Community Corner
6 Can’t-Miss Hikes Near Guilford
Get outside and explore — these nearby hikes offer everything from easy strolls to more challenging treks for every kind of adventurer.
Guilford is full of opportunities to get outside and explore the great outdoors. Whether you're looking for a quick stroll or a more challenging trek, these can't-miss hikes in and around Guilford offer something for every kind of adventurer.
Please note: Drive times are approximate and may vary based on your starting point and traffic. Be sure to check for trail closures and consider weather conditions before heading out.
1. Westwoods Trails
📍Sam Hill Road, Guilford, CT
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Westwoods offers over 39 miles of trails through rocky ridges, caves, wetlands and forest, making it one of the most extensive trail systems in the area. Most trails are moderate, with a mix of quiet wooded paths and dramatic stone formations for adventurous exploration.
2. Bluff Head Preserve (Metacomet Ridge)
📍2980 Durham Road (Route 77), Guilford, CT
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This moderately strenuous hike climbs to stunning views from the ridge line overlooking the surrounding forests and Long Island Sound in the distance. Expect a peaceful but elevated trek through mixed forest and along rocky ledges.
3. Timberlands Preserve
📍Route 80 & Route 77, Guilford, CT
A quiet, lesser-known network of trails winding through woodlands, wetlands and gentle hills, Timberlands is perfect for an easy to moderate hike. It's a serene spot with chances to see wildlife and seasonal wildflowers.
4. East River Preserve
📍99 Sullivan Drive, Guilford, CT
This preserve features easy-to-moderate trails that traverse meadows and forests, traveling alongside the East River, and offer a peaceful hike with varied scenery. Boardwalks and wide trails make it accessible and enjoyable for most hikers.
5. Chatfield Hollow State Park
📍A381 CT-80, Killingworth, CT (15 minutes from Guilford)
A scenic park with a variety of easy to moderate trails looping around a pond, caves and hemlock groves. The park is especially great for families or anyone looking for a peaceful nature walk with some unique features.
6. Hammonasset Beach State Park – Shoreline Greenway Trail
📍1288 Boston Post Road, Madison, CT (15 minutes from Guilford)
This flat, easy trail winds through coastal forest and salt marsh, with views of Long Island Sound and access to the beach. It’s a relaxing walk with ocean breezes and year-round birdwatching opportunities.
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