Road Trip: Where To Go!?

Next month my brother, his girlfriend, N and I are going on a 5 day road trip. We weren't sure where to go we just knew we were going to drive somewhere far and hang out. This is probably the first trip I haven't planned every second of and that i'm taking a very casual approach to. I can't wait to just get where we're going and relax for a few days and not think about work or chores or whatever. 

Since we'll be starting our journey in New Jersey and we only have five days we decided to go somewhere only about 8 or so hours away. We came up with two options:

1. a trip to Maine and New Hampshire

2. a trip to upstate NJ and Canada to see Niagara Falls

Both trips had their pros and cons. N lived in Maine for a few years and would know his way around the city of Portland and the outer lying areas. Seeing Niagara Falls (for the second time for my brother and I) and visiting Canada would feel like a bigger more exciting trip. Since it's winter we had to be conscience of what activities we could still do in the 40 degree weather. 

As of now we're searching for passports and trying to make a decision. :)

UPDATE:

We made a decision! We're heading to Portland, Maine! We're staying right outside of Portland and are planning to spend a day in New Hampshire. Here are some of the activities we have lined up:

City of Portland - minutes away (5 miles): old district - restaurants, shops, and pubs; mall; outlet stores

Allagash Brewing Company- taking a brewery tour!!

Portland Observatory -beautiful views of the Maine coast

Colby College - 1 hr away (N's alma mater): see college, eat at Big G's Sandwich Shop, check out downtown

Brunswick - 50 mins from Colby: Sea Dog Brewery - brewery & restaurant

Kennebunkport - shopping/restaurants - nearby is Cape Porpoise the Cape Pier Chowder House!

Freeport - 20 mins away: shopping - giant LL Bean Store & outlet shopping

Day Trip:
North Conway, New Hampshire - Funspot: 3 story arcade with go carts, bowling, indoor mini golf, cash bingo; outlet shopping nearby (kitchen outlet, new balance, nike, stonewall kitchen, white mountain cupcakery)

I can't wait! See y'all when i'm back from my mini vaca!