Enjoy tennis and pickleball year-round at Wintergreen!
Our facilities at both Devils Knob and Stoney Creek, feature a total of 16 clay tennis courts and three indoor DecoTurf tennis courts, along with six temporary indoor pickleball and eight new permanent outdoor pickleball courts.
Tennis Magazine has ranked Wintergreen among the nation’s top 50 tennis programs for the past 18 years. Tennis Resorts Online ranks it in the top 25 of tennis resorts worldwide, top 15 of Pickleball Resorts and top 15 Tennis camps.
Racquet Sports Facility is only available to Wintergreen Club Members, Guests of Members and Wintergreen Resort Lodging Guests.
For more information or court reservations, call 434-325-8345.
| PARTICIPANT | Indoor | Outdoor |
|---|---|---|
| Club Members (60 min) | $20 | $12 |
| Club Members (90 min) | $32 | $20 |
| Wintergreen Lodging Guests (60 min) | $32 | $20 |
| Wintergreen Lodging Guests (90 min) | $48 | $32 |
| Racquet Professional | Racquet Director | |
|---|---|---|
| Wintergreen Resort Lodging Guests | $90 | $100 |
| Wintergreen Club Members | $76 | $86 |
Take your game to the next level with a private lesson at Devils Knob Racquet Sports. From first serves to smarter shot selection, our experienced pros customize each session to your goals in both tennis and pickleball so you can improve faster and have more fun on the court.
To get started, call the Racquet Sports front desk or stop by Devils Knob Racquet Sports Pro Shop. 434-325-8345
| Unlimited Club Members | $180 |
| Wintergreen Resort Lodging Guests | $220 |
Play better and save money with our new 1+1+1 lesson package.
This package includes 2 one-hour private lessons, one clinic session, plus get to try the new video analysis for one stroke type. During your one-hour lesson with Ryan, he will video the stroke of your choice and provide feedback for improvement. Improvement goals will be shared with our other Pro’s for consistency on your personal goals and objectives.
Part 1 – 1 one-hour private lesson with Ryan Fleming, Director of Racquet Sports, plus 1 stroke video analysis
Part 2 – 1 one-hour private lesson with another coach
Part 3 – 1 ninety-minute session in a coach led group clinic
To get started, call the Racquet Sports front desk or email Ryan to schedule your first lesson.
434-325-8345
[email protected]
Wintergreen Racquet Sports Facility has recently added eight permanent Pickleball courts, to the six temporary indoor courts for a total of fourteen courts on the mountain.
Pickleballer’s can take advantage of private reservations, private lessons, clinics such as Morning Madness and Train Like a Junior, and organized point play in Member Appreciation.
Wintergreen Resort is thrilled to welcome Ryan Fleming as our new Director of Racquet Sports. Ryan brings with him more than 30 years of experience as a player, coach, and leader within the tennis industry, along with a deep passion for fostering community through racquet sports.
A native of the mountains of North Carolina, Ryan was a standout collegiate player for legendary coach Chuck Kriese at Clemson University before competing professionally. Over the years, he has held numerous leadership roles, including Director of Tennis at The Birchwood Club, Adult Director at College Park Athletic Club, and most recently as Regional Director and Head of Staff for TennisBloc, where he managed and trained hundreds of coaches across the Carolinas.
Ryan’s extensive background combines business acumen, player development, and education. He has founded his own tennis school, collaborated with national coaching organizations, and worked closely with renowned tennis educator Steve Smith for more than two decades. Ryan has already developed an exciting lineup of new programs for Wintergreen’s racquet community, bringing fresh energy and a long-term vision to the mountain.
Now settled in at Wintergreen with his wife and children, Ryan looks forward to growing all aspects of racquet sports from tennis and pickleball to events and programming.
The Junior Tennis + Golf Camp is held weekly during the summer, Monday through Thursday. Campers will receive tennis instruction by a USPTA or PTR Professional and golf instruction by a PGA Professional. These camps have a small student to teacher ratio and are a wonderful way for junior players to learn the rules and etiquette for golf and tennis.
Please contact our golf staff to book your Junior Tennis/Golf Camp at 434-325-8255
Daily Schedule:
9:00am – 11:00am Tennis
11:00am – 12:30pm Pool/Lunch (Lunch Included)
12:30pm – 2:30pm Golf
2026 Junior Camp Rates
Weekly: $399
Daily: $119
2026 Junior Camp Dates
June: 22-25; 29-July 2
July: 13-16; 27-30
Aug: 3-6
Summer at Wintergreen provides the perfect temperature for tennis education, fun, and fitness. We welcome you to join us at our Nike Tennis Camps.
Parents are welcome to turn this opportunity into a family vacation with mountain view lodging, spa packages, pool access, exceptional dining, and many other fun summer activities.
2027 Camp Dates
June 21-24
July 26-29
August 2-5
2026 Camp Rate
$634
$252 per person
Friday: 3:00pm-5:00pm
Saturday: 11:00am-1:00pm
Sunday: 9:00am-11:00am
$336 per person
Friday 3:00pm-5:00pm
Saturday 11:00am-1:00pm + 3-5pm
Sunday 9:00am-11:00am
$420 per person
Friday 3:00-6:00pm
Saturday 11:00pm-1:00pm + 3:00pm-5:00pm
Sunday 9:00am-12:00pm
Customized schedules available
All levels will benefit from this program which includes: video analysis, snacks, academy souvenir, and 15% merchandise discount. Bring your own group and customize the academy to your needs! Great for USTA teams.
For registration or more information, please call 434-325-8345.
Join us for Open Play at Devils Knob
Racquet Sports. These open-play sessions will begin
with a brief instructional segment to enhance strategic
understanding and improve on-court execution.
Program for Junior and Adult players, focusing on player development. Great Base is suitable for all levels and ages. 6+ hours a day, customizable schedule, email [email protected] for prices and schedule.
Club Members: $34
Wintergreen Resort Lodging Guests $40
Club Members: $34
Wintergreen Resort Lodging Guests $40
Fast paced doubles strategy drills and point play.
Join us for Open Play at Devils Knob
Racquet Sports. These open-play sessions will begin
with a brief instructional segment to enhance strategic
understanding and improve on-court execution.
Complimentary to all Wintergreen Club Members and registered Wintergreen Resort Lodging Guests
Join us for a fun, competitive DUPR-rated ladder event every Saturday at Devils Knob Racquet Sports! Players are grouped into courts of 4–5 based on their DUPR rating. You’ll play one game against every player on your court, with the top scorer moving up a court and the lowest scorer moving down each round. We’ll play 2–3 rounds (approximately 6–10 games), depending on time.
Players without a DUPR rating are welcome, we’ll register you in DUPR and place you on a court based on your skill level. This event is intended for experienced players and is a great way to build your rating through competitive match play.
Please call 434-325-8235 for event updates or inquire at the Devils Knob Racquet Sports Pro Shop.
All Racquet Sports events will be held at Devils Knob Tennis except otherwise indicated.
View and book your lessons, clinics, and more with Court Reserve!
December 2026
15: Ugly Sweater Social, Devils Knob
Please call 434-325-8235 for event updates or inquire at the Devils Knob Racquet Sports Pro Shop.
View and book your lessons, clinics, and more with Court Reserve!
