There’s something truly special about the Chesapeake Bay during the holiday season. The crisp winter air, quiet water views, and warm glow of fireplaces make it one of the coziest destinations for a December escape. If you’ve been dreaming of a peaceful retreat, romantic weekend, or festive family trip, Tacaro Estate offers the perfect setting for your holiday getaway.
Located in Tracy’s Landing, Maryland, our historic inn is an easy drive from Washington, D.C., Baltimore, and Annapolis, but feels worlds away from the holiday rush.
Why Plan a Holiday Trip to the Chesapeake Bay?
The Chesapeake Bay region offers a slower pace and a beautiful natural backdrop year-round, but it truly shines in the winter months. While summer may be high season, the holidays bring a different kind of magic, quieter towns, cozy cafes, and fewer crowds.
Tacaro guests enjoy the benefits of a boutique stay without sacrificing any seasonal charm. Stroll through historic downtowns like North Beach and Chesapeake Beach where shops are decked out in holiday lights. Grab hot cocoa, walk the decorated boardwalk, and take in the peacefulness of the bay in winter.
Holiday Comfort at Tacaro Estate
Tacaro Estate offers all the charm of a historic Chesapeake Bay inn with the comforts of a curated, luxury stay. Guests can choose from uniquely decorated suites, each with its own character, some with fireplaces, private terraces, clawfoot tubs, and stunning views of the surrounding woodlands and water.
In December, the entire mansion transforms for the holidays.Tacaro decorates every year with twinkling lights, garlands, seasonal breakfast options, and warm hospitality. Whether you’re sipping mulled cider in the parlor or enjoying a quiet morning on your suite’s terrace with a blanket and coffee, Tacaro becomes a home away from home.
Planning a couple’s getaway? Many of our guests use December as a chance to slow down and reconnect before the new year. Several suites are ideal for romantic escapes, with soft lighting, plush beds, and intimate touches. For families, we offer multi-room suite options and enough space to gather comfortably without feeling crowded.
Nearby Winter Activities and Attractions
There’s no shortage of things to do near Tacaro in the winter. Enjoy peaceful hikes at Jug Bay Wetlands Sanctuary or Rosaryville State Park, both located just a short drive from the inn. Head to North Beach to shop local or take a scenic walk along the bayfront boardwalk. If you’re a foodie, book a holiday dinner at Baia Kitchen & Wine Bar or visit one of Annapolis’ many waterfront restaurants for seasonal menus and local seafood.
Prefer to stay in? Many guests love spending the day at Tacaro simply enjoying the fireplaces, reading, journaling, or taking a quiet walk through the estate’s Italian gardens and magnolia groves.
Book Your Holiday Stay
The holidays fill up quickly at Tacaro, especially Thanksgiving week and the days leading up to Christmas. Whether you’re planning a solo reset, a romantic escape, or a new tradition with loved ones, we’d love to host you.
Book directly on our site for the best availability and rates and start a new holiday tradition on the Chesapeake Bay.