Winslow Crocker House Tours

The WiFi wasn’t good. No good service in the room. A few things in the hotel room could have been fixed. The lighing above bathroom sink was hanging. Only one bulb worked. Other than that it was very clean.

In a world of cookie cutter hotels, the Anchor In is a refreshing old school style motel. The staff is wonderful- friendly and helpful. Although the motel is no longer a family run operation, they know the history of the place and take pride in carrying on the operations so lovingly curated over decades by the family who used to own it. The motel is both right on the harbor with perfect views and close to town for easy walking. Some reviews mention that rooms are outdated. I prefer to look at it as a vintage style; nothing was in disrepair, we had everything we needed, and it was impeccably clean. The bed was really comfortable. The water pressure in the shower was great. WiFi was strong. Our room was huge, and had a private balcony, which had it not been winter we would have enjoyed. My only complaint is the site fees. I can forgive a resort charge of some sort because there are some amenities available, but $45 is really steep, especially in winter when the outdoor pool is closed. Breakfast is included but it is very basic. My real issue, though, was the parking fee. It’s outrageous to charge parking at a motel which is by definition designed for motorists with parking directly outside the rooms. As we were checking out, I found out the Anchor In is now owned by Margaritaville, which explains it, but it left a sour taste to an otherwise lovely experience.


Well appointed lodging with very friendly and attentive staff. Perfect central location with easy walk to many local sights as well as convenient access to ferry terminal.