend this experience for everybody!!

Thank you so much, Ashton! -Dave & Debbie
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Sarah Arn BabkovSarah Arn Babkov
23:25 15 Apr 18
My husband and I had so much fun riding with Ashton a couple of weeks ago... at King Family Vineyards! The horses were wonderful and well taken care of, and we got to cover much of the grounds. We loved talking with Ashton about horses and the local wines - he's a true local and knows a lot about the area. When we told him we hadn't made any dinner plans for the night, he suggested a fabulous restaurant and even called to make sure we got a table because of their limited seating! (I'll have to leave a separate 5 star rating for that dining experience, it was one of the best I've ever had.) Thank you for a beautiful day in wine country!read more
Mitzy HoneyghanMitzy Honeyghan
17:48 13 Mar 18
We had the most amazing time. I would most definitely come back. Ashton... was friendly and very informative. 2 thumbs ups for me.read more
Barb CoxBarb Cox
17:47 02 Oct 17
This was a wonderful horseback ride. My Mom is 82 years old and had this... ride on her bucket list for a long time. Ashton was so kind and patient with us and the
tour of the vineyards on horseback was a once in a lifetime experience. Highly recommended and we will both be back next year for another ride.
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Kirstie KeyKirstie Key
22:47 20 Aug 17
Carrie RuppenCarrie Ruppen
17:19 29 May 17
Collins HuffCollins Huff
14:47 29 May 17
Great horses, great guides, great times in the saddle.
Alicia DuncanAlicia Duncan
15:53 28 May 17
We had an amazing time yesterday on our first ride with Ashton and Indian... Summer! He is an incredible host and guide! Many thanks to King Family Vineyards for working with Ashton to provide this opportunity! The land and views were breathtaking!read more
Ben MorrisBen Morris
14:27 28 May 17
Floyd WrightFloyd Wright
13:10 28 May 17
Bradley KohrBradley Kohr
12:07 28 May 17
By far the best horse riding service in the business. Not only is Ashton... fantastic at giving tours, but he knows how to handle every situation that comes his way. He makes beginners feel extremely comfortable and safe. On top of that, the business agreements he has made with the local wineries are amazing. The fact that we got to tour vineyards and then have a free tasting afterwards is awesome! I would recommend them to anyone and everyone.read more
Kari BracaKari Braca
11:44 28 May 17
Ashton BeebeAshton Beebe
11:42 28 May 17
Ashton was a fabulous guide! We enjoyed every minute of our ride through... the beautiful vineyards. He is knowledgeable and personable. He even took pictures of us along the ride. We would highly recommend this tour. Couldn't think of a better way to spend an hour a half. Ashton's two dogs who walked along with us were an added bonus. � Jen and Keithread more
10:00 AM - 5:00 PM
7 Days a Week