Boardwalk Hotel Group

Ocean City, MD shines in the fall, and the oceanside events peppered throughout the weekends in October, November, and December are so great, you’ll want to build a whole weekend around them. Thankfully, you can stay close by, at Boardwalk Hotel Group hotels, including the Howard Johnson® By Wyndham Oceanfront Plaza Hotel on 12th Street, the Days Inn® By Wyndham Oceanfront at 23rd Street. If you’re wondering where to stay for Sunfest, OCtoberfest, or the Ocean City Running Festival, you’ve found the right place! 

Spend Your Fall Break with Boardwalk Hotel Group in Ocean City, MD

When you book at the Howard Johnson® By Wyndham Oceanfront Plaza Hotel or the Days Inn® By Wyndham Oceanfront, you’ll be directly on the water, where you can maximize your time. Whether you’re watching the sunrise on the waves each morning, strolling in the sand, or walking directly to your next event, staying with Boardwalk Hotel Group in OCMD gives you the easiest access in the best location, as well as a comfortable hotel room. 

Sunfest
October 22-25, 2026 | Thurs-Sat: 10AM – 7 PM and Sun: 10 AM – 6 PM
Inlet Parking Lot and Boardwalk
Enjoy the annual end-of-summer festival in OCMD! With activities ranging from live music, an annual pet parade, beach yoga, tractor rides on the beach, a Jeep parade, and vendors, there is fun in the sun all weekend long. 

Wine on the Beach 2026
October 23–24, 2026 | 11:00 AM–7:00 PM
809 S. Atlantic Ave., Ocean City, MD 21842
Held as part of Sunfest weekend, Wine on the Beach features regional wines in a fun, oceanfront atmosphere. 

Shore Craft Beer’s OCtoberfest
October 24, 2026 | 12:30–4:30 PM VIP; 1:30–4:30 PM General Admission
13 St. Louis Ave., Ocean City, MD 21842
Oktoberfest meets the beach in this waterfront event that lets you taste craft beverages from across the Shore paired with live music and delicious food. 

OC RV & Van Lifestyle Show
October 29–November 1, 2026 | Thursday 12:00–7:00 PM; Friday 11:00 AM–7:00 PM; Saturday 9:00 AM–7:00 PM; Sunday 9:00 AM–4:00 PM
Roland E. Powell Convention Center, 4001 Coastal Highway, Ocean City, MD 21842
Take the whole family to check out hundreds of RVs and custom vans at this four-day lifestyle show. 

Bronco Beach Bash OCMD
October 30–November 1, 2026 | Various times throughout the weekend
Roland E. Powell Convention Center, 4001 Coastal Highway, Ocean City, MD 21842
Ford Bronco fans can cruise the beach or tackle the sand obstacle course at this event. 

Ocean City Running Festival
November 14, 2026 | Starting at 7:00 AM
809 S. Atlantic Ave., Ocean City, MD 21842
Runners can choose from a marathon, half-marathon, 8K, or 5K featuring scenic routes along the Ocean City Boardwalk, West Ocean City, and Assateague Island.

Winterfest of Lights
November 19, 2026–January 2, 2027 | 5:30–9:30 PM
200 125th St., Ocean City, MD 21842

Get a head start on the holiday season at Winterfest of Lights in Northside Park, featuring a 50-foot Christmas tree, grand holiday displays, and seasonal activities. 

Find all the amenities you’re looking for at Boardwalk Hotel Group, plus our on-site or nearby dining recommendations. 

Looking for a fall 2026 hotel package in OCMD? We’ve got those, and a truly great weekend away waiting for you in Ocean City, MD. Book your fall adventure today!