Welcome! I'm originally from PA and now live in SC. Grew up hunting grouse and pheasants, now I have traded them for woodcock. You should concentrate on woodcock hunting. they can be found in a array of different habitats. The most important part of the habitat to look for is high stem counts in low growth understory with a closed or almost closed mature canopy. the exception to this are young pine regrowth clear cuts and I don't know if you have much of that in MD. You may need to concentrate in floodplain riparian areas. Often woodcock can be found in the same areas as you would go rabbit hunting, young clear cuts chocked with briars and trees less than 10 feet tall.
Woodcock offer so many advantages for bird hunters. They hold very well for dogs. They may creep away but are not going to get away from a dog. When they flush, they don't normally fly more than 20-30 yards on the first flush. So you can watch where they land, regain control of your dog and now you are both ready. They also leave telltale scat droppings on the ground. You can tell if you are in a birdy area and if they are still there or if they have moved on by how fresh the scat is. You can also scout for them in the early morning and just after sunset. Just go to a field or an opening close to where you thing there is good daytime habitat. Watch and listen for the iconic flight of the woodcock. If you don't know what it is... look it up and watch a few videos. Before long you will find what you are looking for. The last advantage for woodcock hunting is there is relatively little pressure.
You may also be interested in snipe hunting. Look into Wilson's common snipe and if they migrate or live in your area. They are very similar to woodcock but hunt more like dove that you walk up and flush. Then sit back and wait for them to fly back or watch where they land and go jump them up again. You don't need a brown paper bag and flashlight for these birds, just a good dog and some mud flats.
I hunt woodcock on average 20 times per year with an average bird count per hunt of between 2.1 and 2.6. Between my one buddy and me, we have bagged over 100 birds per year for the last 10 years straight! That is getting it done and the work for the dogs is incredible. Good luck.
