Thank you Chowhounds for your recommendations; unfortunetley some of them came in when we were on the road, but I did my best to follow the advice.
After our quick pit stop at UNH (where my gf went to college) we hit up the Muddy River Smokehouse. Although the pulled pork sandwich wasn't what she remembered it was still ok, not the best I've ever had but not the worst either. The fried pickles were outstanding however. While still in portsmith we headed over to the Portsmith Brewing Co. - I wasn't a fan of their beers at all.
That evening we headed up to Ogunquit and dined at the Steakhouse in Wells. My first forrary into Lobster Stew will be a memorable one. Never before had I realized that butter and cream would make such a fantastic broth and the whole chunks of lobster in it were amazing - one of my favorite soups of all time! I also had the ribeye, which was nothing short of fantastic. Exactly what I expect from a New England steakhouse, good chops with a great homestyle flavor. The breadpudding for dessert was very good.
The next morning had a lite breakfast at Breaking New Grounds in Perkins Cove - took that beautiful walk up the cliff while drinking some new coffee; however, I could bareley contain my anticipation for Flos! We arrived at Flos around 12:30 pm, line was out the door. I couldn't wait to order my dogs, had 5 of them 3 House and 2 with Hot Sauce & Mustard a coke and a bag of bbq chips. Amazingly, I think this was my favorite meal on the trip. I've never had a steamed hot dog with that degree of crispiness and the hot sauce on the dog really was terrific. The closest thing I've had is a Texas Hot in Buffalo but the quality of the dog at Flos blew those away.
After lunch we headed to Freeport, had a couple beers and a bluberry crisp at the Broad Aarow Tavern and dined at Jameson's after checking out the LL Bean Store. The true culinary highlight of Freeport was the Muddy Rudder, recommended by a really nice woman at the LL Bean fishing store. The gf and I shared some mozzarella sticks which were absolutley awesome and I had the Lobster Pie, she had the Lobster Roll. The food here was outstanding.
In review I'd have to say that Flos, The Steakhouse and Muddy Rudder were all absolutley fantastic meals that I'll have a craving for time and time again!
Thanks for all the advice hounds!