Entertainment & Events
Thinking about staying with us at Madison Resort, or maybe you’re excited for your upcoming stay?
Well we’ve got the best complimentary amenity in Cape May County.. Our Live Entertainment schedule is second to none!
Enjoy Weekend Poolside DJ entertainment, Huge Touring Band Acts and our Signature end of the season Paradise Island Luau. There’s always something fun going on. At Madison you’re not just down the shore, you’re on vacation!
GIRLFRIENDS’ WEEKEND – SPECIAL HOLIDAY EDITION
December 12th – 14th, 2025
A new Girlfriends Weekend is coming, and it’s all about holiday magic with your besties!
Take a break from the stress of the holidays and spend some time enjoying the season, soaking in the sights and making your own special memories with your favorite ladies. Our Holiday Girlfriends’ Weekend getaway can be your holiday gift to each other!
Enjoy a take home welcome bag, dinner at MudHen Brewing Co, shopping in picturesque Cape May, a Christmans Candlelight House tour, daily breakfast buffets, and more!
Nothing is more festive than Christmas time at MudHen Brewing and throughout Cape May! Our Girlfriends’ Weekends SELL OUT quickly so book your room now! Learn more
NEW YEAR’S EVE
December 31, 2025
Cost: $309 per couple
Celebrate New Year’s Eve with an unforgettable night at our sister property, Harry’s Ocean Bar & Grille in Cape May at our ALL THAT GLITTERS New Years Eve party, and make it an extra special celebration with an overnight stay with us in Widlwood Crest!
We will shuttle you from Wildwood Crest over to Cape May to party the night away at Harry’s, and then we’ll be there to bring you back to the resort at the end of the night No driving worries, no parking hassles, feel like a VIP as you say out with the old and in with the new year! Kick off 2026 in style.
Weekend Poolside Entertainment
Memorial Day – Labor Day 2026
Friday and Saturday afternoons are for poolside vibes! The region’s top DJs will be spinning live at the Ocean Tower pool, while guests at our Royal Tower pool will get the same great tunes pumped in through our state of the art speaker system. This is free for our hotel guests, included with your room. We’ll see you poolside!
POOLSIDE YOGA ON TUESDAY MORNINGS
Tuesdays from June 16 – August 31, 2026 — 8am – 9am
Start your morning with sun salutations and ocean breezes! Join us for yoga on the pool deck at the Ocean Tower every Tuesday between June 16 and August 31, 2026 at 8am. Stretch, breathe, and flow in a serene setting. Whether you’re a seasoned yogi or just starting out, this all-levels class is the perfect way to awaken your body and mind. Bring your yoga mat get ready to savasana under the sun. (This is a complimentary class. Resort guests only.)
FAMILY-FRIENDLY ENTERTAINMENT AT THE ROYAL TOWER POOL
Wednesdays from June 25 – September 3, 2026 — Dusk
Bring the kids, or feel like a kid again, and enjoy family-friendly entertainment at the Royal Tower pool every Wednesday evening between June 25 and September 3, 2026 at dusk. Hang out in the heated pool or lounge in the chairs around the patio. Bring your favorite viewing snacks or stop by Twist & Spoon for some sweet treats. Here’s your reason to take a break from the Boardwalk for a night and relax under the stars. (Resort guests only. Wristband required to enter the pool area.)
BAREFOOT COUNTRY MUSIC FESTIVAL 2026
June 18 – June 21, 2026
Make Madison your Barefoot Country Music Festival HQ for 2026! Enjoy private, guest-only poolside performances by Grammy-winning songwriters (including the writer behind “Chicken Fried”) plus a show from fan-favorite, Triple Rail Turn.
Let our shuttle take you back and forth to the festival. Chill out at night after the concert at our firepits. Grab breakfast or lunch at our on-site restaurant, Vinyl by Madison. Get a custom, limited edition Madison Country T-shirt and more. Don’t forget, we are just steps from the beach and we’ll provide your beach chairs and an umbrella. You just need to pack your cowboy boots and outfits for theme nights, and let us take care of the rest!
Book 3+ nights and save 10% on your stay with Promo Code: BAREFOOT26 OR Book 4+ nights and save 15% PLUS get a $25 per room per day credit to Vinyl with Promo Code: BAREFOOT15.
That’s a deal any legit cowboy or cowgirl would love! You don’t want to miss this weekend with us!
This weekend WILL sell out – book now and be part of the PARTY! NO ONE does Barefoot like Madison Resort!
Online only. This offer is only available through madisonresortwildwoodcrest.com. Cannot be combined with any other offers. New bookings only. Discounts applicable on stays of 3 days or longer between June 18th and June 21st, 2026.
Dining Under The Stars – Taste of Italy
Wednesday, June 24, 2026
Wednesday, July 22, 2026
Wednesday, August 19, 2026
Enhance your stay with an elegant dinner under the stars on our beautiful patio. Enjoy a chef-prepared, Italian meal and live music to celebrate your summer getaway. Create one-of-kind memories by sharing moments with special friends and family. The menu includes classics such as an antipasti table, shrimp scampi, chicken marsala, pasta, broccoli rabe and more. Of course there will be sweets to end the dinner.
PARADISE ISLAND LUAU – SIGNATURE EVENT
Tuesday, August 25th, 2026
Show: 7pm – 10pm
Back by VERY popular demand, our Signature Island Luau is returning for the 3rd annual performance. This show features the #1, most authentic and interactive experience on the entire east coast! Get an up close and person chance to see traditional Polynesian dancers, Tahitian drummers and Samoan fire knife warriors. You may even get to be part of the show!
Our Luau is EXCLUSIVELY for resort guests and is complimentary with your stay. The performance will take place on the patio at the Ocean Tower.
Add our Polynesian Island Buffet to your stay for an additional fee! The buffet will include an amazing array of items such as: pulled pork, grilled chicken and fish, fresh fruit, sweet potatoes, salads and more. When you’re booking your room online simply select the Luau buffet add-on.
Adults: $59.99, Children (3-12:) $39.99, Children under 3: free
