Bolton, Connecticut
Looking for the best chillin in Bolton? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Bolton. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Chillin Spots in and near Bolton
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Glastonbury, Connecticut
Hike to Blackledge Falls
3.81.5 miAlthough the park contains hiking trails, a pond and a streambelt, the primary draw of this parcel of land is the 25 foot waterfall. The falls flow varies depending on the volume of precipitation, from a trickle in the dry months to a three-pronged vertical drop after some consistent snow melt or...Read more -
Manchester, Connecticut
Explore Wickham Park
5.0Wickham Park Is open the first weekend in April and closes the last weekend in October. Entrances fees are $5 Monday-Friday and $7 Saturday-Sunday. The park is known for its 250 acres of open fields, wildflowers, gardens, ponds and nature center. There is no where else can you go have a picnic w...Read more -
Glastonbury, Connecticut
Hike the Cotton Hollow Nature Preserve
5.03 miThere are two parking locations for Cotton Hollow, the location tagged in the directions is the shortest hike to the old gun powder mill. Suggestions when it comes to exploring the preserve are to stay on the trails, know your limits, and enjoy! There are swimming holes along the river, but swim ...Read more -
Colchester, Connecticut
Hike the Salmon River Trail, CT
3.57.4 mi / 770 ft gainThere are many ways to do this trail (following the blue blaze and blue/red blaze for spur to waterfall): From the Day Pond (Google Day Pond in Colchester and there will be brown signs that will direct you towards the Day Pond Parking Lot when you get close,) Do the loop, 5.4 milesOut & Back ...Read more -
Middlesex County, Connecticut
Hike to Glen Falls
5.00.75 miAccessing Glen Falls may be a little tricky at first. Parking will be very minimal, you will park on Grist Mill Ln. Hop onto the road and you will see the trail map on the left side. The adventure begins when you cross the street and go through the gate with the yellow blaze symbol. Keep followin...Read more -
Chaplin, Connecticut
Hike to Diana's Pool
4.01.3 mi / 45 ft gainThe drive to Diana's Pool is worth it in an of itself, taking you through the backroads of Eastern Connecticut. To begin the hike just simply enter the woodland path and follow the trail. In order to go under the bridge just simply take the first left in the path and there will be a stream that f...Read more -
Franklin, Connecticut
Hike the Sprague Land Preserve Loop
3 miThe Sprague Land Preserve (also known as the Mukluk Preserve) was an incredible surprise. Whether it's hiking, fishing, or horseback riding it's a beautiful spot for anyone that can get there at sunrise and out before sunset when the gates close.You can easily get there by Google Mapping the name...Read more -
Simsbury, Connecticut
Hike to the Heublein Tower on Talcott Mountain
4.32.54 mi / 404 ft gainThe Heublien Tower Trail, located just inside the Talcott Mountain State Park entrance off of Route 185 in Simsbury CT, is a short 1.25 miles. While the hike isn't long, the first 1/3 of a mile is a steep incline that will get your heart pumping. The trail itself it very well kept, and although ...Read more -
East Haddam, Connecticut
Explore Chapman Falls in Devil's Hopyard SP
4.3If you map to Chapman Falls in East Haddam, CT, you will be brought to a parking lot opposite from the waterfall in Devil's Hopyard, a beautiful Connecticut state park. Once there, it's only a few minute walk down a very clear trail to the base of the 60 foot falls. There's plenty of room to set ...Read more -
Middletown, Connecticut
Explore Wadsworth Falls
5.00.25 miWhen it comes to exploring Wadsworth Falls its ease of access couldn't be better. As soon as you pull into the parking lot you hear the falls roaring. Take the quick walk to see the picturesque scenery.Facts about Wadsworth Falls:Height: 25ft tall and doubled in width Rock: Hampden Basalt -the ro...Read more -
Meriden, Connecticut
Chauncey Peak Loop
5.02.17 mi / 358 ft gainThis loop follows the blue against the reservoir where it will break off to the left (this is a longer hike ~ 6.3 miles that'll eventually get to the peak), but if you're looking for this short hike, keep following the water side where it will meet the white trail for a short distance. Note: Som...Read more -
Meriden, Connecticut
Higby Mountain Trail
2.11 mi / 486 ft gainThe popular route for this hike is to park your car at the base of the trail which is located right before merging onto 91-S in Middlefield, CT. The parking lot does seem to get crowded mid-day, especially if the weather is nice! The beginning of the hike is mostly flatter land and an incline w...Read more -
Southington, Connecticut
Hike the Crescent Lake & Metacomet Trail Loop
4.02.4 mi / 269 ft gainThe hike to view Crescent Lake is peaceful. You can either walk through the woods where you will be blessed with natures finest birds and wildlife or you can take the trail along the lake edge. Both are similar distances and lead to the same hill at the end! Once you get to the top take a left on...Read more -
Meriden, Connecticut
Hike the Metacomet, Blue, and Yellow Loop
5.04.5 mi / 976 ft gainStart from the Castle Craig road entrance. Walk until you're greeted by a beautiful reservoir. You'll notice the strange but beautiful Mine Island in the middle of all this. You'll also notice markers for White Trails and Yellow Trails. The White Trail is an easier/wider trail. The Yellow Trail C...Read more -
Granby, Connecticut
Hiking Enders Falls
4.3Enders State Forest sprawls over approximately 2000 acres, and is found within the towns of Granby and Barkhamsted in Connecticut. Enders has a good sized parking lot directly on Route 219. From the junction of Route 219 and Route 20, visitors will proceed west on Route 219 for 1.2 miles and tu...Read more -
Ledyard, Connecticut
Lantern Hill Loop
4.02.58 mi / 387 ft gainLantern Hill in North Stonington, CT. has been one of my new favorite short hikes since I've been home for a long period of time. Interestingly enough, the trail I've noted is right next to the Foxwoods Casino. In fact, one of them is actually in the back parking lot of a resort. So plenty of pa...Read more