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11 11, 2024

Catch a Live Performance at The Mainstay in Rock Hall, MD

2025-04-24T13:16:08+00:00The Mainstay|

Are you looking to enjoy a live performance during your getaway to Maryland’s Eastern Shore? The charming town of Rock Hall is home to one of the area’s top event venues, The Mainstay.  The Mainstay stands as a cultural cornerstone of the Eastern Shore's vibrant music scene. This intimate performance venue has transformed a historic building into a must-visit destination for travelers seeking authentic entertainment. Before you book your tickets to The Mainstay, there are a few things you should know. That’s where Osprey Point comes in; our team is here to help you plan the ultimate Rock Hall vacation. [...]

24 07, 2024

Sailing Around Rock Hall: Charters, Lessons, & More

2025-04-24T14:24:45+00:00Sailing Rock Hall|

Nestled on Maryland's Eastern Shore, Rock Hall offers a quintessential Chesapeake Bay experience, chockfull of maritime culture. Sailing is one of this town’s most popular activities for locals and travelers alike. Whether you're a seasoned sailor or a complete novice, there's something for everyone in Rock Hall.  The team at Osprey Point is here to help you make memories on a sailing adventure in Rock Hall. We have two marinas in Rock Hall, so we know all about the ins and outs of sailing the Chesapeake Bay. Here are a few tips for sailing in and around Rock Hall.  Why [...]

15 12, 2023

Romantic Getaways on the Chesapeake Bay: Rock Hall

2024-02-15T18:17:56+00:00Chesapeake Bay Romantic Getaways|

The Chesapeake Bay, with its serene waters and charming coastal towns, has long been a haven for couples seeking a romantic getaway. Nestled on the eastern shore of the bay, the quaint town of Rock Hall stands out as an idyllic destination for those in search of a dreamy getaway. From breathtaking sunsets over the water to intimate dining experiences, Rock Hall offers the perfect backdrop for romance. The team at Osprey Point is here to highlight Rock Hall as a shining example of a romantic getaway on the Chesapeake Bay. From romantic restaurant recommendations to couples activities, continue reading [...]

5 03, 2023

Why Mom Will Love a Mother’s Day Vacation to Rock Hall, MD

2023-04-05T14:37:03+00:00Mothers Day Vacation|

Mother's Day is coming up, and at Osprey Point, we know exactly what gift mom will love - a trip to Rock Hall, MD! Mom puts in a lot of hard work and is loving to all, so giving her a gift where she can be pampered, relax, and spend quality time with loved ones will certainly hit the mark.  If you're unfamiliar with Rock Hall, MD, you aren't alone, and that's part of the appeal. This quaint town on the Chesapeake is away from all of the hustle and bustle. It's a place to relax and take things slow, [...]

11 02, 2023

Enjoy Spring Break in Rock Hall, Maryland

2023-04-05T14:31:09+00:00Spring Break In Maryland|

As spring approaches, it’s time to start thinking about where to go for spring break. While some may opt for crowded beaches and party scenes, others prefer a more serene and relaxing vacation. If you’re in the latter category, consider Rock Hall, Maryland, the perfect spring break destination. Rock Hall is a charming waterfront town located on Maryland’s Eastern Shore. With its picturesque views, great outdoor activities, and quaint downtown, it’s no wonder why it’s becoming a popular destination for those looking for a peaceful getaway.  Let the team at Osprey Point give you an overview of why Rock Hall [...]

15 05, 2021

7 Can’t-Miss Upcoming Events in Rock Hall, MD

2021-06-15T23:12:41+00:00Rock Hall MD, Rock Hall MD Hotels, Romantic Getaways in Maryland, Things to Do in Rock Hall MD, Weekend Getaways in Maryland|

The best Rock Hall, MD, events focus on everything from oysters to art to anything in between. Lucky for you, there are fun-filled events every season, so no matter when you visit, there will be an event for you to attend.

15 04, 2021

Plan Your Magical Wedding at Our Eastern Shore Wedding Venue

2021-05-20T18:02:13+00:00Maryland Inn, Rock Hall MD, Rock Hall MD Hotels, Rock Hall MD Wedding Venues, Romantic Getaways in Maryland|

Looking for the perfect Eastern Shore wedding venue? Look no further than Osprey Point in Rock Hall, MD! Surrounded by lavish landscapes and spectacular water views, our Maryland inn offers a variety of beautiful settings for your wedding day.

16 11, 2020

A Comprehensive Guide to Rock Hall, MD

2020-11-16T13:44:00+00:00Maryland Inn, Rock Hall Marinas, Rock Hall MD Hotels, Things to Do in Rock Hall MD, Weekend Getaways in Maryland|

It’s hard to imagine a more heavenly bayside destination than sunny Rock Hall, MD, home to romantic Osprey Point, a marina-inn-restaurant multiplex within steps of the picturesque Chesapeake Bay. Rock Hall, MD, is widely recognized as “The Pearl of the Chesapeake” because of its distinctive charm, natural beauty, historical significance, and instant access to countless aquatic adventures. Osprey Point itself remains a beacon of light for romance-starved couples, boaters, and growing families alike.

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