This town boasts more boats than folks, and is an exemplary way to destress and decompress into the island groove (at least when the oyster festival is not on). While a USDA Natural Amenities Scale gives Annapolis and the rest of the Chesapeake Bay region average rankings on scenery and climate. Take the town by storm and see it through one of the many river cruises and district tours available. Virginia Is About to Require Age Verification to View Porn. Starting at the still-in-use 1779 Maryland State House, Annapolis visitors can walk down a gentle hill through colonial-era streets full of shops, galleries, pubs, and restaurants to reach the stunning waterfront. Destinations Following a shopping spree, the restaurants galore awaits with trendy tapas bars and casual waterfront dining such as the amazing seafood joint with over 30 beers on tap. Come in July to the Taste of Cambridge Crab Cook-Off and Festival for some of the best crabs youll ever eat and take a ride on the skipjack Nathan of Dorchester. Best Places to Retire by the Bay | Chesapeake Bay Magazine This town of pretty, manicured streets along the Rappahannock River is home to the states largest oyster festival every November. Story and photos by Charlie Youngmann. Once home to canneries and seafood-packing houses, Cambridge now claims an up-and-coming main street with restaurants and galleries, not to mention the riverfront Hyatt Regency Chesapeake Bay, a good base from which to explore Blackwater National Wildlife Refuge, about ten miles south. This historic college town sitting on the banks of the scenic Chester River is absolutely bursting with small-town charm. The 208 Talbot features a cozy atmosphere to dine on Chef David Clark's famed baked oysters, topped by prosciutto, pistachio, and champagne cream. The 7 Best Chesapeake Bay Hotels of 2022 - TripSavvy Oysters and shipbuilding may have made St. Michaels, but these days the tourists who flock to the tony boutiques and restaurants keep its economy hopping. From the soaring statehouse dome topped with a lightning rod made by Benjamin Franklin, on down the old bricked streets and past mansions to the continuous boat parade in Ego Alley, visiting Annapolis is a capital idea. Sometimes referred to as the Sailing Capital of the U.S., Annapolis is home to various boat shows, the Naval Academy, and the National Sailing Hall of Fame. The Lafayette Trail, a three-mile loop, will give you a nice overview of the historic district, parks, and views of the Susquehanna River and Chesapeake Bay and can be enjoyed with pets. This first national water trail follows the famous captain's 17th-century journey of exploration throughout the Chesapeake Bay. Today, this vibrant town of 1,500 is chock-full of attractions and more than holds its own against the other entries on this list. Covering over 4,000 square miles, there is plenty to explore. Deale. PHOTOS: The Most Expensive Homes Sold in Washington in April, Baltimore Day Trip: 10 Best Things to Do This Summer, 4 Great Travel Deals You Can Book Right Now, 8 Great Waterfront Airbnbs in the DC Area, Sadly, Dulles Is the Most Expensive Airport for Domestic Travel, The Best Airbnbs With Pools in the DC Area. America's Sailing Capital (not to mention Maryland's capital city) is a charming historic town with a serious sailing addiction. Baltimore's Historic Inner Harbor is the mouth of the Patapsco River. Though truthfully, Cambridge is better experienced in three dimensions. It is home to herds of wild horses roaming the shores of the Atlantic Ocean. Betterton. Bay Living Best Places to Retire by the Bay By Chris / March 1, 2021 Looking to settle down on the Bay? Located 40 minutes south of Annapolis, Deale, MD provides many scenic views of the Chesapeake, making it a popular destination with boaters. Most of the homes have been restored and colorfully painted, making for a pleasant stroll for historic house gazing. Will you need a car for every errand or is walking an option? Pros & Cons Pros Exceptional golf Fresh, local seafood Children's program Most fun & popular experiences in Chesapeake Bay Tours & day trips See all 465 activities Night-Time Monuments Bus Tour with Optional Washington Monument 3h 4.7/5 (47) Free cancellation available $64 per adult Washington DC Hop-On Hop-Off Bus Tour 1d+ 3.8/5 (474) Free cancellation available $54 $49 per adult These eight towns along the Chesapeake Bay offer perfect sea-scape that charms from the first glance and pulls one in for life-long memories. Numerous organizations and websites crunch the data on communities to rank or grade them. The company offers cruises out into the bay on a gorgeous mahogany Roaring 20s era boat. 15 Best Things to Do in the Chesapeake Bay Area You Must Visit It celebrates the Eastern Shore culture through wildlife art, heritage sights, and conservation insights. Destinations - Chesapeake Bay Region Cities and Towns They are owned by a bank or a lender who took ownership through foreclosure proceedings. All rights reserved. Onancock's small-town appeal envelops world-class amenities, a thriving arts scene, museums, and restaurants for any taste and style. Best Places to Retire by the Bay - Chesapeake Bay Magazine (The populations are rounded estimates.) 2. Found on the state's Eastern Shore in 1684, Cambridge is known as one of the oldest colonial cities in Maryland. In this article, we will walk you through towns around the Chesapeake Bay, and tell you more about this beautiful area. Flickr / Chesapeake Bay Program. Enjoy birdwatching, fishing and kayaking on an island with a reputation for top-notch hospitality. The active can hike along the state park's 15 miles of wildlife trails, or play a few rounds at the nationally-ranked golf course. Best College Towns In Chesapeake Bay. Stop in the C&D Canal Museum to learn the history of this early built waterway. Quiet but with a host of waterfront activities, Oxford was once an international shipping powerhouse. Best Places to Live in Chesapeake, Virginia - Sperling's BestPlaces Its glimmering surface is a jewel in the Mid-Atlantic which is known for its world-class fishing and astounding natural beauty. Local tip: The peaceful setting along Onancock Creek lends itself to a laid-back kayak trip. Chestertown, founded in 1706, is located along the Chester River, which feeds into the Chesapeake Bay only a few miles downstream. Hooper Island Lighthouse is the only cast-iron caisson lighthouse in Maryland with a watch room and lantern surmounted on the tower. Driving south from New York, you shouldn't have to cross the Bay Bridge unless your plan is to see Baltimore or Annapolis.Simply taking the first exit in Maryland (Exit 109, Rt. 10 Fun Things to Do in Chesapeake Bay from $10 | Expedia Havre de Grace is situated at the bay's northernmost tip and named after a French seaport. These are our top picks for a Chesapeake Bay beach trip your family will love! Below you'll find the top 13 Chesapeake Bay cruising destinations. Quintessential Chesapeake Bay Towns | VisitMaryland.org Visitors and residents alike are treated to a full view of outgoing ocean-bound ships. Add in the Wye Island Natural Resource Management Area, and you have a perfect destination for cruising and exploring the outdoors. Crabs are at the heart and soul of the Crab Capital of the World. Home to the annual Labor Day National Hard Crab Derby and the all-you-can-eat summer Tawes Crab & Clam Bake, Maryland blue crabs can be found everywhere herein our waters, restaurants, museums, art galleries, and gift shops. Chesapeake Bay Areas St. Michaels, Maryland St. Michaels is one of a cluster of Maryland's scenic harbor towns including nearby Easton and Oxford. This amazing city is rich in history and is one of the Mid-Atlantic's most visited municipalities. Home to Washington College, this towns restored 18th- and 19th-century rowhouses and cobblestone streets abut the picturesque Chester River. Druid of the Chesapeake Honored with Award, Bay Paddle Returns to Raise Money for the Bay; Plans Rockin After Party in Rock Hall, Leave Stress Behind in Queen Annes County. The seafood galore of the Mallards at the Wharf comes inclusive with serenades from the musically-gifted chef, Johnny Mo. 6 Md. Communities Make Magazine's List for Best Bay Small Towns Powered by Mai Theme, 10 Festive Ways to Celebrate Christmas in Asheville NC. Only a short drive away from St. Michaels, Tilghman Island is a small island which beckons visitors for a day in the natural beauty Maryland has to offer. Located in the Hampton Roads metropolitan area, Hampton, Virginia offers an abundance of things to do, places to see, and a delightful selection of dining and shopping options. See a performance put on by Main Stage Productions before stopping by one of the many artisan studios Onancock has. Another cruncher, Niche.com does a similar analysis, providing overall grades while also scoring places as particularly suited for retirees. Directly across the street from the Concord Point Lighthouse sits the home of its first keeper, John ONeillappointed to this position as a thanks for his brave actions defending Havre de Grace during the War of 1812. Called a nest of pirates by the British during the War of 1812, Fells Point was once a shipbuilding powerhouse. Don't miss the Skipjack Heritage Museum and ask about skipjack restoration work. The Chesapeake Bay Loop - A Pet Friendly Road Trip Ha. Now you can prowl the Belgian block-stone streets and waterfront bars without fear of waking up in a privateer schooner miles from land (mostly). Shops and restaurants line the main drag, Mason Avenue, which ends at one of the nicer beaches on the bay. Did you know Red Beard Sailing offers free shipping on all boats to the lower 48 states? Maryland is known for its succulent seafood and the inviting town St. Micheals is an excellent place to try it. The promenade of the town's historic downtown area is great for an atmospheric and relaxing evening-full of great shopping and dining. Breathe in her slightly salty air; taste the flavors of her fresh seafood bounty and farms that line her shores; enjoy her waterfront towns; talk to the locals, many of whom still have the accents of their ancestors who settled the area over 300 years ago; and feel the freedom of escaping land and being on her waters. We always love to chat about sailing and love hearing about your adventures. . The Chesapeake Bay area is a beautiful region. Top 13 Chesapeake Bay Cruising Destinations | Red Beard Blog The Chesapeake Bay is the one famous one and the only main direct way to the Atlantic beaches of Delaware, Maryland and Virginia. Mallows Bay is a small bay on the Potomac River, with public boat access from Charles County. Located along the Chester River, Chestertown was once one of the six Royal Ports of Entry and considered Maryland's second leading port. Nestled along the Miles River, this chic historic waterfront town is home to museums and boutiques, gourmet restaurants and crab houses. The Chesapeake Bay comes with myriad water-bound fun and relaxation, sunset views, and waterfront dining. There is a rich and interesting history at Fort Monore in Hampton VA. With access to a number of marinas, the Inner Harbor is a great launch point for day cruising. If you want to retire in Chesapeake Bay country, the decision to make is where, exactly. Choose a destination from the list or map below and be one your way! Settlement Reached in Suit Over Pennsylvania Pollution - Chesapeake Bay Throughout this Historic District, Annapolis maintains many homes, buildings, and markers dedicated to preserving the history of African Americans in the area. Most Charming Chesapeake Town: Mathews & Yorktown, Va. (tie) Learn More North Beach, Maryland North Beach, Maryland, has a half-mile long boardwalk and seven blocks of waterfront. From fishing and national parks to delicious food like crabs and oysters, the Chesapeake Bay has a lot to offer. Established in 1680, Urbanna was one of Virginias primary tobacco ports in the colonial era. With breathtaking views of the Patuxent River and sunsets, this working waterfront community is a perfect mix of traditional and contemporary, served at a laid-back pace. Here are a dozen places to check out. One must visit the bay's oldest lighthouse with amazing views of the Chesapeake Bay, stroll the perfect marina, and watch the sunset from the fishing pier. Chesapeake City is the only town in Maryland situated on a working commercial canal. Shops and restaurants line the main drag, Mason Avenue, which ends at one of the nicer beaches on the bay. The waterside town is also home to local lighthouses, such as one of the few remaining screwpile lighthouses on the Bay. The Top Things to Do on Maryland's Eastern Shore - TripSavvy Point Lookout State Park. Chesapeake Bay, which is the largestestuaryin theUnited States, is bordered by the mid-Atlantic states ofMaryland(to the north, east, and west) andVirginia(to the south). Sandy Point State Park. Grab a drink at the tiki barge and take a picture of the iconic Domino's Sugar sign, while ships unload their sugar cargo and the wafting aroma of molasses drifts across the water. Chesapeake Bay region best place to live? Outside Mag: Yup. Fed Gov't The best chance of viewing the aurora borealis is between 10 p.m. and 2 a.m. local time, the Space Weather Prediction Center says. Oxford was founded in 1683 as one of Marylands first two ports (along with Annapolis) and maintains a restored colonial-era customs house and other historic sites. You are in the right place. Serving as the hub for Kent County's maritime industry, Rock Hall is home to the Rock Hall Yacht Club, over a dozen marinas, various charters, boat rentals, and more! Local tip: The real draw is watching boat traffic along the Chesapeake & Delaware Canal. 01 of 07 Best Overall: Tides Inn Tides Inn See Rates on Tripadvisor.com Why We Chose It This hotel, set on a striking waterfront property, offers all the Chesapeake Bay area outdoor activities travelers (and locals) could ever wantand the rooms are exquisite, to boot. Coastal Living has a slide show of its 10 . Best Historic Water Trail: Capt. Ride a passenger-only ferry to the home of the famous Smith Island Cake (the state dessert) and listen to the distinctive Elizabethan accents, remnants of the original English colonial settlers. Settled in 1684, this waterfront town played an important part on the Underground Railroad (Harriet Tubman was born nearby), and is home to shops, restaurants and maritime museums. The largest island on the Chesapeake Bay was the site of Maryland's first European settlement in 1631. Baltimore's crown jewel is best experienced from the water, via charter boat or water taxi. Traipse through the Ben Cardin C&D Canal Trail to take it in at the waters edge. Deal Island is home to the annual Skipjack Festival held each year on Labor Day. The historic district has enough antiques shops and locally owned boutiques to while away an afternoon. Head to Ferry Park to find Rock Halls small but pretty beach for an amazing view of the bay at sunset. The Tilghman Watermen's Museum will give you a feel for the history there, and the seafood restaurants will give you a sense of why it's there. The town's third busiest shipping canal in the world is strewn with colonial- and Victorian-style homes, back from the town's origin in the 19th century. In the upper bay the mouth of the Chesapeake and Delaware Canal, the Middle River, Gunpowder, Patapsco, and Chester are good places to crab. Walk down the picturesque cobblestone streets of Chestertown. Check out a working shipyard and explore the waterfront history of the Bay in St. Michaels, a lovely Eastern Shore town. This charming town has a grand maritime heritage as a seaport community built on the Choptank River which can be explored through the towns heritage museums. Sandy Point State Park. Sail Selina II comes highly recommended while in St. Micheals and is a wonderful way to spend an evening. Do you want to get away from it all, or to it all? Located 40 minutes south of Annapolis, Deale, MD provides many scenic views of the Chesapeake, making it a popular destination with boaters. Places to Stay on the Eastern Shore. 2 Annapolis 3 Smith Island 4 Chestertown 5 Oxford 6 Deal Island 7 Chesapeake City 8 Thomas Point Shoal Lighthouse 9 Chesapeake Bay Maritime Museum 10 Cambridge 11 Hart-Miller Island 12 Dock Bars of the Bay 13 Tilghman Island 14 Hooper's Island 15 Baltimore's Inner Harbor 16 Blackwater National Wildlife Refuge Chestertown, Maryland is a town steeped in history. For dining, there's the Bizzottos Gallery-Cafe serving dishes with an Argentinian-Italian flair, or the Irish-scene at the Blarney Stone Pub. 6 Most Charming Towns In Chesapeake Bay - WorldAtlas Swing by Peach Street Books to see possibly the most adorable bookstore in the Mid-Atlantic where baked goods and coffee are always in stock. There are days-worth of explorations, starting at the Bay. Urbanna also hosts a monthly farmers market and an annual arts festival. Charter boats abound for fishing trips and the Calvert Maritime Museum is home to river otters, Drum Point Lighthouse, tour boats, a paleontology gallery and lab, and more. Whether you approach them by boat or by car, waterfront bars are the best place to spend a summer afternoon watching the water (or a game on TV). Real Estate & Homes For Sale - 9475 Homes For Sale | Zillow Cambridge, Maryland The lighthouse and marina at Cambridge, Maryland. Best Places to Retire by the Bay By Chris / March 1, 2021 Photo: Hope and Glory Inn Irvington, Va. Population 400 Yours Truly Photography A small yet sophisticated charmer on Virginia's bucolic Northern Neck, Irvington's remoteness may appeal to those no longer commuting. Apparently, something about the town and the bay nearby inspires artistic expression and it is easy to see why. The Cross Island and South Island trails provide plenty of outdoor activities across the island. Many of them are B&Bs. Weve taken some of the work out of determining where to spend your post-work days on or near the Chesapeake, by turning first to the numbers. Once heavily polluted by surrounding industries, the Chesapeake Bay is now one of the premiere spots in the United States for water recreation and tourism. For travelers in search of the perfect picture, Cape Charles is a photographers paradise. PDF 10 Best Small Towns on the Chesapeake Bay - Print - Coastal Liv All maps, graphics, flags, photos and original descriptions 2023 worldatlas.com, 9 of The Friendliest Towns In Chesapeake Bay. The town has worked hard to preserve its 19th-century feel and it shows. In recent years Cambridge has been rated one of the most livable small towns in America due in part to its revitalized downtown area that bustles with shops, restaurants, festivals, and farmers markets. Havre de Grace. The largest feeding river is theSusquehanna, coming fromPennsylvania, and the bay connects to theAtlantic Oceanin theHampton Roadsregion of Virginia. Situated along the Chesapeake Bay on Marylands Eastern Shore, Oxford has a full-time population of fewer than 1,000. By Brennen Jensen S ittin' on the dock of the Bay watching the tide roll awa y Any number of people who love the Chesapeake dream of making Otis Redding's words their reality when retirement comes knocking. Established in 1649 and made state capital in 1694, Annapolis sits at the mouth of the Severn River and is fewer than 35 miles from bothBaltimoreandWashington, D.C. Want to try sailing? John Smith Chesapeake National Historic Trail. 9 Underrated Destinations In Michigan To Avoid Summer Crowds, These Small Towns in Florida's Emerald Coast Come Alive in Summer, 7 Most Underrated Cities In South Carolina, 9 of the Friendliest Towns in Pennsylvania. Address: 1100 E College Pkwy, Annapolis, MD 21409. Cambridge in Dorchester County. 8 Best Beaches in Maryland for 2023 | U.S. News Travel The marvelous historic district is lined with local boutiques and antique stores to peruse on an evening stroll. Beautifully maintained Victorian and Colonial-era homes await down by the bay in Chesepeake City.
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