I hike my dogs probably 2 - 4 days a week during the spring/summer/fall. Winter is probably twice a week; maybe even once if it is particularly bad weather.
Depending on the day and weather, I have "loops" from about 3 miles to about 8 miles. All are off leash. I have three usual spots.
1) A state park about 20 minutes from my house. You have to pay Memorial Day - Columbus Day, and the beach is on-leash only during that time, so it is mostly an "off-season" spot for me. Quick 1/2 mile trail down to the beach, or about a 3 mile loop the long way on either side (hits over 7 miles if I do the whole outer loop). LOTS of uphill, but the views are great.
2) The reservoir that is about 3 minutes from my house is probably our most-used spot. Great swimming spot for dogs and humans, with a very well established trail of maybe 1.5 miles around the edge. Off the main trail is a huge network of trails where I inevitably get lost, but adore. I have regular 2.5 mile, 3.5 mile, and 7+ mile loops there, depending on the weather and how much time I have. The outer trails have a few great look out spots if you don't mind climbing. I will break them up by looping down to the water more when it is hot. Or I get really lazy, bring a book, and camp out on a rock reading while the dogs swim!
3) Fairly newly discovered (this winter) is a network of trails off a high school nearby. Great trails with great footing (way less hilly, which was nice with the ice this winter), but holy scary coyotes nearby. I will not go alone or during dusk/dawn. Often hit it on the weekends with a friend mid-day. No pictures from that one yet. And it really isn't so picturesque.
Our #4 is going hacking with Tristan; the barn has about 70 acres of hay meadows behind it, and Gusto loves going out with me and the horse. Meg generally will do one loop of the field with us, then just hang out near the path back to the barn. Gusto will go as long as I will!