Never been to the area. We're thinking of staying up the road just a bit in Rockport at Strawberry Hills Seaside Inn for the beautiful setting. We then need to drive into Rockland for sites and restaurants and museums. Is parking a big challenge around third/fourth week of August? Also considering staying at Rockland Harbor Hotel right in town.
Rockland is a charming small city, popular with visitors in mid to late August because of the lobster festival season, summer galleries, and museum events. Parking can be a bit tight during this peak tourist time, but it’s usually manageable compared to larger cities. Planning ahead and knowing your options will make your visit smoother, whether you stay in Rockport or Rockland itself.
If you stay at Strawberry Hills Seaside Inn in Rockport, you’ll enjoy a scenic and quieter setting. It’s about a 5–10 minute drive to downtown Rockland, so daily parking won’t be a major hassle, but you’ll need to park once and walk around the town for restaurants and museums.
Here’s an overview of parking options and tips:
Other tips for a stress-free visit:
In summary, staying at Strawberry Hills in Rockport gives you a peaceful retreat with a short drive to Rockland, while staying at Rockland Harbor Hotel puts you right in the action with easier access to street or hotel parking. Mid to late August is the busiest period, but with a bit of planning, parking in Rockland is not overly challenging.