Assawoman Bay Tours



Leave land behind and get out onto the water at Assawoman Bay. Feel the revitalizing sea breeze tousling your hair as you appreciate those glorious views.

You'll have no end of sightseeing choices when in Maryland. Assawoman Bay is an ideal place to kick off here, but there are lots of other fine places to check out. Jolly Roger Amusement Park, Maryland Beach, and Carousel Ice Skating Rink are close to the inlet along the shoreline and and will cap off your day nicely.

Plan a trip to see Assawoman Bay

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum
DoubleTree by Hilton Hotel Laurel
InterContinental Washington D.C. - The Wharf by IHG

Popular places to visit


Best Lodging Options Near Assawoman Bay

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Fenwick Inn
Ashore Resort & Beach Club

Ashore Resort & Beach Club

3.5 out of 5
10100 Coastal Hwy, Ocean City, MD
Ashore Resort & Beach Club
Comfort Inn Gold Coast

Comfort Inn Gold Coast

2.5 out of 5
11201 Coastal Hwy, Ocean City, MD
Comfort Inn Gold Coast
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

3 out of 5
11700 Coastal Hwy, Ocean City, MD
Carousel Resort Hotel & Condominiums
Coastal Palms Inn & Suites

Coastal Palms Inn & Suites

3 out of 5
120th Street, Coastal Highway, Ocean City, MD
Coastal Palms Inn & Suites
Bonita Beach Hotel

Bonita Beach Hotel

2 out of 5
8100 Coastal Hwy, Ocean City, MD
Bonita Beach Hotel
Country Inn & Suites by Radisson, Ocean City, MD

Country Inn & Suites by Radisson, Ocean City, MD

2.5 out of 5
12303 Coastal Highway, Ocean City, MD
Country Inn & Suites by Radisson, Ocean City, MD
⭐️Brand New High End Luxury Bayside Mansion Pool⭐️

⭐️Brand New High End Luxury Bayside Mansion Pool⭐️

Ocean City
⭐️Brand New High End Luxury Bayside Mansion Pool⭐️
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Things to do near Assawoman Bay

In Assawoman Bay, Bishopville, Maryland, visitors can enjoy a variety of activities, including exploring the beach club for relaxation and fun. For a memorable experience, consider taking a dolphin cruise to see these magnificent creatures up close. Water activities abound, from kayaking to paddleboarding, while bay adventures offer opportunities for fishing and wildlife watching. Don’t forget to check local beach directions to find the perfect spot for your day in the sun.

Food and drinks

Seacrets Distilling Company offers a lively atmosphere with unique craft spirits, perfect for a fun night out. Windmill Creek Winery and Costa Ventosa Vineyard provide romantic settings, featuring local wines that complement the area's culinary delights. Explore the vibrant dining scene near Dewey Beach for an unforgettable experience.

Shopping

For a delightful shopping experience in Assawoman Bay, check out Gold Coast Mall and Ocean Plaza Mall, both just 2 miles away, offering a mix of family-friendly stores and local businesses. If you're up for a drive, Seacrets, located 3 miles away, is a must-visit for unique gifts.

Recreation

Northside Park offers a tranquil escape with lush greenery and walking trails, perfect for relaxation and wellness activities. Carousel Ice Skating Rink provides a fun-filled atmosphere for ice skating, combining sports and entertainment. For golf enthusiasts, Bayside Resort Golf Club delivers an invigorating outdoor experience with scenic views.

Adventure

Shark's Cove Marina, located 3 miles from Assawoman Bay, offers thrilling water sports for adventure seekers. For a fast-paced experience, visit Grand Prix Amusements, 6 miles away, where karting excitement awaits. Lastly, Dewey Beach Parasail, 19 miles from the bay, provides breathtaking aerial views and exhilarating parasailing adventures.

Nightlife

Experience the vibrant nightlife at Assawoman Bay. Try your luck at the Casino at Ocean Downs for exciting gaming, or enjoy family fun at Planet Maze's arcade. For a dose of culture, catch a show at Dickens Parlour Theatre, where romance and entertainment await.

Find the best attractions near Assawoman Bay

Assawoman Bay offers a variety of attractions perfect for outdoor enthusiasts and beach lovers. Explore the beautiful Maryland beaches, take a stroll along the esplanade, or visit nearby national and state parks. Don't miss the scenic Assawoman Canal, Chincoteague Bay, and Sinepuxent Bay, as well as the stunning Atlantic Ocean. With a blend of nature and culture, there's something for everyone to enjoy in this picturesque area.

  • Ocean City Boardwalk: Stretching over 3 miles, this bustling esplanade is perfect for families and couples alike. Enjoy an array of shops, restaurants, and amusement rides while taking in the vibrant atmosphere and ocean views.
  • Ocean City Beach: Just a short distance away, this beautiful beach offers soft sand and rolling waves, ideal for sunbathing, beach games, or a refreshing swim. Experience the quintessential beach vibes that make Ocean City a popular destination.
  • Roland E. Powell Convention Center: Located nearby, this versatile venue hosts various events and conferences. Its modern facilities make it a hub for business, while also offering opportunities for community engagement and entertainment.

Booking tips and Expedia advantages for Assawoman Bay

Visiting Assawoman Bay can be budget-friendly with several tips. Enjoy free entry to the bay and nearby attractions like Ocean City Boardwalk and Maryland Beach. To save on accommodation, consider visiting between November and January for lower hotel prices, and book about a month in advance for the best rates. Use Expedia to find discounted last-minute deals, especially on Tuesdays, the cheapest day to stay. Joining Expedia's One Key membership can unlock further savings, and consider bundling your hotel with flights for additional discounts.

  • The most and least expensive months on average to stay in a hotel: The hotel pricing around Assawoman Bay is moderately seasonal. The cheapest months to stay around Assawoman Bay are November to January, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
  • The best time to book a hotel: The cheapest time to book a hotel around Assawoman Bay is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Assawoman Bay is Tuesday. The most expensive day to stay around Assawoman Bay is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool lets you tailor your search based on your budget, desired location, and other preferences. You can easily arrange the results to display the lowest prices first, helping you find the most affordable hotels. Additionally, you have the option to refine your search by hotel type; for instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel stay at Assawoman Bay with your flights and activities when you book an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

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