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The Must-Attend Philanthropic Events of 2015

May 04, 2015 09:00AM ● By Cate Reynolds


All That Art Auction. Friday, May 1st. 6 p.m. Maryland Hall, Annapolis. 10th anniversary exhibit, live and silent auctions, and more. Supports Maryland Hall and participating artists. $100/person. 410-263-5544.

We Believe Golf Classic. Friday, May 1st. 1:30 p.m. shotgun start. Lake Presidential Golf Course, Upper Marlboro. Complimentary lunch, dinner, beer, and soft drinks. Raffle and awards to follow golf. Raises awareness and financial assistance for young adults battling cancer. $125/single player; $500/foursome. 240-232-7795.

Come Fly With Us! A Centennial Celebration of Frank Sinatra. Saturday, May 2nd. 6 p.m. Historic Gross Coate Estate, Easton. Cocktails, dinner, dancing, and Smithsonian Jazz Masterworks Orchestra will perform, with award-winning vocalist Allan Harris singing Sinatra hits. Public onsale has closed. Benefits Academy Art Museum. 410-822-2787.

Naptown barBAYq & Music Festival. Saturday, May 2nd-Sunday, May 3rd. 11 a.m.-9 p.m. (Saturday); 12-6 p.m. (Sunday). Anne Arundel County Fairgrounds, Crownsville. $15/person; FREE/children ages 12 and under. Supports various local charities. 443-254-1400.

Maryland Therapeutic Riding’s Derby Day Party. Saturday, May 2nd. 4:30-9:30 p.m. Maryland Therapeutic Riding, Crownsville. Live showing of the Kentucky Derby, mock betting, a hat contest, dinner, drinks (including Bourbon tasting!), and live and silent auctions. $150/person. Supports children and adults with special needs and wounded military personnel. 410-923-6800.

Six Pillars Century Cycling Fundraiser. Saturday, May 2nd. 7-9 a.m. (“show and go” start); 10 a.m. (family ride). Blackwater National Wildlife Refuge, Cambridge. Four ride choices: 11-mile family ride, 37-mile fun and fitness ride, 56-mile Ironman Eagleman 70.3 Course, and 100-mile Century Course. $15-$90, depending on ride. Event benefits Character Counts Mid-Shore, Inc. 410-819-0386.

Derby Day Party & Benefit at Talisman Farm. Saturday, May 2nd. 4 p.m. The Manor House at Talisman Farm, Grasonville. $85. Buffet dinner by Saucy Salamander, live showing of the Kentucky Derby on large screens, a rider demonstration, silent auction and live auction, a Best Derby Day Hat contest, and a bourbon tasting. $85/person. Benefits Talisman Therapeutic Riding, Inc. 443-239-9400.

CASA Golf Tournament: Tee Up for a Child. Thursday, May 7th. 8 a.m.-5 p.m. Eisenhower Golf Course, Crownsville. Breakfast, lunch, awards presentation, wish-bowl auction, and raffle. Public onsale has closed. Benefits Anne Arundel County CASA, Inc. 410-267-7877 x6.

Fashion for a Cause. Thursday, May 7th.7-11 p.m. The National Guard Armory, Annapolis. Cocktails, hors d’oeuvres, celebrity DJ, silent and live auctions, and fashion show. Benefits Chesapeake Kids. $100/person before May 1st; $125/person after May 1st. 410-987-2003.

GBMC Golf Classic. Monday, May 11th. Noon, shotgun start. Turf Valley Golf Course, Ellicott City. 18-hole course, lunch, and dinner, with awards ceremony and auction. $550/golfer; $2,000/foursome. Benefits continuing education for Greater Baltimore Medical Center’s nursing and medical staff, as well as up-to-date medical information in its medical library. 443-849-2000.

Arc Central Chesapeake Region’s Golf Tournament. Friday, May 15th. 10 a.m. shotgun start. The Golf Club at South River, Edgewater. Lunch and dinner, catered by Adam’s Ribs, and all-you-can-drink beer, water, and soda. Awards presentation, contests, and door prizes. $125/individual; $500/foursome; $40/dinner and silent auction only. 410-268-8085.

Models & Adoptables 2. Saturday, May 16th 6-8 p.m. 127 Mitchell’s Chance Road, Edgewater. Food, drinks, music, and fashion show. Sponsored by Boutique at Body Wellness. Tickets are $15/advance; $20/at the door. Benefits Mid-Atlantic Bully Buddies. 443-949-9206.

CASA’s Off to the Races. Saturday, May 16th. 5-8:30 p.m. Hemmersley Farm, St. Michaels. Live music, specialty cocktails, gourmet hors d’oeuvres and buffet, contests, and screenings of the Preakness Stakes. $150/person. Benefits CASA of the Mid-Shore. 410-822-2866.

Chesapeake Bay Tour de Cure. Saturday, May 16th. Varying start times depending upon race length. Talbot County Community Center, Easton. Route lengths: 10 mile, 31 mile, 64 mile, and 100 mile. Breakfast prior to race with BBQ lunch, beer, and live music to follow. $20 registration fee; $200 fundraising minimum. Benefits American Diabetes Association. 410-265-0075.

Chesapeake Bay Blues Festival. Saturday, May 16th-Sunday, May 17th. 11 a.m.-9 p.m. (Saturday); 11 a.m.-8 p.m. (Sunday). Sandy Point State Park, Annapolis. Headliners include Gregg Allman and Buddy Guy with special guest Quinn Sullivan. $65/one-day admission; $115/two-day admission; FREE/children under 12 with paying adult. Benefits We Care and Friends, Special Love, Camp FACE, and The League for People with Disabilities. 410-257-7413.

Arts in Easton Banner Auction. Saturday, May 16th. 7-9 p.m. Waterfowl Festival Building, Easton. Open bar, hors d’oeuvres, live and silent auctions, live music, and the opportunity to view and purchase banners. Non-ticketed event. 410-822-0345.

Compass Regional Hospice’s Golf Tournament. Monday, May 18th. 11:30 a.m. registration. Prospect Bay Country Club, Queenstown. Traditional nine and 18-hole courses. Light lunch and awards reception (with appetizers) included. $125/golfer for 18-hole round; $75/golfer for 9-hole round. Benefits Compass Regional Hospice. 443-262-4100.
Friends Foundation Golf Tournament. Thursday, May 21st. 10 a.m. shotgun start. The Golf Club at South River, Edgewater. Light breakfast, complimentary range balls, contests and prizes, and lunch. BBQ buffet and drinks to follow golf. $200/individual; $800/foursome. Supports local charities. 410-263-0122.

Party on the Point: Celebrating 50 Years on the Bay. Saturday, May 23rd. 10 a.m.-5 p.m. Chesapeake Bay Maritime Museum, St. Michaels. Family fun, live music, exhibition opening, craft vendors and more. FREE/museum members and children under six; $15/adults; $12/seniors and students with ID; $6/ages 6-17. Food and boat rides for additional fee. Supports CBMM’s educational, exhibition, and boat restoration programs. 410-745-2916.  

Leukemia Cup Regatta Summer Gala & Auction. Friday, May 29th. 6:30-9:30 p.m. Annapolis Yacht Club, Annapolis. Live entertainment, local cuisine, and three drink tickets. $95/person. Public welcome. VIP tickets available (includes food and top-shelf liquor). 443-471-1620.

Treasure the Chesapeake Celebration. Friday, May 29th. 7-10 p.m. Annapolis Marriott Waterfront Hotel. Fresh-shucked oysters and other fare, open bar, casino games, dancing, silent auction, and more. $100/person. Benefits Chesapeake Bay Trust. 410-974-2941 x107.

Leukemia Cup Regatta Rock the Dock for a Cure Party. Saturday, May 30th. 4-7 p.m. Eastport Yacht Club, Annapolis. Live music with the Dan Haas Band. $20/general admission; $50/VIP (includes BBQ dinner and all-you-can-drink!). Public welcome. 443-471-1620.


TWIN Awards Dinner-30th Anniversary Celebration. Thursday, June 4th. The Westin Annapolis. Cocktail hour, dinner, and awards presentation. $75. Supports YWCA of Annapolis & Anne Arundel County. 410-626-7800 x106.

Celebrate 30 - A Dazzling Summer Party. Friday, June 5th. 6 p.m. Tidewater Inn, Easton. Cocktail buffet, passed hors d’oeuvres, silent auction, raffles, and live jazz performance. $175/person. Benefits Chesapeake Chamber Music. 410-819-0380.

Great Strides. Saturday, June 6th. 10 a.m. (check-in); 11 a.m. (walk time). Navy-Marine Corps Memorial Stadium, Annapolis. Family-oriented event with a 5k walk, children’s activities, food, and festivities. Benefits Cystic Fibrosis Foundation.

Chase Off Poverty. Saturday, June 6th. Saint Martin’s Ministries, Ridgely. A 5K and family fun run, with music and local vendors. Benefits Saint Martin’s Ministries. 410-634-2537 x102.

Bike MS: Chesapeake Challenge. Saturday, June 6th-Sunday, June 7th. 6 a.m.-5 p.m. Talbot County Community Center, Easton. Biking route options from 30 to 150 miles. All meals, snacks and drinks included. $40 registration fee; $300 fundraising minimum. Benefits multiple sclerosis outreach, advocacy, and research. 443-641-1207.

Annapolis Arts Crafts & Wine Festival. Saturday, June 6th-Sunday, June 7th. 10 a.m.-6 p.m. Saturday; 10 a.m.-5 p.m. Sunday. Navy-Marine Corps Memorial Stadium, Annapolis. Craft vendors, wine samples, food, live music, and family-friendly activities. $30/wine tasting ticket; $8/non-tasting ticket; $5 youth ticket (ages 12-18); FREE/children ages 12 and under. 410-263-4012.

Secret Garden Tour. Saturday, June 6th-Sunday, June 7th. Noon-5 p.m. Hammond-Harwood House, Annapolis. See dazzling gardens on this tour through downtown Annapolis. $40/non-member; $35/member. 410-263-4683.

Bands in the Sand. Saturday, June 13th. 5-10:30 p.m. Philip Merrill Environmental Center, Annapolis. A beach party by the Chesapeake Bay with an all-you-can-eat buffet, complimentary beer, wine, cocktails, and non-alcoholic beverages, live music with special guest The Bacon Brothers, and more. $125/person. Benefits Chesapeake Bay Foundation’s efforts to defend and protect the Bay.

Tour, Toast, and Taste. Saturday, June 13th. 5:30-8:30 p.m. Tour of a local private estate, wine, hors d’oeuvres, and silent auction. $125 in advance; $150 at the door. Benefits Pickering Creek Audubon Center. 410-822-4903.

Every Step Counts. Saturday, June 13th. 7:30 a.m. registration; 9:30 a.m. 5K run. Anne Arundel Community College. Walk, bike, or run with post-event party, featuring food, music, games, and prizes. $35/advanced registration (5K run); $40/event day registration (5K run); FREE/walkers and bikers. Benefits Bello Machre and supports people with developmental disabilities.

Girlfriends’ Flower Power Party. Wednesday, June 17th. 6-9 p.m. William Paca House and Gardens, Annapolis. Complimentary “Pacatinis,” food samplings from the area’s finest caterers, and shopping at the boutique marketplace. Benefits Historic Annapolis. $50/general admission; $150/VIP (includes swag bag and 5 p.m. admission). Tickets on sale May 1st.

Eastport-a-Rockin’. Saturday, June 20th. 11 a.m.-8 p.m. Back Creek and Second Street, Eastport. Local music festival with food, drinks, and vendors. $15 in advance; $20 at the door. VIP tickets available (includes complimentary beer, T-shirt, cup, reserved seating, and more). Supports local causes. 410-916-5500.

Annual Links Challenge. Monday, June 22nd. 8 a.m. Crofton Country Club, Crofton. $135/individual; $500/foursome. Benefits OBI and supports adults with developmental disabilities. 410-787-0700.

What’s Up? Best Of Party. “Sailor’s Delight, Winners Tonight.” Thursday, June 25th. 6-9 p.m. Loews Annapolis Hotel. Food and drink samples from local restaurants, giveaways from area businesses, award presentation, live entertainment, prizes, silent auction to benefit local charities, and more. Wear your best sailing whites! After party at Baroak Cookhouse and Taproom at Loews. $65/advance; $80/door. 410-266-6287.

Fundraiser for the Saint Martin’s House Employment and Education Assistance Fund. Saturday, June 27th. Selcouth Sporthorses, LLC, Chestertown. Featuring the photographic artwork of Steve Hamilton, owner of Thinkology Photography. Benefits Saint Martin’s Ministries. 410-634-2537 x102.


Big Band Night. Saturday, July 4th. 7-10 p.m. Chesapeake Bay Maritime Museum, St. Michaels. Two vocalists perform with the Shades of Blue Orchestra. St. Michaels fireworks to follow. Food, ice cream, and non-alcoholic beverages available for purchase. Sponsored by Eastern Shore Tents & Events. $5/members; $10/non-members; $2/after 8:45 p.m.; free/children under six. Benefits Chesapeake Bay Maritime Museum. 410-745-2916.
Taste of Cambridge Crab Cook-Off. Saturday, July 11th. 5-10 p.m. Race Street and Poplar Street, Cambridge. Local restaurants submit various crab dishes to be judged by panel and attendees. Live music, kids’ activities, vendors, and more. FREE/general admission; $30/tasting ticket. Supports Cambridge Main Street and downtown revitalization. 443-477-0843.

Plein Air Competition & Arts Festival’s Collectors’ Preview Party. Friday, July 17th. 7-9 p.m. Academy Art Museum and Waterfowl Festival Building, Easton. Wine, food, meet the artists, and view their competition pieces. $150 (redeemable against the purchase of paintings). 410-822-7297.


Rotary Club of Annapolis’ Crab Feast. Friday, Aug. 7th. 5-8 p.m. Navy-Marine Corps Memorial Stadium, Annapolis. All-you-can-eat (and drink!) crab feast with corn on the cob, beef barbeque sandwiches, hot dogs, watermelon, draft beer, sodas, bake sale, and more. $65/adults, $20/ages 3 to 12, FREE/children under 3. $130/preferred dining; $75/at the door. Benefits local community and cultural organizations. 1-877-333-9667.

Rescue Fire Company Seafood Feast-I-Val. Saturday, August 8th. 1-6 p.m. Sailwinds Park, Cambridge. All-you-can-eat seafood buffet, live music, vendors, and more. Beer available for purchase. $37/in advance; $40/at the door. Benefits Rescue Fire Company of Cambridge. 410-228-1211.

Annual Watermen’s Appreciation Day. Sunday, August 9th. 10 a.m.-5 p.m. Chesapeake Bay Maritime Museum, St. Michaels. Live music, children’s activities, celebrity appearances from the Deadliest Catch, boat docking contest, and more. Steamed crabs, other food, and drinks available for purchase. $18/non-members adult; $10/member adult and licensed watermen adult; $8/ages 6-17; $6/member child and licensed watermen child; free for ages 5 and younger. Boat rides at an additional cost. Benefits CBMM and Talbot County Watermen’s Association. 410-745-2916.

12-Ounce Regatta. Saturday, August 15th. Eastport Democratic Club, Annapolis. Beer can model boat race with awards presentation to follow. Food, drink, and raffle tickets available for purchase. Advance registration recommended for race participants. Benefits Annapolis Community Boating and other charities. 410-533-1542.

Kegs and Corks Craft Beer and Maryland Wine Festival. Saturday, August 15th. Noon-6 p.m. Anne Arundel County Fairgrounds, Crownsville. Unlimited samples of beer and wine, live music, and vendors. Food available for purchase. $35/adult in advance; $40/adult at the door; $30/with military ID; $15/designated driver and ages 13-21 (in advance); $20/designated driver and ages 13-21 (at the door); FREE/children 12 and under (with paying adult). 410-739-6943.

The Boatyard Bar & Grill’s CRAB Regatta. Saturday, August 22nd. Eastport Yacht Club, Annapolis. A non-spinnaker, pursuit start (reverse handicap) race. Party (from 5-8 p.m.) to follow with live music by Misspent Youth. $55/race entry; $5/party ticket in advance; $10/party ticket at the door. Food and drink tickets sold separately at party. Benefits CRAB (Chesapeake Region Accessible Boating). 410-266-5722.

Music on the Miles. Saturday, August 29th. Miles River Yacht Club, St. Michaels. Local food, drinks, and live music. Benefits Saint Martin’s Ministries. 410-634-2537 x102.

La Fiesta “The Party Of the Summer.” Saturday, August 29th. 6-10 p.m. Homestead Gardens, Davidsonville. Live music with Trio Caliente, food from eight area restaurants, and live and silent auctions. $100/person. Benefits Annapolis Wellness House. 410-990-0941.

Festival of Trees Drag Race. Sunday, August 30th. 3-6 p.m. Along Harrison Street, Easton. A race in heels by local men, with various prizes awarded to runners. Non-ticketed event. Benefits Talbot Hospice Foundation. 410-819-3378.


Arts Alive Gala. Friday, September 11th. 6-11 p.m. Maryland Hall for the Creative Arts, Annapolis. Food, wine, and live and silent auctions. $150/person. 410-263-5544.

Boating Party Fundraising Gala. Saturday, September 12th. 5:30-10 p.m. Chesapeake Bay Maritime Museum, St. Michaels. Cocktails, dinner, and dancing on Navy Point. For more information, contact

Taste of the Sassafras. Sunday, September 13th. Kitty Knight House, Georgetown. Enjoy tastings from local restaurants. Ticket price TBD. Benefits local nonprofit organizations.
The Taste of the Chesapeake Gala. Tuesday, September 15th. 5:30-9 p.m. Rooftop Conference Center in the Belcher Pavilion at Anne Arundel Medical Center, Annapolis. Local food, drinks, live music, and environmental awards presentation – all to celebrate the Bay! $125/nonmembers; $100/members. 443-949-0575.

Bello Machre Golf Tournament. Wednesday, September 16th. 10 a.m. shotgun start; 3 p.m. (dinner and awards). Queenstown Harbor Golf Course, Queenstown. Food and drinks included. $200/golfer; $800/foursome. Benefits Bello Machre and supports people with developmental disabilities. 443-702-3000.

Boatyard Beach Bash. Saturday, September 19th. 5-10 p.m. Annapolis Maritime Museum. Live music with Peter Mayer, Scott Kirby, and Brendan Mayer, along with Coral Reefers Michael Utley and Doyle Grishman, and the John Frinzi Band. Extensive grilled buffet and specialty cocktails. $65/general admission; $125/VIP (includes VIP reception from 4-6 p.m.). Proceeds support the Annapolis Maritime Museum. 410-295-0104 x4.

Hospice Cup. Saturday, September 19th. Charity sailing regatta and party. Catered dinner buffet, open bar, live music, and trophy presentation. $100/person aboard the spectator boat; $85/Shore Party admission; $50/Shore Party admission for registered sailors. Supports regional hospice bereavement care programs. 410-919-8393.

Chesapeake Bay Environmental Center’s Wet & Wild Auction. Saturday, September 19th. 6-9 p.m. CBEC’s Education and Arts Building, Grasonville. Buffet dinner catered by The Narrows Restaurant, drinks (includes cocktails, beer, and wine), and live and silent auctions. $90/person. Supports CBEC’s education and restoration programs. 410-827-6694.

Chesapeake Film Festival’s Meet the Filmmakers Luncheon. Saturday, September 19th. 11:30 a.m.-1:30 p.m. The Milestone, Easton. Interact with directors, actors, producers, writers, cinematographers, and set designers over a three-course lunch. $45/person. Benefits Chesapeake Film Festival. 410-822-3500.

Chesapeake Film Festival’s Closing Night Celebration. Sunday, September 20th. 5-7 p.m. The Bartlett Pear Inn, Easton. Meet and mingle with directors, writers, producers, and actors, while enjoying complimentary hors d’oeuvres and drinks. $50/person. Benefits Chesapeake Film Festival. 410-822-3500.

Anne Arundel Medical Center’s Golf Classic. Monday, September 28th. 9:30 a.m. shotgun start. Breakfast, lunch, cocktail buffet reception, and awards ceremony. Chartwell Golf and Country Club, Severna Park. Benefits Anne Arundel Medical Center. 443-481-4739.


Hospice of the Chesapeake’s Golf Tournament. Thursday, October 1st. Queenstown Harbor Golf Course, Queenstown. Lunch, awards, and prizes. Benefits Hospice of the Chesapeake. 410-987-2003.

Birdies for the Bay. Monday, October 5th. 10 a.m. shotgun start. Queenstown Harbor Lakes Course, Queenstown. Lunch, dinner, hole-in-one prizes, contests, raffles, and auction. $150/individual; $600/foursome. Benefits Chesapeake Bay Environmental Center’s construction of a new environmental education pavilion. 410-827-6694.

Arts Dinner & Auction. Friday, October 9th. The Chesapeake Room, Rock Hall. Local art, live auction, dinner, and more. Benefits Saint Martin’s Ministries. 410-634-2537 x102.
Party to Preserve. Saturday, October 10th. 4-7 p.m. Duvall Farm, Easton. A 25th anniversary celebration with food, drinks, and live music. Benefits Eastern Shore Land Conservancy. 410-827-9756.

Festival of Trees Fashion Show. Friday, October 16th. The Milestone, Easton. Runway style presentation of beautiful fashions and accessories from local boutiques. Benefits Talbot Hospice Foundation. 410-819-3378.

Strut & Sip for Autism. Friday, October 23rd. 6:30 p.m.-2 a.m. Paladar Latin Kitchen and Rum Bar, Annapolis. Fashion show, cocktails, live auction, dancing with DJ Chris Styles, and more. Benefits Strut & Sip for Autism Grant, which provides local children with Autism Spectrum Disorder to receive speech, equine, or occupational therapy services.

Disco Magic Gala. Friday, October 30th. Westin Annapolis Hotel. Benefits the YWCA of Annapolis & Anne Arundel County. 410-626-7800 x118.

OysterFest. Saturday, October 31st. 10 a.m.-4 p.m. Chesapeake Bay Maritime Museum, St. Michaels. Live music, retriever demonstrations, oyster stew competition, children’s activites, and much more. $15/non-member adult; $6/children ages 6-17; free/CBMM members and children ages five and under. Food and boat rides are an additional cost. Benefits CBMM. 410-745-2916.


CASAblanca: A Starry Night. Saturday, November 7th. 6-11 p.m. Westin Annapolis Hotel. Open bar, butler passed hors d’oeuvres, plated dinner, live and silent auctions, 50/50 raffle, and wishbowl raffle. $150/person. Benefits Anne Arundel County CASA, Inc. 410-267-7877.

Fish for a Cure. Saturday, November 7th. Location TBD. Fishing tournament followed by weigh-in and party with food, drinks, silent auction, dancing, and more. Supports the survivorship programs within the Geaton and DeCesaris Cancer Institute at Anne Arundel Medical Center.

Waterfowl Festival Premiere Night. Thursday, November 12th. Enjoy a tasting tour and open bar at each of the downtown galleries in Easton. Premiere Night and Weekend packages start at $175/person. Benefits Waterfowl Chesapeake, Inc. 410-822-4567.

Severn Town Club’s Annual Holly Ball. Friday, November 20th. 6-11 p.m. Westin Annapolis Hotel. Cocktail and hors d’oeuvres hour with keyboard player, dinner, open bar, dancing, live music by the Oracle Band, silent and live auctions, and 50/50 raffle. $175/person. Benefits Boys and Girls Clubs of Annapolis and Anne Arundel County, which provides a safe haven and exceptional programs year-round for more than 2,200 youth. 410-267-0817.

Celebration of Philanthropy Luncheon. Friday, November 20th. 11 a.m.-2 p.m. Loews Annapolis Hotel. Lunch and awards program honoring Anne Arundel County’s Philanthropist, Volunteer, Corporate Philanthropist, and Foundation of the Year Award recipients. $100/person. Supports Community Foundation of Anne Arundel County. 410-280-1102.

Festival of Trees Bingo. Sunday, November 22nd. Location TBD. Benefits Talbot Hospice Foundation. 410-819-3378.

Festival of Trees Preview Party. Friday, November 27th. 6-8 p.m. Tidewater Inn, Easton. First look at beautifully decorated Christmas trees, cocktails, hors d’oeuvres, live music, and raffles. Benefits Talbot Hospice Foundation. 410-819-3378.


Friends Foundation Holiday Party. Friday, December 4th. Loews Annapolis Hotel. Dinner, dancing, casino games, and more. Supports the National Brain Tumor Society.

Christmas in St. Michaels Holiday Gala. Friday, December 11th. 6:30 p.m. The Oaks Waterfront Inn, Royal Oak. Cocktails, dinner, dancing, and more. $150/person. Benefits local nonprofit organizations. 410-745-0745.

Look out for a more comprehensive calendar in our July SOURCEBOOK. Have a philanthropic event you want listed? Email our Social & Style Editor at