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Oxford & Sandaway: The Heart of the Chesapeake’s Best Weekend Getaways

The secret is out! We are thrilled to announce that WorldAtlas has officially named Oxford, Maryland, one of the "7 Perfect Destinations for a Long Weekend in Chesapeake Bay." As the 2026 travel season picks up speed, travelers are increasingly seeking out "slow travel" experiences that prioritize history, tranquility, and authentic local charm. While the Bay is home to iconic stops like Annapolis, St. Michaels, and Easton, WorldAtlas specifically highlighted Oxford’s 18th-century architecture and the "soft, waterfront views" here at Sandaway Suites & Beach as the ultimate restorative escape. Whether you're planning a multi-stop "Bay Loop" or looking for a quiet boutique retreat, read on to see why our corner of the Eastern Shore is a must-visit destination this year.

Oxford & Sandaway Named a "Top 7" Chesapeake Bay Destination

We are honored to announce that WorldAtlas has officially named Oxford one of the 7 Perfect Destinations for a Long Weekend in Chesapeake Bay.

As a third-generation family business, we’ve always felt that Sandaway's location in Oxford, near St. Michaels and Easton represents the very best of the Eastern Shore. This latest feature highlights how Oxford’s 18th-century charm and our "soft, waterfront views" offer a saner pace of life that travelers are craving in 2026.

The Best of the Bay: A Regional Summary

While we are partial to the quiet streets of Oxford, the WorldAtlas article highlights why the entire Chesapeake region is a world-class destination. If you are planning a multi-city "Bay Loop," here is a summary of the other top-rated stops:

  • St. Michaels, MD: Known as the "town that fooled the British," it’s home to the Chesapeake Bay Maritime Museum and the iconic Inn at Perry Cabin. It’s just a short trip from Sandaway via the Bellevue ferry!

  • Easton, MD: Our neighbor and a true cultural heartbeat. It’s famous for the Avalon Theatre and Plein Air Easton (the nation’s largest juried painting competition).

  • Annapolis, MD: The vibrant state capital featuring the U.S. Naval Academy and some of the most walkable historic streets in America.

  • Havre de Grace, MD: Located where the Susquehanna meets the Bay, it’s a haven for history lovers and home to the famous Concord Point Lighthouse.

  • North Beach, MD: A western shore gem with a classic boardwalk and a half-mile pier perfect for sunrise views.

  • Irvington, VA: A "foodie" destination in Virginia’s coastal region, featuring the historic Tides Inn and the Steamboat Era Museum.

Why Oxford is the "Hidden Gem" of the List

While towns like Annapolis and St. Michaels offer hustle and bustle, WorldAtlas points out that Oxford allows you to "travel back in time."

From the Robert Morris Inn (built in 1710) to the Oxford-Bellevue Ferry (one of the oldest private ferries in the U.S.), Oxford is for the traveler who wants to trade crowds for picket fences and "tongue-tingling" treats like those found at the Scottish Highland Creamery.

The Sandaway Experience

WorldAtlas specifically recommends Sandaway Suites & Beach - "Note that Sandaway Suites & Beach offers comfortable cottages and soft, waterfront views, making it an ideal place to stay."

  • Waterfront Privacy: Our "soft, waterfront views" provide a restorative setting.

  • Boutique Accommodations: Comfortable cottages and suites designed for couples and adults seeking a quiet retreat.

  • Central Location: We are the perfect home base for exploring the galleries of Easton or the shops of St. Michaels.

Plan Your 2026 Chesapeake Escape

Whether you are visiting for the Plein Air Easton festival in July or looking for a crisp autumn weekend of "bird-watching and ospreys," the Bay is calling.

With 2026 bookings pacing at record highs, we recommend securing your waterfront suite early to experience the "memorably therapeutic" atmosphere of Oxford.


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