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Learn More About the Eastern Shore of Maryland and Chesapeake Bay

Sandaway Suites & Beach Blog for Traveling to Oxford, Maryland

Helpful advice and information for planning a Maryland vacation is found in our travel blog. Discover why Sandaway Suites & Beach has an ideal location for exploring the Eastern Shore and Chesapeake Bay. 

Sandaway Suites & Beach Blog - Travel Tips and Advice for Eastern Shore of Maryland Vacations

<h1 data-path-to-node="4">Oxford &amp; Sandaway Named a "Top 7" Chesapeake Bay Destination</h1>
We are honored to announce that WorldAtlas has officially named Oxford one of the <a class="ng-star-inserted" href="https://www.worldatlas.com/cities/7-perfect-destinations-for-a-long-weekend-in-chesapeake-bay.html" target="_blank" rel="noopener" data-hveid="0" data-ved="0CAAQ_4QMahgKEwipuau_p4STAxUAAAAAHQAAAAAQowk">7 Perfect Destinations for a Long Weekend in Chesapeake Bay</a>.
As a third-generation family business, we&rsquo;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&rsquo;s 18th-century charm and our "soft, waterfront views" offer a saner pace of life that travelers are craving in 2026.
<h2 data-path-to-node="7">The Best of the Bay: A Regional Summary</h2>
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:
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St. Michaels, MD: Known as the "town that fooled the British," it&rsquo;s home to the Chesapeake Bay Maritime Museum and the iconic Inn at Perry Cabin. It&rsquo;s just a short trip from Sandaway via the Bellevue ferry!
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Easton, MD: Our neighbor and a true cultural heartbeat. It&rsquo;s famous for the Avalon Theatre and Plein Air Easton (the nation&rsquo;s largest juried painting competition).
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Annapolis, MD: The vibrant state capital featuring the U.S. Naval Academy and some of the most walkable historic streets in America.
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Havre de Grace, MD: Located where the Susquehanna meets the Bay, it&rsquo;s a haven for history lovers and home to the famous Concord Point Lighthouse.
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North Beach, MD: A western shore gem with a classic boardwalk and a half-mile pier perfect for sunrise views.
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Irvington, VA: A "foodie" destination in Virginia&rsquo;s coastal region, featuring the historic Tides Inn and the Steamboat Era Museum.
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<h2 data-path-to-node="10">Why Oxford is the "Hidden Gem" of the List</h2>
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.
<h2 data-path-to-node="13">The Sandaway Experience</h2>
WorldAtlas specifically recommends Sandaway Suites &amp; Beach&nbsp;- "Note that Sandaway Suites &amp; Beach offers comfortable cottages and soft, waterfront views, making it an ideal place to stay."
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Waterfront Privacy: Our "soft, waterfront views" provide a restorative setting.
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Boutique Accommodations: Comfortable cottages and suites designed for couples and adults seeking a quiet retreat.
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Central Location: We are the perfect home base for exploring the galleries of Easton or the shops of St. Michaels.
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<h2 data-path-to-node="16">Plan Your 2026 Chesapeake Escape</h2>
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.

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.

WorldAtlas names Oxford & Sandaway Suites among the best Chesapeake Bay long weekend destinations for 2026. Explore the best of St. Michaels, Easton, and Annapolis from our waterfront retreat.

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

7 Perfect Chesapeake Bay Weekend Getaways: Oxford & Sandaway Featured

<h1 data-path-to-node="9">The Art of the Shore: Experience Paint Oxford at Sandaway Suites &amp; Beach</h1>
Oxford, Maryland, is a tiny town with a huge personality. Surrounded by water on three sides and steeped in colonial charm, it remains a picturesque escape that has consistently retained its historic character. This July 10-19, that charm takes center stage as we welcome Plein Air Easton&mdash;the largest and most prestigious juried painting competition in the United States.
As an Official Art Lover Sponsor, Sandaway Suites &amp; Beach is thrilled to be a hospitality hub for Paint Oxford on July 12, a highlight of the festival that brings the world&rsquo;s most accomplished artists right to our doorstep.
<h2 data-path-to-node="12">A Sanctuary for Artists: The "Easel-as-Pass" Experience</h2>
At Sandaway, we believe the best way to see the Tred Avon River is through the eyes of an artist. To support the 58 elite juried artists selected from around the globe, we are opening our 2.5-acre estate as a dedicated sanctuary for creativity.
Your Easel is Your Beach Pass Any juried Plein Air Easton artist enjoys exclusive, complimentary access to our private beach and waterfront lawn. This provides a front-row seat to the dramatic light of the Tred Avon&mdash;the ultimate canvas for any painter. Please contact Ben at 410-829-4204 to reserve a slot from July 10-19.
Official Sunset Quick Draw Practice Sandaway is the waterfront location for plein air artists to practice their "Quick Draw" technique. Two hours before the sun dips below the horizon, our shoreline becomes a living gallery.
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Juried Artists: No reservation required.
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Visiting Artists: We have a limited number of spots open to visiting artists who will compete in the Plein Air Easton Quick Draw Competition on Saturday, July 18. If you would like to paint at Sandaway during Plein Air Easton (July 10-19), please contact Ben at 410-829-4204 to reserve your time slot.
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The Artist Welcome Center We are proud to serve as a home base for competition artists. During Paint Oxford on July 12, we provide a Grab &amp; Go Breakfast bag station featuring fresh coffee and high-energy snacks to fuel the day&rsquo;s work. Artists also have full access to our facilities, bottled water, and snack refills so they can stay focused on their vision.
<h2 data-path-to-node="18">A Weekend for Art Lovers</h2>
Whether you are a seasoned collector or a curious traveler, Paint Oxford offers an immersive way to experience the Eastern Shore.
Explore the Town Oxford remains a beautifully walkable town. Wander the streets to see artists at work, then stop by the Scottish Highland Creamery for what TripAdvisor calls some of the best ice cream in the country. We are located just 8 miles from Easton and 7 miles from St. Michaels&mdash;if you take the Oxford-Bellevue Ferry, the oldest private ferry in the nation.
The Main Event: Exhibit and Sale On Sunday, July 12th, join the community at the Oxford Community Center (200 Oxford Road) from 5:00 pm &ndash; 6:30 pm. This exhibit and sale is the perfect capstone to the weekend, featuring the incredible works produced right here in town. Admission is free and open to the public.
Stay with Us Experience the festival like an insider. Art lovers attending Plein Air Easton receive 10% OFF their hotel stays at Sandaway.
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To Book: Call 1-888-SANDAWAY or visit sandaway.com and use promo code: SAVE10.
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If you are just visiting for Paint Oxford, please sign in at our office upon arrival to receive a complimentary Lawn &amp; Beach Pass. This allows you to explore our grounds, watch the artists capture Oxford's beauty, and get a firsthand look at our premier wedding and event venue spaces.
<h2 data-path-to-node="25">Plan Your Visit</h2>
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Paint Oxford Exhibit: Sunday, July 12 | 5:00 pm &ndash; 6:30 pm | Oxford Community Center
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Sandaway Art Lover Special: Use promo code SAVE10 at sandaway.com for 10% off your stay.
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Daily Artist Access: Juried Artist "Easel Access" on the Sandaway Beach 2 hours before sunset, July 10-19. Other times can be arranged daily by contacting Ben at 410-829-4204. (Yes, we have a few slots daily for non-juried artists as well!)
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Come witness the beauty of the outdoors captured in real-time and see why Sandaway&rsquo;s waterfront lawn is the ultimate inspiration for the world's best painters.

The Annual Paint Oxford Experience

Experience the magic of Plein Air Easton at Sandaway Suites & Beach! From July 10–19, we are proud to serve as an Official Art Lover Sponsor and the premier hospitality hub for Paint Oxford. Whether you’re a juried artist looking for the perfect sunset "Easel Pass" on our private beach or an art lover seeking a front-row seat to the creative process, Sandaway offers a front-row seat to the country's most prestigious painting competition. Join us for a weekend of colonial charm, waterfront inspiration, and exclusive festival perks.

Experience Paint Oxford and Plein Air Easton at Sandaway Suites & Beach. Enjoy art lover discounts, artist hospitality, and sunset views in Oxford, MD.

Plein-Air-Easton