| Date | Organization / Event / Contact | Site | Town, State |
| May 2 | Stonewall Hounds Trail Ride | VA | |
| May 6 | Princess Anne Hunt Trail Ride Pam Martin, pam.martin@cox.net Cherylle Wornom, 757-253-0325 | Dogham Farm | Charles City, VA |
| May 6 | Virginia Gold Cup Race Meet | Great Meadow | The Plains, VA |
| May 6 | Glenmore Hunt Hound Show & Derby Day Party | Churchville, VA | |
| May 6 | Oak Ridge Fox Hunt Club Trail Ride | Tea Time Farm | Afton, VA |
| May 6 | Rockbridge Hunt Trail Ride Cindy Morton, mortonc@wlu.edu 540-463-6025, 540-458-8109 | Windward Farm | Natural Bridge, VA |
| May 6 | FCNA/MFHA Southwest Hound Show | TX | |
| May 6 | Roanoke Valley Horse Rescue Derby Day Fundraiser and Barn Dance | Edge Hill Farm | Shawsville, VA |
| May 6 | Rockbridge Hunt Trail Ride Cindy Morton, mortonc@wlu.edu 540-463-6025, 540-458-8109 | Windward Farm | Natural Bridge, VA |
| May 7 | Blue Ridge Hunt Trail Ride Emily Day, 540-837-1422 | Pigeon Hil | Berryville, VA |
| May 7 | Bull Run Hunt Point-to-Point | Brandywine Park | Culpeper, VA |
| May 7 | FCNA/MFHA New England Hound Show Eugene McKay, eugenemckay@att.net 978-468-3784 | MA | |
| May 9 | Stonewall Hounds Trail Ride | The Meadows | VA |
| May 10 | Rockbridge Hunt Annual Meeting | Tex Tilson Lodge at Hunt, Inc. | Natural Bridge, VA |
| May 13 | Rockbridge Hunt Spring Hunter Pace Fred Burks, montafon@cfw.com 540-258-2828 | Windward Farm | Natural Bridge, VA |
| May 13 | Bedford County Hunt Hunter Pace and Point-to-Point Races Dick Long, 540-297-3419 | Wolf Branch Farm | Forest, VA |
| May 13 | Old Dominion Hounds Trail Ride | Hawthorne Farm | Orlean, VA |
| May 14 | Blue Ridge Hunt Trail Ride Emily Day, 540-837-1422 | Fox Spring Woods Farm | Millwood, VA |
| May 14 | Hoofbeats Therapeutic Riding Center Benefit Trail Ride Fundraiser HTRC, 540-464-3337 | Broadview Ranch | Lexington, VA |
| May 16 | Stonewall Hounds Trail Ride | The Meadows | VA |
| May 20 | Old Dominion Hounds Trail Ride | High Meadow Farm | Flint Hill, VA |
| May 20 | FCNA/MFHA Carolinas Hound Show Lynn Dillard, gonawayridge@vbbi.us 910-692-1104 | NC | |
| May 21 | Farmington Hunt Club Walk-and-Talks Hunt line, 434-978-1107 Kay Butterfield, 434-823-5698 | Foxfield | Charlottesville, VA |
| May 21 | FCNA/MFHA Western States Hound Show Cindy Martin, MFH, qualtrans@sbcglobal.net 831-659-4472 | CA | |
| May 21 | Middlebrook Hounds Hunter Pace | Bold Stream Farm | Middlebrook, VA |
| May 21 | Blue Ridge Hunt Trail Ride Emily Day, 540-837-1422 | The Oaks | Millwood, VA |
| May 23 | Stonewall Hounds Trail Ride | VA | |
| May 23 | Farmington Hunt Club Walk-and-Talks Hunt line, 434-978-1107 Kay Butterfield, 434-823-5698 | Schelford | Charlottesville, VA |
| May 27 | Oak Ridge Fox Hunt Club Trail Ride Becky Birnbaum, rab5s@virginia.edu | Tea Time Farm | Afton, VA |
| May 27 | North American Point-to-Point Championship | Morven Park | Leesburg, VA |
| May 28 | Rockbridge Hunt Clinic on Gymnastic Exercises Judy Mundy, jmundy@bcps.va.k12.us 540-473–3108 | Hunt, Inc. | Natural Bridge, VA |
| May 28 | FCNA/MFHA Virginia Hound Show James Young, MFH, ranta@erols.com 540-364-1831 | Morven Park | Leesburg, VA |
| May 28 | Blue Ridge Hunt Trail Ride Emily Day, 540-837-1422 | Oxbow Farm | Front Royal, VA |
| May 29 | Farmington Hunt Club Walk-and-Talks Hunt line, 434-978-1107 Kay Butterfield, 434-823-5698 | The Barracks | Charlottesville, VA |
| May 4-6 | Amelia Springs Hunt Club Trail Ride Wanda Walker, saddleupbilly@yahoo.com 804-561-6633 | Amelia, VA | |
| May 5 | Virginia Gold Cup Race Meet | Great Meadow | The Plains, VA |
| May 5 | Rockbridge Hunt Trail Ride Cindy Morton, mortonc@wlu.edu 540-463-6025, 540-458-8109 | Windward Farm | Glasgow, VA |
| May 5-6 | Halifax County Saddle Club Trail Ride Carol Throckmorton, tuckygusher@aol.com 434-454-6000 | Staunton River State Park | Scottsburg, VA |
| May 5 | Clifton Horse Society Trail Ride Clinic Pat Hepner, 703-830-8394 Mary Flowers, 703-250-6188 | Nokesville Community Park | Nokesville, VA |
| May 6 | Farmington Hunt Spring Sunday Trail Ride Kay Butterfield, 434-823-5698 | Mint Meadows | Charlottesville, VA |
| May 6 | Blue Ridge Hunt Trail Ride Emily Day, 540-837-1422 | Pidgeon Hill | Berryville, VA |
| May 6 | Oak Ridge Fox Hunt Club Summer Ride Becky Birnbaum, rebeccabirnbaum@cstone.net | James River State Park | VA |
| May 6 | Glenmore Hunt Junior Hound Show | Churchville, VA | |
| May 6 | Bull Run Hunt Point-to-Point | Brandywine Park | Culpeper, VA |
| May 12-13 | Northampton Fire & Rescue Company Eastern Shore Spring Trail Ride Kathee Gladden, katheegladden@verizon.net 757-442-6235 | Northampton, VA | |
| May 12 | Old Dominion Hounds Trail Ride Info, 540-364-3995 Hunt Line, 540- 364-7457 | Windrush | Flint Hill, VA |
| May 12 | Bedford County Hunt Hunter Pace and Point-to-Point Races Dick Long, 540-297-3419 | Wolf Branch Farm | Forest, VA |
| Canceled! | Princess Anne Hunt Trail Ride Canceled! | ||
| May 13 | Blue Ridge Hunt Trail Ride Emily Day, 540-837-1422 | Oxbow | Front Royal, VA |
| May 13 | Oak Ridge Fox Hunt Club Summer Ride Becky Birnbaum, rebeccabirnbaum@cstone.net | Chellowe | Sprouse's Corner, VA |
| May 13 | Rappahannock Hunt Trail Ride Janet O'Keefe, 540-547-2993 | Walnut Knoll | Rixeyville, VA |
| May 15 | Stonewall Hounds Trail Ride Cheryl Microutsicos, cjmicro@stonewallhounds.com | VA | |
| May 19 | Old Dominion Hounds Trail Ride Info, 540-364-3995 Hunt Line, 540- 364-7457 | Valhalla | Hume, VA |
| May 19 | Rockbridge Hunt Spring Hunter Pace Fred Burks, fredburks@hughes.net 540-258-2828 Cindy Morton, mortonc@wlu.edu 540-463-6025 | Windward Farm | Natural Bridge, VA |
| May 20 | Hoofbeats Therapeutic Riding Center Hear the Beat, Benefit Horse Show Nancy Schuster, 540-348-2289 | Virginia Horse Center | Lexington, VA |
| May 20 | Middlebrook Hounds Trail Rides Lucy Sproul, 540-886-9485 Brent Hall | Middlebrook, VA | |
| May 20 | Blue Ridge Hunt Trail Ride Emily Day, 540-837-1422 | Callander | Berryville, VA |
| May 20 | Clifton Horse Society Judged Pleasure Ride Mary Flowers, forhorses@cox.net 703-250-6188 | Bull Run Regional Park | Centreville, VA |
| May 22 | Farmington Hunt Club Walk-and-Talks Kay Butterfield, 434-823-5698 | Charlottesville, VA | |
| May 22 | Stonewall Hounds Trail Ride Cheryl Microutsicos, cjmicro@stonewallhounds.com | VA | |
| May 25-27 | Montebello VFD Benefit Trail Ride Paulette Albright, britemtn@cfw.com | Montebello, VA | |
| May 25-28 | Thoroughbred & Anglo Sport Registry Equine Adventure | Oak Ridge Estate | Colleen, VA |
| May 26-27 | FCNA/MFHA Virginia Hound Show James Young, MFH, ranta@erols.com 540-364-1831 | Morven Park | Leesburg, VA |
| May 27 | Yorktown Stirrup Club Trail Ride Info, 757-874-1765 | Naval Weapons Station | Yorktown, VA |
| May 27 | Blue Ridge Hunt Trail Ride Emily Day, 540-837-1422 | Fox Spring Woods | Millwood, VA |
| May 28 | Oak Ridge Fox Hunt Club Hunter Pace Matthew Lopez, palominolopez@prodigy.net | Oak Ridge Estate | Colleen, VA |
| May 28 | Farmington Hunt Club Memorial DayWalk-and-Talks Kay Butterfield, 434-823-5698 | Foxfield | Charlottesville, VA |
| May 29 | Stonewall Hounds Trail Ride Cheryl Microutsicos, cjmicro@stonewallhounds.com | VA | |
| May 2-4 | Grand Champion Trailer Sales Trail Ride-A-Rama | Graves Mountain | Syria, VA |
| May 2-4 | Amelia Springs Hunt Club Trail Ride Wanda Walker, saddleupbilly@yahoo.com 804-561-6633 | Amelia, VA | |
| May 3 | Virginia Gold Cup Race Meet , inga@vagoldcup.com | Great Meadow | The Plains, VA |
| May 3 | Rockbridge Hunt Spring Hunter Pace Cindy Morton, mortonc@wlu.edu 540-463-6025, 540-458-8109 | TBA | Natural Bridge, VA |
| May 4 | Blue Ridge Hunt Trail Ride Liz, 540-247-1564 Monitor, 540 837-1820 | Oxbow Farm | Front Royal, VA |
| May 4 | Commonwealth Foxhounds Trail Ride Sandy, info@commonwealthfoxhounds.org 540-775-3083 Monitor, 540-710-5077 | Woodpecker | VA |
| May 10 | Commonwealth Foxhounds Trail Ride Sandy, info@commonwealthfoxhounds.org 540-775-3083 Monitor, 540-710-5077 | Cedar Hill | VA |
| May 10 | Blue Ridge Hunt Trail Ride Liz, 540-247-1564 Monitor, 540 837-1820 | Callander | Berryville, VA |
| May 10 | Bedford County Hunt Hunter Pace and Point-to-Point Races Michael Jackson, 434-610-1449 Jane Garland, cifaxjane@aol.com | Wolf Branch Farm | Forest, VA |
| May 11 | Clifton Horse Society Judged Pleasure Ride Mary, 703-250-6188 | Bull Run Regional Park | Centreville, VA |
| May 11 | Farmington Hunt Club Schooling Show Lynn, Whgs3@aol.com Robin Lundgren, 434-960-3708 | Schelford Farm | Charlottesville, VA |
| May 17 | Oak Ridge Fox Hunt Club Trail Ride Sue or Bob Satterfield, ROSSFields@aol.com | Buffalo Station | VA |
| May 18 | Middlebrook Hounds Trail Rides | New Meadow Farm | Middlebrook, VA |
| May 18 | Deep Run Hunt Club Poker Run Barbara, deeprunhuntclub@nelsoncable.com | Deep Run Hunt Club | Manakin Sabot, VA |
| May 18 | Blue Ridge Hunt Trail Ride Liz, 540-247-1564 Monitor, 540 837-1820 | Mt Hebron | Berryville, VA |
| May 18 | Commonwealth Foxhounds Trail Ride Sandy, info@commonwealthfoxhounds.org 540-775-3083 Monitor, 540-710-5077 | Ingleside | VA |
| May 23-25 | Montebello Volunteer Fire & Rescue Co. Spring Trail Ride Paulette & Lee Albright, britemtn@cfw.com ?, mvfdandrs@ntelos.net 540 377-5754 | Montebello, VA | |
| May 23-25 | Lonesome River Walkers Spring Trail Ride Natalie Brown, Lriverwalkers@aol.com 434-293-7340 | Scottsville, VA | |
| May 24 | Oak Ridge Fox Hunt Club Trail Ride Sue or Bob Satterfield, ROSSFields@aol.com | Cherry Hill Farm | Colleen, VA |
| May 24 | Black Gum Saddle Club Trail Ride Lennie, 804-829-5364, 837-5000 | Charles City, VA | |
| May 24 | Blue Ridge Hunt Trail Ride Liz, 540-247-1564 Monitor, 540 837-1820 | The Oaks | Millwood, VA |
| May 25 | FCNA/MFHA Virginia Hound Show Beverly J. Young, 540-364-6376 | Morven Park | Leesburg, VA |
| M 30 - J 1 | Southside Virginia Horse Council Trail Ride Debra Stewart, 434-222-9884 Pat Newton, 434-579-1032 | Falkland Farms | Halifax Co., VA |
| May 2 | Rockbridge Hunt Derby-Day Hunter Pace Gary & Kathy Ponder, katgryponder@yahoo.com 540-258-9911 Cindy Morton, mortonc@wlu.edu | TBA | VA |
| May 9 | Rockbridge Hunt Benefit Trail Ride | Broadview Ranch | Lexington, VA |
You can generate a custom calendar for any listed organizations
| | January | February | March | April | May | June | July | August | September | October | November | December | |
| For Virginia: | Educational Programs | Horse Shows | Hound Competitions | Hunter Paces and Trials | Paneling | Races | Social Events | Special Hunt Meets | Trail Rides | |