19 Historic Weekend Getaways Perfect for Fall

Fall weekends are perfect for getting away to new and interesting places. This collection of destinations is rich with outdoor experiences on land and afloat, fine dining spots, and casual breweries. While you are exploring, take in a new museum experience, get to know a new style of architecture, or enjoy a harvest festival or street fair—all of which were included in Preservation magazine’s fall 2019 issue as part of the "Weekend Getaways" advertising special.

Due to restrictions surrounding the COVID-19 pandemic we recommend checking local restrictions if you decide to travel during this period.

  1. Quincy photo monckton 2 hc cr quincy

    Photo By: Quincy

    Quincy, Illinois

    Spine-tingling & brow-raising...Quincy Off the Record prompts visitors through a self-guided driving tour of places associated with 13 famous, and infamous, former area residents. Head directly to the Mississippi Valley Wine Trail upon conclusion! Download or call for your guides today (800-978-4748).

  2. Annapolis spa creek view cr visit annaplis

    Photo By: Visit Annapolis

    Annapolis, Maryland

    If you’re looking to make the most out of a weekend away this fall, Historic Downtown Annapolis has everything you need. With more original 18th-century buildings than any other U.S. city, Annapolis is brimming with history, architecture, and colonial charm. Take a walking tour of the city. Stop by and walk through the homes of Maryland’s four signers of the Declaration of Independence. Wander through the Unites States Naval Academy for a history lesson. Once you’ve had your fill of history, head to Main Street for picturesque views of the waterfront and a bite to eat at one of the many restaurants. Or, stop into centuries-old pubs once frequented by names like Jefferson and Washington. It’s all here in Annapolis.

  3. Carrollcounty kelly heck photography carroll county

    Photo By: Kelly Heck Photography/Carroll County

    Carroll County, Maryland

    Stroll our historic downtown main streets to discover architectural walking tours, unique shops, restaurants with down-home cooking to gourmet delights, and restful bed & breakfasts waiting for you. Follow our local Wine Trail, Civil War Trail, and award-winning Barn Quilt Trail as you travel our scenic backroads. Carroll County is home of The Maryland Wine Festival—36 years old! 800-272-1933.

  4. Frederick roddyroadcoveredbridge credit ckurtholter visit frederick

    Photo By: Visit Frederick

    Frederick, Maryland

    Downtown Frederick is home to a bustling historic district full of specialty shops and celebrity-chef culinary experiences. History buffs can explore Civil War battlefields, learn about healing and compassion at the National Museum of Civil War Medicine, and walk in the footsteps of Francis Scott Key. Venture outside the city to see three historic covered bridges, and hike, bike or paddle in Frederick County’s state and national parks. Relax and drink in the view at a local winery, brewery, or distillery.

  5. Harford lock house cr sean simmons

    Photo By: Sean Simmons

    Harford County, Maryland

    Harford County is resplendent with beauty, history, culture, outdoor adventure, and rich heritage. The historic waterfront town of Havre de Grace has five museums, three National Scenic Trails and stunning views. Plan a trip to Harford County.

  6. Howardcounty photo1 cr visit howard county

    Photo By: Visit Howard County

    Howard County, Maryland

    Explore the great outdoors, discover hidden gems on main street, experience authentic cultural cuisine, and take in the rich history that shapes Maryland. Howard County, the perfect vacation to get away from it all. Conveniently located between Baltimore and Washington, DC..

  7. Kent ctown wtrfrnt bernadette cr kent county

    Photo By: Kent County

    Kent County, Maryland

    This scenic peninsula, on Maryland’s Upper Eastern Shore of the Chesapeake Bay, offers fishing, kayaking, small beaches, museums, live theater, art galleries, farmers and artisans market, wineries, distillery, Eastern Neck National Wildlife Refuge, music at every turn, historic towns, great shopping, and amazing local seafood.

  8. Vmc cover image full cr visit montgomery

    Photo By: Visit Montgomery

    Montgomery Country, Maryland

    Spend the weekend in 93,000 acres of abundant beauty in Montgomery County, Maryland—neighbor to Washington, D.C. Book your getaway at The Inn at Tusculum Farm where the views are as spectacular as their world-class service. Savor a tasting flight on a horse farm at Waredaca Brewing Company, and shop Maryland-made products at The Family Room.

  9. Jackson photo cr tom beck

    Photo By: Tom Beck

    Eudora Welty House & Garden

    For 76 years, Pulitzer-winning author Eudora Welty lived, entertained, and typed all her stories in her Jackson, Mississippi home. Now a National Historic Landmark, the 1925 Tudor Revival welcomes history buffs, book lovers, and visitors of all kinds—just as it did in her lifetime. The Mississippi Department of Archives and History restored the home to 1986, when Welty was still actively writing and traveling.

  10. Natchez longwood cr visit natchez

    Photo By: Visit Natchez

    Natchez, Mississippi

    Natchez is known for outstanding history, architecture, and Southern hospitality. Its location on the majestic bluffs of the Mississippi beckons to travelers in search of a truly unique Southern story. A seamless blend of old and new, Natchez offers an unforgettable glimpse into the American South. With over 1000 structures on the National Register of Historic Places, there are phenomenal one-of-a-kind architectural treasures, museum properties, 4 National Parks sites, ancient Indian Mounds, a wide variety of events all year round, and much more. The Natchez you’ll experience is one of warmth and enchantment. We welcome all with open arms, eager to share the charms of our majestic city with visitors from near and far.

  11. Claycounty photo cr visit clay missouri

    Photo By: Visit Clay Missouri

    Clay County, Missouri

    Get away to Clay County, Missouri. Just minutes from Kansas City, Clay’s communities offer a perfect setting for a weekend escape. Immerse yourself in historic downtowns, Midwestern history and small-town charm. Produced in cooperation with the Missouri Division of Tourism.

  12. Stcharles lewisandclark frontierpark cr discover st. charles

    Photo By: Discover St. Charles

    St. Charles, Missouri

    Just west of St. Louis you’ll find St. Charles, a river city with a unique historical perspective, beautiful sights, friendly people, and a pace just a little slower than that of the big city. The people of St. Charles have labored lovingly to preserve and share its treasured river heritage. You’re invited to experience the charm and beauty of a city that has been welcoming visitors since 1769.

  13. Stjoseph 181012 cr st. joseph cvb pumpkinfest 001

    Photo By: St. Joseph CVB

    St. Joseph, Missouri

    As a thriving community made with uncommon character for over 175 years, you can easily spend a couple of days exploring St. Joseph. Today, St. Jo is home to 13 museums, 15 annual festivals, a thriving arts and music culture, and unique park system. This fall check out our many festivals, like PumpkinFest, and their lighting of the “Great Pumpkin Mountain” in October.

  14. Belhurst 0010 cr tom harmon

    Photo By: Tom Harmon

    Belhurst Castle, New York

    Named a World’s Best Wine Hotel by Wine Enthusiast, listed on the National Register of Historic Properties, and voted most romantic getaway in the Finger Lakes, Belhurst offers three unique hotels, two restaurants, a winery, a gift shop, and a spa-salon.

  15. Photo By: Courtesy Bethel Woods Center for Performing Arts

    Bethel Woods, New York

    Same Place. Different Time. Still Historic. Located at the historic site of the 1969 Woodstock festival in Bethel, NY, commemorate the festival’s 50th anniversary throughout 2019 with “A Season of Song & Celebration,” including museum exhibits, concerts, festivals, films, speaker events, workshops, and more.

  16. Buffalo1 frank lloyd wright's martin house crrhea anna

    Photo By: Rhea Anna

    Buffalo, New York

    American architecture and Buffalo grew up together. The city is home to an unrivaled variety of remarkable buildings and public spaces—the intricate ornament of Louis Sullivan’s Guaranty Building, the Art Deco energy of John J. Wade’s Buffalo City Hall, the grand residential commission that vaulted F Frank Lloyd Wright to international fame, Eero and Eliel Saarinen’s stunning concert hall—they all stand together within Frederick Law Olmsted’s astonishing system of parks and parkways. It’s a city that treasures its past even as it looks toward a bright future, and for people who love American architecture, it’s a museum without a roof or walls.

  17. Photo By: Courtesy North Shore Promo Alliance

    Washington Spy Trail, New York

    Spies, Bootleggers and Bluebloods. Plan an intriguing trip along Rte. 25A on Long Island NY’s North Shore and discover the fascinating story of ‘America’s First Spy Ring.’ You’ll also find tales of Gilded Age Bluebloods and Prohibition-era bootleggers. Visit mansions, museums, cultural attractions, and more.

  18. Newport cliff walk credit discovernewport

    Photo By: Discover Newport

    Newport, Rhode Island

    Experience old world nostalgia and charm as you settle into the historic Francis Malbone Inn. Dive into new cuisine in America’s oldest operating tavern, White Horse Tavern. Exhale as you walk along Cliff Walk, with crashing waves to one side and the Gilded Age architecture of the Newport Mansions on the other. Explore untouched colonial architecture, rich history, and diverse museums.

  19. Boarshead fall2019 crboar's head resort

    Photo By: Boar's Head Resort

    Boar's Head Resort, Virginia

    At Boar’s Head Resort, celebrate what endures—the beauty of the land, a warm-spirited service and the grace of long-standing traditions. While on property the borders between past and future, between rest and play, between serenity and energy dissolve away. An overnight visit invites guests to explore our network of nature trails. Go out and tour the historic mountain town of Charlottesville, or stay on property and enjoy our state-of-the-art racquet and fitness club. You can renew body and soul at our spa, then savor the fare at one of our fine-dining establishments. Our AAA Four Diamond resort mingles the best with the best—classic with contemporary, refined with casual, tranquil with dynamic.

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