1. Destinations
  2. >
  3. United States
  4. >
  5. Connecticut
  6. >
  7. 2-5 Day Treks

83 2-5 Day Treks to Explore in Connecticut

2d80a498-357d-4388-8807-813e0341d5bc
2824706a-b457-4edc-8708-1c3db0dd657c
985a8fa8-f69d-442c-9072-fe1f948eeabe
8fc13424-dce4-4872-adec-1058c0306373

Checkout places to visit in Connecticut

022c7d3c-1c82-43c8-a724-58c3398bb4d4
Connecticut
Connecticut, often referred to as the "Constitution State" or the "Nutmeg State," is a picturesque and historically rich state located in the New England region of the United States. Connecticut's tourism industry thrives on its blend of natural beauty, cultural heritage, and modern attractions, offering a wide range of experiences for visitors.

2-5 Day Treks by destinations in Connecticut


Popular Activities And Trips in Connecticut

Filter By Date
//
Sort By

2-5 Day Treks to Explore in Connecticut

2d80a498-357d-4388-8807-813e0341d5bc
Air Line South State Park Trail - East Hampton
The Air Line South State Park Trail, traversing through Middlesex County, Connecticut, is part of the larger Air Line State Park Trail, known for its scenic beauty, historical significance, and recreational opportunities. This trail follows a former railroad line, offering visitors a picturesque route for hiking, biking, and enjoying nature's beauty.
2824706a-b457-4edc-8708-1c3db0dd657c
Air Line State Park Trail
The Air Line State Park Trail, passing through Windham, Connecticut, is a scenic recreational trail that follows the route of the historic Air Line Railroad. This multi-use trail spans approximately 50 miles, offering a picturesque journey through natural landscapes, woodlands, and historic sites.
985a8fa8-f69d-442c-9072-fe1f948eeabe
Algonquin State Forest
Algonquin State Forest is a Connecticut state forest located in the towns of Colebrook and Winchester. The forest is managed for wildlife habitat and passive recreational activities. It contains two areas of special ecological importance: Sandy Brook Natural Area Preserve and Kitchel Wilderness Natural Area Preserve, the later donated by Helen Binney Kitchel in 1961, both protected as Forever Wild by state statute. The forest offers opportunities for hiking, wildlife viewing, and letterboxing.
8fc13424-dce4-4872-adec-1058c0306373
American Legion State Forest
American Legion State Forest stands as a testament to the state's commitment to preserving natural beauty and honoring its veterans. This expansive forest, managed by the Connecticut Department of Energy and Environmental Protection (DEEP), offers visitors a harmonious blend of outdoor recreation, diverse ecosystems, and historical significance.
d181c536-7c9c-48b7-9964-ca13a510427d
Bear Mountain
Bear Mountain, located in the town of Salisbury in Litchfield County, Connecticut, stands as the highest peak in the state, reaching an elevation of approximately 2,316 feet (706 meters). As part of the southern Taconic Range, Bear Mountain offers outdoor enthusiasts and nature lovers a rewarding destination for exploration and breathtaking vistas.
332746c2-fe15-4f97-9342-9b4a9135e5eb
Bigelow Hollow State Park
Bigelow Hollow State Park, located in Union, Connecticut, near the town of Tolland, is a scenic and expansive natural area that offers a wide range of outdoor activities and picturesque landscapes.The park encompasses over 5000 acres of woodlands, lakes, and trails, making it a haven for outdoor enthusiasts. The centerpiece of the park is Bigelow Pond, a pristine freshwater lake ideal for activities such as fishing, boating, kayaking, and canoeing.
c6cc1712-7e0c-4962-afbd-301855318eca
Black Rock State Park
Nestled in the heart of Litchfield, Connecticut, Black Rock State Park stands as a testament to the natural beauty that graces the region. This state park, a haven for outdoor enthusiasts, promises a blend of picturesque landscapes, serene lakes, and diverse recreational activities.
61307708-0415-4964-8877-c4af4b14d74d
Bolton Notch State Park
Bolton Notch State Park, located near Tolland in Bolton, Connecticut, is a scenic natural area known for its picturesque landscapes, hiking trails, and historical significance.The park encompasses woodlands, rock formations, and a historic railroad tunnel that once served as a vital transportation route. Visitors can explore the hiking trails that wind through the forested areas, providing opportunities for outdoor recreation and nature appreciation.
bf9204a4-020f-4a2f-99b9-a14dad0b77ef
Brimfield State Forest
Brimfield State Forest, situated in Windham County, Massachusetts, offers outdoor enthusiasts a diverse natural environment to explore and enjoy. This forest covers over 5,000 acres and provides a range of recreational opportunities.
93f8f513-8621-469c-9050-c249177f476e
Camp Columbia State Park
Nestled in the scenic landscapes of Litchfield, Camp Columbia State Park offers visitors a unique blend of natural beauty and historical significance. This state park, often known for its historical structures and outdoor recreation opportunities, invites locals and tourists alike to explore its trails, appreciate its natural surroundings, and delve into the history that unfolded within its grounds.
0c44119c-81c0-456e-aad8-5c54592092ff
Campbell Falls State Park
Nestled in the picturesque town of Norfolk, Campbell Falls State Park Reserve stands as a tranquil haven, offering visitors a serene retreat into the beauty of nature. This reserve is known for its cascading waterfall, scenic trails, and the peaceful ambiance that defines the Litchfield Hills region.
731e49bf-868e-40ac-b729-1ee1d4e9076d
Case Mountain
Case Mountain is a scenic and natural gem located in Manchester, Connecticut, just east of Hartford. It is a popular destination for outdoor enthusiasts and hikers, offering a variety of trails, lush woodlands, and beautiful vistas. It serves as a natural oasis where visitors can connect with the great outdoors, enjoy the tranquility of the forest, and embark on rewarding hiking adventures.
d7550771-28aa-4ebf-a42e-35d2a440f1b5
Case Mountain
Case Mountain in Manchester, Connecticut, is a beloved natural retreat offering breathtaking views, extensive trails, and diverse ecosystems. Though not directly in Tolland, it's nearby and a popular destination for outdoor enthusiasts from surrounding areas.
9539e45f-6b2c-45e0-9e9e-d778e7b3fd24
Casimir Pulaski Memorial State Park
Casimir Pulaski Memorial State Park, situated in Chepachet, Rhode Island, is a scenic recreational area named in honor of Casimir Pulaski, a Polish nobleman and Revolutionary War hero. The park covers over 100 acres and is known for its natural beauty and historical significance.
c4a769fb-6e78-48db-a1a6-32d7f4164c62
Cathedral Pines
Nestled in the heart of Litchfield, Cathedral Pines offers a serene retreat for nature enthusiasts and those seeking solace amid towering trees and natural beauty. This natural haven, covering [specify acreage], is characterized by its majestic pines, creating an atmosphere of tranquility and awe.
7c4c28f5-e53f-42e3-a061-908d32b5f3c4
Chatfield Hollow State Park
Chatfield Hollow State Park, nestled in the heart of Middlesex County, Connecticut, is a scenic natural haven renowned for its diverse landscapes, outdoor recreational activities, and picturesque beauty. This expansive park offers visitors an opportunity to explore wooded trails, rugged terrain, and serene water bodies, creating an ideal setting for outdoor enthusiasts and nature lovers.
eb3be459-b6f0-4220-b0f7-fe65126772c2
Cobble Mountain
Cobble Mountain, nestled within the scenic terrain of Litchfield County, Connecticut, offers outdoor enthusiasts a rewarding hiking experience coupled with breathtaking panoramic views. This prominent peak within the Mattatuck State Forest provides hikers with diverse trails, captivating landscapes, and an opportunity to immerse themselves in the natural beauty of the region.
0ff75ed9-5647-495d-b9ec-34f14e84ee6a
Cockaponset State Forest
Cockaponset State Forest, sprawling across Middlesex, New Haven, and Middlesex Counties in Connecticut, stands as a sprawling natural expanse known for its diverse ecosystems, recreational opportunities, and scenic beauty. This vast forested area offers visitors a chance to explore woodlands, trails, and diverse landscapes.

Map of 2-5 Day Treks to Explore in Connecticut

Sign In To Continue...
Share : undefined

Download Travalour
travalour-logo
Download our app to discover & explore destinations and to meet travellers around the world
get-it-on-google-play