Jill's Guidebook
Fun Activities
Here are some of the activities you and the whole family or group of friends can enjoy while visiting Tolchester near Chestertown and Rock Hall, MD.
Enjoy the largest state-of-the-art swimming pool in on the Eastern Shore of MD. This is a 13 feet deep, 285,000 gallon, twelve lane swimming multi-generation state of the art pool with three slides; one in the deep end and two (two-person slides) in the shallow end. Pool features tumble buckets and a floor bubblers and “beach wan” water jets. Park also has game tables, big screen T , WIFi, fitness room, gymnasium, pavilion and playground. There is an additional smaller pool for small children with crab slides that squirts water.
7 locals recommend
Kent County Community Center (and Pool)
11041 Worton RdEnjoy the largest state-of-the-art swimming pool in on the Eastern Shore of MD. This is a 13 feet deep, 285,000 gallon, twelve lane swimming multi-generation state of the art pool with three slides; one in the deep end and two (two-person slides) in the shallow end. Pool features tumble buckets and a floor bubblers and “beach wan” water jets. Park also has game tables, big screen T , WIFi, fitness room, gymnasium, pavilion and playground. There is an additional smaller pool for small children with crab slides that squirts water.
Rent small boats here. If you want something bigger than a kayak but not a large boat perhaps something big enough for two or three; then look no farther.
East Neck Boat Rental
2981 Eastern Neck RoadRent small boats here. If you want something bigger than a kayak but not a large boat perhaps something big enough for two or three; then look no farther.
Chestertown Marina LLC
207 S Water StShort 10 minute drive from the house. If you want to go boating or enjoy the beautiful scenery then this is for you.
Rock Hall Landing Marina
5657 South Hawthorne AvenueShort 10 minute drive from the house. If you want to go boating or enjoy the beautiful scenery then this is for you.
Haven Charters
20846 Rock Hall AveNo boat? No problem! Head down to Heaven Charters and rent a boat for the day.
shanty bar
21085 Tolchester Beach RdJust 3 minutes from door to sand, enjoy the Shanty Beach Bar. (Open weekends only).
Ready for an exclusive experience. If you have a boat or jet ski you can get a day or weekend slip and enjoy the benefits of this Marina. Don’t have a boat or jet ski, no problem, as you patronizing The Shanty Bar for lunch or dinner or The Channel for breakfast; you can layout on the bay. During the week, access to the brand is limited until 5pm. Full access during the weekend; however, you must be a slip holder to enjoy the pool.
Tolchester Marina Inc
21085 Tolchester Beach RdReady for an exclusive experience. If you have a boat or jet ski you can get a day or weekend slip and enjoy the benefits of this Marina. Don’t have a boat or jet ski, no problem, as you patronizing The Shanty Bar for lunch or dinner or The Channel for breakfast; you can layout on the bay. During the week, access to the brand is limited until 5pm. Full access during the weekend; however, you must be a slip holder to enjoy the pool.
Beaches
During the week, just a short 10 minute drive or 30-45 minute bike ride away from the house and near downtown Rock Hall where you can access beautiful historic sightseeing during the week.
9 locals recommend
Ferry Park
During the week, just a short 10 minute drive or 30-45 minute bike ride away from the house and near downtown Rock Hall where you can access beautiful historic sightseeing during the week.
During the week, enjoy Betterton Beach It is a 5.2-acre waterfront park that offers a sandy beach with a volleyball court, bathhouse that was thoroughly renovated in 2020, a picnic pavilion, stone fishing jetty and transient boat launching ramp.” https://www.myeasternshoremd.com/kent-offers-public-pools-sandy-beach-community-parks/article_c6f7d0c9-e7df-5261-b586-c080b1a1ed2a.html
18 locals recommend
Betterton Beach
During the week, enjoy Betterton Beach It is a 5.2-acre waterfront park that offers a sandy beach with a volleyball court, bathhouse that was thoroughly renovated in 2020, a picnic pavilion, stone fishing jetty and transient boat launching ramp.” https://www.myeasternshoremd.com/kent-offers-public-pools-sandy-beach-community-parks/article_c6f7d0c9-e7df-5261-b586-c080b1a1ed2a.html
2 minute drive from the house or relaxing 10 to 15 minute walk. You can go swimming, kayaking, fishing, crabbing or boating here.
Tolchester Beach
2 minute drive from the house or relaxing 10 to 15 minute walk. You can go swimming, kayaking, fishing, crabbing or boating here.
Eastern Neck National Wildlife Refuge
1730 Eastern Neck Island RdSightseeing
Rock Hall
Chestertown Historic District
Every great town or city has an equally great college or university and we are no exception. Check out the rich history at Washington College or enjoy local sporting events just 12 minutes from the house.
16 locals recommend
Washington College
300 Washington AveEvery great town or city has an equally great college or university and we are no exception. Check out the rich history at Washington College or enjoy local sporting events just 12 minutes from the house.
Food scene
Just 12 minutes from the house and you can enjoy fresh fruits, vegetables and beautiful scenery of Chestertown, MD.
Marylands Chestertown Farmers & Artisans Market
118 North Cross Street10 minutes from Cape Cod Coastal, you can enjoy some of the best seafood in town!
33 locals recommend
Waterman's Crab House
21055 W Sharp St10 minutes from Cape Cod Coastal, you can enjoy some of the best seafood in town!
Grab a delicious platter to go just 10 minutes from Cape Cod Coastal.
7 locals recommend
Ford's Seafood
21459 Rock Hall AvenueGrab a delicious platter to go just 10 minutes from Cape Cod Coastal.
12 to 15 minutes from the house and you can enjoy the best nachos and chicken and BBQ in Eastern Shore.
7 locals recommend
Phat Daddy’s BBQ Shack
205 Spring Avenue12 to 15 minutes from the house and you can enjoy the best nachos and chicken and BBQ in Eastern Shore.
Wineries
Casa Carmen Wines
312 Cannon St