We will be traveling the coast of Maine the 3rd week of September coming from Boston.
We are two nights in Portland Maine and 4 nights in Bar Harbor area.
Would love some opinions about accommodations.
My vice in life is not designer purses or shoes but really nice hotels with views if possible.
Location is also important as we like to take walks in the evening.
Also, any favorite restaurants?
Thanks!
Love the West Street Hotel in Bar Harbor (rooms with Harbor view are wonderful - have stayed there a few times). You can walk through town from the hotel or do the scenic walk nearby (called the shore path). They have a wonderful infinity pool on the roof. Their restaurant Paddy’s is also very good - serving a large variety from a good burger to fish and chips to salad, etc.
You need to keep in mind that after Labor Day is out of season for Bar Harbor and therefore some things will be closed for the year already.
Two of our favorites in Portland - Fore Street for dinner http://www.forestreet.biz and Duckfat for lunch http://duckfat.com
For old style lobster house - we were taken to Gilbert’s by Mainers who’ve lived there for generations. http://www.gilbertschowderhouse.com
Can’t help you with hotels in Portland but my kid and friends have stayed in some lovely airbnb in Cape Elizabeth (right outside Portland.)
In Bar Harbor area, drive down to the little fishing port of Bernard on Mt Desert Island. Thurston’s Lobster Pound. I’m allergic to them, but my family loved the lobsters there.
Portland is quite the foodie town, so you’ll have plenty of options! I echo Fore Street and Duckfat in Portland! Fore Street is excellent. Definitely get the poutine at Duckfat. Yum.
Also don’t miss Holy Donuts. Best. Doughnuts. Evah…! Really amazing doughnuts made with potatoes. Sounds weird, but they are seriously good.
You might also try Central Provisions and East Ender (next to Duck Fat). Excellent food.
The Portland Regency Hotel is maybe a bit expensive but really nice and centrally-located. Walk everywhere… It’s in the old renovated armory building.
Enjoy Maine! 
I can second the vote for Thurston’s lobster pound - you can watch the boats unloading the lobsters while you eat them. Have been to several lobster pound type places in New England and this one is the best! We usually get the lobster roll.
I second Fore Street. I went there on a business trip, and the food was a little outside my comfort zone that I worried I might not like it, but it was so delicious.
And of course you have to “Eat at Reds” in Wiscasset for their famous lobster rolls.
I’m taking notes on Portland. My wife and I will be there during foliage season.
Freeport, about 20 miles of Portland, is a fun town. The Tuscan Bistro, close to LL Bean, is one of our new favorites. Excellent food and good atmosphere. We ate there Saturday night!
In Freeport (our stop on the way from Boston to Bar Harbor to break up the drive), we like Azure Cafe (good sandwiches) and Linda Beans (for lobster rolls). Also, Wicked Whoopies for whoopie pies (used to have them shipped to my daughter at college).
I’ll second Azure Cafe. We had a lovely lunch on the outdoor patio when we stayed in Freeport kid’s graduation weekend.
The line at Reds can be incredibly long - but maybe not so bad after Labor Day.
The Portland Regency has some rooms with balconies looking out over the rooftops, and is in a great location. We have also stayed at the Portland Harbor Hotel, which has been under renovation. I second Duckfat and Holy Donut.
If you’re beer drinkers, the Allagash brewery tour was fun.
Wow–maybe we will sleep in our car so we can eat our way through Maine!
I will definitely take this list with us!
DiMillo’s is a restaurant in a huge boat (used to be a ferry, maybe?) on Commercial Street in Portland. The food’s OK, not great, but I would HIGHLY recommend going up on their outside deck for drinks/appetizers one warm afternoon. Really, really nice experience.
I agree with @MaineLonghorn … not a huge, huge fan of the food at DiMillo’s, but the outside deck is pretty for afternoon drinks and apps. Nearby is J’s Oyster, which is not upscale, but the food is wonderful! I third Duckfat! In South Portland I like the fried clams, lobster bisque, mussels,and the view of Portland at the Salt Water Grille. Also in South Portland 158 Pickett Street Cafe is amazing for great bagels with super yummy and creative toppings, and wonderful coffee.
In South Freeport I like the Harraseeket Lunch and Lobster.
Every year, we go out of our way for John’s Ice Cream.
https://www.tripadvisor.com/Restaurant_Review-g40709-d2454897-Reviews-John_s_Ice_Cream_Factory-Liberty_Maine.html
H and I usually share a pint and you can get as many flavors as you want all packed in. I’ve seen many people order their own pints!
Let me start by saying that I live 10 miles from Portland.
Is there any possibility that you will be in Portland on the first Friday in September, which this year will be the 1st? if so, you can enjoy the First Friday Art Walk. The Portland Museum of Art is free for the evening, all of the galleries in the Arts District around it are open, people are selling things they make on the street, the galleries are often serving wine and cheese and people are roaming Congress Street from gallery to gallery with cups, there can be flash mobs, theater, top notch musicians of various kinds playing at various venues for free, and so forth.
In my experience, the restaurants in Freeport are for eating when you’re out shopping and hungry, not destinations. The lobster pound in South Freeport village, Harraseeket Lunch and Lobster, would be my choice there, because it’s a real down home lobster place.
BUT if you want lobster or your standard fried seafood with a spectacular view, The Lobster Shack at Two Lights in Cape Elizabeth is BY FAR your best choice. In fact, there is simply no comparison. (The blueberry tarts are good, too.) And after lunch you can climb around on the incredible rocky promontory sticking out into the sea and investigate tidal pools as the waves crash just beneath you.
I’m fond of Gilbert’s Chowder House’s seafood chowder. They USED to have fantastic clam cakes. but alas, now they are the usual blah pre-made product. Don’t order them. It’s a nice place to have lunch, especially if the weather’s nice and you can sit on the deck out back. It’s not a spectacular view or anything, but it’s nice. And they have a nice selection of local draft beers.
Fore Street is reputed to be the best restaurant in Portland. I’ve never been there. Not yet, anyway. I understand that you have to get reservations well in advance. My personal favorite, Bresca, which was a 14-seat place, alas has closed. Duck Fat is great for things like a cornet of fries cooked in duck fat, with duck gravy and cheese curds. Be still my heart. I’ve eaten and Street&Co, and it was pretty good, but no where near as good as Bresca and didn’t rock my world.
Breakfast: Becky’s Diner. Have the homemade corned beef hash. Another choice, the Miss Portland Diner.
Breakfast in Bar Harbor, Jordan’s Pancake House.
+1 to Duck Fat, Central Provisions, and Holy Donuts.
Although I do like Red’s lobster rolls, I don’t think they are worth going out of the way for or worth waiting in their slow moving line. We only stop if the line is short when going through Wiscasset. Mid Coast Maine is lovely with many things worth seeing but given the short timeframe of the OP, it’s best to just use 95 from Portland to Bar Harbor which will mean skipping Wiscasset and the rest of the region.
In no particular order, here are some Portland favorites because you can’t eat lobster for every meal :). Actually, Portland has amazing food and I’d recommend trying places other than the seafood joints for this leg of your trip. Bar Harbor will have less diversity in cuisines. Maine, and especially Portland, is great about locally sourced, farm to table eating:
Gelato Fiasco - Portland & Brunswick https://www.gelatofiasco.com/locations/portland/
Standard Pastry - stop in for a morning or afternoon pastry and coffee http://standardbakingco.com
Flatbread Pizza https://www.flatbreadcompany.com/portland/
Otto Pizza http://www.ottoportland.com/menu
*Boda - excellent Thai fusion, small plates, busy, no reservations (thought twice about mentioning it because I don’t want it to be more crowded 
), great craft cocktails http://www.bodamaine.com
Hot Suppa - good for all meals but especially breakfast http://hotsuppa.com
Honey Paw - asian fusion, handmade noodles http://www.thehoneypaw.com
Lolita http://www.lolita-portland.com
For less traditional seafood in Portland, my choice would be: http://www.eventideoysterco.com
If you like more current, contemporary live music, there are several venues in Portland that have good offerings. You can check the calendar here: http://www.statetheatreportland.com
Wow, I’m taking notes and I live here!