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Oxford

Dive into the charm of Oxford, MD, where quaint streets meet the shimmering waters of the Tred Avon River! Stroll past adorable shops, feast on fresh seafood, and bask in golden sunsets on the docks. Delight in leisurely boat rides or take a bike along scenic trails—this hidden gem promises relaxation and coastal fun in every corner!

Recommendations

Landmark4.7/5

Oxford Community Center

Nestled in the heart of Oxford, the Oxford Community Center showcases local art and hosts vibrant events, making it a cultural hub that captures the town's charm and spirit, inviting visitors to explore its unique offerings.

Culture4.6/5

Oxford Museum

Nestled in the charming town of Oxford, the Oxford Museum showcases the rich maritime history and timeless beauty of the Chesapeake Bay, making it an enchanting stop for history enthusiasts and curious travelers alike.

Landmark4.6/5

Tred Avon Yacht Club

Nestled along the picturesque Chesapeake Bay, Tred Avon Yacht Club offers a charming blend of nautical tradition, stunning waterfront views, and a vibrant community, making it a must-visit destination for sailing enthusiasts and relaxation seekers alike.

Landmark4.8/5

Oxford Bellevue Ferry

The Oxford Bellevue Ferry offers a charming, historic crossing over the Tred Avon River, providing breathtaking views and a unique blend of scenic beauty and maritime tradition, making it a must-visit destination in Oxford, MD.

Outdoor

Otwell Woodland Preserve

Discover the serene beauty of Otwell Woodland Preserve, where lush trails wind through tranquil forests, offering a perfect escape for nature lovers and outdoor enthusiasts alike, right in Oxford, MD.

Landmark4.5/5

Safe Harbor Oxford

Outdoor4.8/5

Oxford Town Park

Landmark

Oxford Strand Beach

Outdoor4.3/5

Tred Avon River

Culture4.6/5

The Water's Edge Museum

Culture

Old Customs House

Eat$$$4.5/5

Doc's Sunset Grille

Eat$$$4.1/5

Capsize OXMD

Eat4.3/5

The Masthead At Pier Street Marina

Eat$$$4.5/5

Latitude 38

Eat$$$4.8/5

Scottish Highland Creamery

Cafe4.8/5

Oxford Social Cafe

Things To Do
Provided by

30 mins

Private Photo Session with a Local Photographer in Cambridge

Want to capture your amazing honeymoon? Family vacation while the kids are still little? Your perfect couples retreat from everyday busy life? A solo trip without asking strangers to take pictures of you? Stop searching, we got you here! We are the largest network of local vacation photographers in the world! Besides Cambridge, we operate in over 700 destinations worldwide! We always make sure that every special moment of each client is captured well. We believe in our service and quality of our photos so much that we even offer a 100% money back satisfaction guarantee for your photo shoot. Which means, if you don’t like the result of your photo shoot, you can contact us within 7 days and claim your money back! So what are you waiting for? Become one of our hundreds of happy customers by treating yourself to this special experience! Your family and friends will love the result too!

$293.92

2 h

Private Family Heritage Walking Tour in Cambridge

This private family heritage walking tour reveals Cambridge through centuries of academic civilization and cultural legacy. You will explore the historic Old Town shaped by Medieval scholarship and Classical architecture. Ancient colleges and elegant courtyards reflect timeless architectural influence. What stories of discovery and tradition shaped one of the world’s most respected academic cities? Historic pathways and cultural landmarks reveal stories older than the United States. Families will feel surrounded by heritage, knowledge, and architectural beauty. Medieval buildings showcase the transformation of Cambridge through generations of scholars and innovation. Each step uncovers traditions that continue to influence global culture and education. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

$529.00

Funfull FunPass - Delmarva

Unlock a year of unlimited fun with Funfull’s Delmarva FunPass! This isn’t just a discount—it’s your family’s ticket to adventure all year long. With one low price, you’ll enjoy daily visits to dozens of the best local attractions, including Altitude Trampoline Park, bowling alleys, mini golf, play centers, arcades, and more. And to make it even better, every FunPass comes with one free movie ticket each month, redeemable at Regal Cinemas—an extra $150+ value over the year! Traveling? Your FunPass goes with you. Your membership isn’t limited to Maryland’s Eastern Shore. As Funfull rapidly expands across the United States, your pass is accepted at hundreds of partner locations nationwide. That means whether you’re at home or on vacation, you’ll always have access to family fun—without paying extra. Why pay full price for one visit when you can unlock a full year of fun for less than the cost of a family night out? Join Funfull today and start making memories that last all year long.

$199.99

8760 h

Funfull Family Package Delmarva

Unlock a year of unlimited fun with Funfull’s Delmarva FunPass! This isn’t just a discount—it’s your family’s ticket to adventure all year long. With one low price, you’ll enjoy daily visits to dozens of the best local attractions, including Altitude Trampoline Park, bowling alleys, mini golf, play centers, arcades, and more. And to make it even better, every FunPass comes with one free movie ticket each month, redeemable at Regal Cinemas or Cinemark! Traveling? Your FunPass goes with you. Your membership isn’t limited to Delmarva. As Funfull rapidly expands across the United States, your pass is accepted at thousands of partner locations nationwide. That means whether you’re at home or on vacation, you’ll always have access to family fun—without paying extra. Why pay full price for one visit when you can unlock a full year of fun? Join Funfull today and start making memories that last all year long.

$699.99

8 h

Day on the Bay Cruise from Annapolis to St Michaels

Set sail across the scenic Chesapeake Bay to the charming village of St. Michaels, where travelers can immerse themselves in local culture, fresh seafood dining, boutique shops, and historic sites. Guests enjoy a complimentary non-alcoholic beverage during the cruise before spending around three hours ashore exploring the town before the return journey to Annapolis. Admission to the Chesapeake Bay Maritime Museum is included, making this sightseeing day trip an ideal way to experience Maryland's rich maritime history.