#atozchallenge | N is for Naples in the Winter

One thing I accepted long ago was that to live in Maine means to drive a lot, especially if I want to keep in touch with friends and family who are spread throughout New England and, in some cases, even farther. I could never lease a car. I’d go over my mileage in the first month.

Many of my drives involve meeting a friend “half-way” so that we can get together and have some fun. Since moving back to Maine, I’ve been making regular trips to Portsmouth, Kittery, and Newburyport, to connect with friends who live down in Massachusetts. I’ve become extremely knowledgeable on places to go and things to do in those areas. I could even rename my blog, “Weekends in Maine and towns off of Route 95 Heading South”.

Recently, I’ve added another destination to my excursions, but this time I’m heading West, so it’s opened up new options. I’ve been meeting a friend in Naples, Maine as it’s a good half way point for us. We started meeting for dinner during the winter, so our dining choices were more limited. Naples is a great destination, but it really comes alive more in the summer. Even so, we’ve been able to find some fun year round establishments, and now have a regular spot, at least until the summer hits and the crowds come.

Four Restaurants in Naples | Winter Destinations

Merced’s on Brandy Pond.

This was the first place that we met for dinner. While I’m sure it has great views during the summer, it was a little quiet when we went and a little fancier than we were looking for although the menu is varied and includes some casual fare too.


Bray’s Brew Pub & Eatery.

Next up, we went to Bray’s which is actually one of the few Naples locations that I’ve been to multiple times. My husband is a big fan of their craft beer selection, and we’ve been there for their father’s day event which was great fun. It’s has a nice, relaxed atmosphere and a basic pub style menu.

Bray's Brew Pub

Black Bear Cafe.

The third time we headed to the Black Bear Cafe, which I had been to once before to listen to Irish Music. This was a nice stop and still busy in the winter, although as we usually go around 6 pm on a Thursday, we tend to beat the crowds so had no trouble getting a booth.

The Galley Restaurant and Pub.

Our final destination, and the one that’s a keeper so far for our winter get togethers, is the Galley. If I had not stumbled on this one when doing a google search, I never would have found it. It’s set back from 302 behind a gas station and easy to drive by even when you know where you are going. They are a little more casual and seem to have a regular crowd. They have a great menu with lots of options ranging from appetizers and basic pub fare, to seafood and lobster rolls.

I’m sure as we get into the summer season, there will be even more options to choose from, but we’re pretty happy with the ones we’ve found so far. I’m looking forward to spending more time exploring Naples.

Naples | Four Winter Destinations

Naples | Four Winter Destinations


things to know
Merced’s on Brandy Pond 770 Roosevelt Trail, Naples, ME 04055
Bray’s Brew Pub 678 Roosevelt Trail, Naples, ME 04055
Black Bear Cafe 215 US-302, Naples, ME 04055
The Galley Restaurant & Pub Roosevelt Trail, Naples, ME 04055
Favorite ♥ Wings at The Galley

I’m participating in a Blogging A-Z Challenge for April 2016. I will be posting new content every day except Sundays. Each post is associated with a letter of the alphabet, starting with A and ending with Z. My theme for the challenge is Life in Maine, and each post will in some way relate to Maine. There are over 1500 other bloggers participating in the challenge. Click HERE to learn more.

WIM Signature

16 thoughts on “#atozchallenge | N is for Naples in the Winter

    • Weekends in Maine says:

      I love both those areas although it’s been a while since we’ve been up to either. We’re hoping to visit the Farnsworth Museum this summer so maybe we’ll get a chance to check out the Brass Compass. A lobster club sandwich sounds fantastic.


  1. dyannedillon says:

    What quaint places! Halfway between me and anyone else is absolutely nothing. I kid you not. I was going to meet a friend who was visiting family in Kansas City, and halfway between us are a few scattered towns, the biggest having 8,000 residents, most having a few hundred to a few thousand. They don’t have quaint New Englandy restaurants, you lucky duck!

    Liked by 1 person

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