Benable — create shareable lists of things you recommend!
E.g., products you love, local businesses, travel recs - you can add anything to a Benable list!
Boston to Bar Harbor Road Trip
16
items Everywhere we went on our road trip from Boston to Bar Harbor in June of 2024! I recommend June, the weather was fabulous. We flew in on a Friday, spent Saturday in Boston, Sunday into Monday in Freeport, and Monday through Friday in Bar Harbor. If we were to do it again, we would've planned a day in Portland too.
Sections
5
Boston
Ogunquit
Portland
Freeport
In Transit
Boston
We spent about 1.5 days here and that was good for us - ate good food, walked the Freedom Trail. It's a cool city to walk around, seeing the way the modern city has been built up around historical sites, how the ocean connects to the city and all the intentional green spaces they've created. I'm generally not a city person but Boston's my favorite city I've visited.
huge room, great location right by the rail(we took it from the airport no problem) and the freedom trail. provided free waters, coffee & paid breakfast. dogs & cats allowed!
Hotel AKA Boston Common Reviews, Deals & Photos 2026 - Expedia
mid priced Italian that was excellent. would’ve eaten there again if we had more time. gf pasta options.
Best Trattoria in Boston's North End | Trattoria Il Panino
SO MANY gf options. great coffee, had breakfast sandwiches we liked, went back the next morning for more gf treats for the road.
Tatte Bakery
VERY CUTE. mid priced seafood palooza. so much to choose from, enjoyed the lobster bennies, would’ve liked to try more. had gf modifications.
Saltie Girl Seafood Bar | Boston | Los Angeles
quick lobster roll. the roll was good. the side options are a bag of chips or soup - it’s not fancy. had gf rolls.
Luke’s Lobster®
didn't make it here but would've tried it if we had time!
Buttermilk & Bourbon | Southern Restaurant in Boston, MA
we did the whole 2.5 miles. it involves hills, if you're not used to walking that far it may feel strenuous. bring water. I am not a history nerd and was not particularly entertained by those details but enjoyed walking the city nonetheless. my husband is a history nerd and would recommend it. you can do paid formal tours or just walk it yourself and read all the signag...
Homepage | The Freedom Trail
fancy pants croissants. this is not near the freedom trail area, it takes some getting to get to & often has a long line, but you can preorder! it's fun to see the artistry and we enjoyed but were not mind-blown by the flavors. contains gluten and dairy.
Lakon Paris Patisserie
Ogunquit
Kinda touristy - I wouldn’t call it a must hit. We just stopped for breakfast.
cute patoot family owned restaurant with a ton of options. liked the crab cakes. great home fries.
Cove Cafe
Portland
We only had a few hours in the afternoon here but I would’ve liked to have spent more time! Food scene seemed great!
we didn't have time to eat in Portland in the end, but this is where we were planning to eat. tempted to plan a trip back just to try their poutine.
DUCKFAT
Freeport
A shopping town! There's L.L.Bean and lots of other adventure brands. We spent an afternoon browsing before doing our oyster tour the next morning.
L.L. Bean's flagship is in Freeport and it's a whole complex with multiple stores to go in. it was fun to browse!
L.L.Bean - Outside Together Since 1912
gf breading! my husband loved his clams, my shrimps were okay - wouldn’t necessarily go here if you don’t need gf. few places were open on Sunday evening.
Lobster Cooker and Pub - Seafood Restaurant in Freeport, ME
big room, walkable to everything, cost a buck to do laundry & a really nice gym with Peloton bikes. cooked to order breakfast available for a fee, restaurant & bar. dogs & cats allowed.
Hilton Garden Inn Freeport Downtown
Alice is quirky, fun & knowledgeable and was happy to answer any questions. You get to see oyster traps, learn about oysters and lobsters and anything else you see and eat oysters on an island.
Oyster Farm & Complimentary Tasting Sea Kayak Tour in Casco Bay
In Transit
Where we stopped from Casco Bay to Bar Harbor
pizzeria & pub. has gf & cauliflower crust options. solid pizza, big space.
Portland Pie Company
the best botanical gardens I've ever been to. beautiful, diverse, well done & uniquely crafted for kids to enjoy too. a great place to stop and stretch your legs on the drive.
Coastal Maine Botanical Gardens