Itineraries

With fascinating history spanning three centuries, 11 nationally recognized Underground Railroad sites, a thriving arts community, striking natural resources and so much more, there are endless things to do in Oswego, NY and nearby!

Oswego, NY shopping offers eclectic choices for your gift-giving occasions. After you make your selections, indulge yourself with a relaxing spa day! Engage in agritourism by doing seasonal u-picks or visiting a goat or alpaca farm.

From captivating historic sites and museums to family-friendly events and outdoor recreation to unique attractions, there are a wide variety of things to fill your vacation with. Let’s get started!

Intineraries Oswego Tours

Art & Nature

Art & Nature

The unspoiled natural beauty of Oswego County, NY on the southeastern corner of Lake Ontario captures the imagination of artists and outdoor lovers alike. Our new Photography and Arts Itinerary features cascading waterfalls, brilliant foliage, waterfront vistas, community galleries, scenic dining, and overnight accommodations along the Seaway Trail in New York State’s Thousand Islands-Seaway Region. The tour may easily be extended to include world-class fi shing, birding, museums and historic sites, and unique shopping experiences.
Autumn Leaves & Crisp Apples

Autumn Leaves & Crisp Apples

Oswego County’s fall foliage is spectacular and nearby! Spend the day touring country roads awash in vibrant reds, yellows, and oranges set against beautiful Lake Ontario or Oneida Lake
Celebrate Fulton

Celebrate Fulton

Country Treasures

Country Treasures

Farm Fresh Fun

Farm Fresh Fun

New York’s two biggest industries come together to delight visitors throughout the year! Come explore Oswego County’s agri-tourism sites and experience real country living. Enjoy a pancake breakfast at a maple farm, browse a farmers’ market and visit an animal farm. Pick your own apples or choose your family Christmas tree and have it shipped to your home. Whatever the season, we’ve got an agri-tour for you!
Harborfest

Harborfest

Harborfest features great music, food, and a wide variety of activities! Enjoy the smooth sounds of jazz, blues, rock and oldies on several stages throughout the city of Oswego. View the juried arts and crafts show, cheer on the children’s parade and celebrate the Grucci Brothers world-famous fireworks spectacular!
Historic Maritime

Historic Maritime

Oswego claims the title of being America’s oldest freshwater port. Spend the day exploring the rich history of the Oswego Harbor. The district has acquired a formal Historic Maritime District designation which includes the H. Lee White Marine Museum, the Oswego Maritime Foundation and the WW II vintage tug, the Nash.
History Tour

History Tour

Discover our unique heritage and how it left its mark on the pages of time. Learn about local people and the events that helped shape the history of the state and the country.
History Happened Here

History Happened Here

Oswego County has historic sites of national signifi cance, from the French and Indian War at Fort Ontario in Oswego, to the most documented Underground Railroad sites in New York. As you visit the historic sites throughout the county, you’ll take a step back in time and gain a better understanding of events that shaped our county’s history.
It’s Great Outdoors

It’s Great Outdoors

Visit our great outdoors for a fun-filled day of discovery! Bring your camera and binoculars to enjoy breath-taking views, spot a migrating hawk in a premiere birding location, and learn about our world-class fishery.
Old-Fashioned Holiday

Old-Fashioned Holiday

Picture an old postcard of a family picking a fresh-cut Christmas tree. Imagine a grandchild opening that specially selected present from you. Our holiday tour harkens back to old-fashioned themes and unique handcrafted gifts!
Path to Freedom

Path to Freedom

With the most documented Underground Railroad sites in New York State, Oswego County provides a glimpse into this significant part of local and national history.
Reel Love

Reel Love

Fishing opportunities abound in the waters of Oswego County, “The Fishing Capital of the Northeast!” This world-class fishery yields recordbreaking salmon and trout, walleye, bass, northern pike, perch and panfish. Oswego County holds ten World and State fishing records!
Underground Railroad

Underground Railroad

Oswego County and its citizens played important roles in the abolitionist movement during the mid-1800s. Many became involved in the struggle to end slavery through politics or by providing assistance to slaves fleeing the south through the Underground Railroad. This extensive network includes 11 sites that have been honored with placement on the National Register of Historic Places (*).
War of 1812 Peace Garden

War of 1812 Peace Garden

More than just the location of long-forgotten historic events, Oswego County hosts several historic sites that highlight both the War of 1812 and early American history.

Intineraries Regional Tours

Seaway Region – Beacons of Light

Seaway Region – Beacons of Light

Follow the trail of historic beacons that have protected seafaring captains and sailors for centuries.
Seaway Region – Country Living

Seaway Region – Country Living

Follow the trail through the countryside for some farmyard fun!
Seaway Region – Feathered Friends

Seaway Region – Feathered Friends

Put on your walking shoes and bring your binoculars for a fun-filled day of discovery!
Seaway Region – Floating Fun

Seaway Region – Floating Fun

Discover a wealth of nautical history along Great Lake Ontario and the grand St. Lawrence River!
Seaway Region – Garden Delights

Seaway Region – Garden Delights

Soothe your senses in the many beautiful gardens of the Thousand Islands region!
Seaway Region – North Country Living

Seaway Region – North Country Living

Veer off the beaten path to experience life in the North Country!
Seaway Region – Reel Fish Story

Seaway Region – Reel Fish Story

Visit our pristine waters and learn about this worldclass fishery and premiere sportfishing destination!
Seaway Region – War of 1812

Seaway Region – War of 1812

Travel back in time to re-visit “America’s second war of independence.”
Seaway Region – Peace Garden Itinerary for Wayne & Oswego Counties

Seaway Region – Peace Garden Itinerary for Wayne & Oswego Counties

Follow this two-day itinerary to explore the peace gardens and area attractions in Canandaigua, Sodus and Oswego, NY.
Sipping History in the 1,000 Islands – Seaway Region

Sipping History in the 1,000 Islands – Seaway Region

Creature Comforts in the 1,000 Islands – Seaway Region

Creature Comforts in the 1,000 Islands – Seaway Region

Seaway Trail’s Eastern Shore

Seaway Trail’s Eastern Shore

Intineraries Seaway Trail Tours

Great Lakes Seaway Trail – Capture the Moment Photography, Art & Painting

Great Lakes Seaway Trail – Capture the Moment Photography, Art & Painting

Great Lakes Seaway Trail is 518 miles of signed connecting roads that skirt the water, through small towns in the countryside, maritime ports and cities. The diversity along with variety of architectural styles, forts, mansions, and structures built from local available materials provides lots of options.
Great Lakes Seaway Trail – Lighthouse Bicycling

Great Lakes Seaway Trail – Lighthouse Bicycling

Easy to follow Great Lakes Seaway Trail signage. Difficulty: highway shoulder width and traffic volume changes. Best for Experienced Bicyclist; make overnight reservation in advance.
Great Lakes Seaway Trail – Lighthouses and Shipwrecks

Great Lakes Seaway Trail – Lighthouses and Shipwrecks

There are 29 lighthouses along the Great Lakes Seaway Trail; several are open in the summer by volunteers. If you only have a few days to visit try these, if your goal is to take a photo of each one you will need more time.
Great Lakes Seaway Trail – Quilt Show & Birding

Great Lakes Seaway Trail – Quilt Show & Birding

Great Lakes Seaway Trail – Quilting Around

Great Lakes Seaway Trail – Quilting Around

Quilting around the Great Lakes Seaway Trail 7 day/6 nights About 520 miles September 23- 29, 2011 to coincide with the “Quilting Around Chautauqua Show.” You can also experience this trip anytime minus the Quilting around Chautauqua Show
Great Lakes Seaway Trail – Seven Day Scenic Drive

Great Lakes Seaway Trail – Seven Day Scenic Drive

Great Lakes Seaway Trail – War of 1812 in US and Canada

Great Lakes Seaway Trail – War of 1812 in US and Canada

In commemoration of the Bicentennial of the War of 1812, this limited schedule escorted group itinerary is for those who want to walk where these battles occurred and learn more about our unfortified borders.
Great Lakes Seaway Trail – Where Can I Take the Kids

Great Lakes Seaway Trail – Where Can I Take the Kids

Great Lakes Seaway Trail – Birding

Great Lakes Seaway Trail – Birding

22 bird themed Story Teller Signs are located at sites along the 518 mile National Scenic Byway.