Located in the heart of Askerswell, is the magnificent St Micheal's Church,which houses a 15th century old tower. It was built by Talbot Bury of London in 1858 in perpendicular style. The church has a Norman font and a 15th century carved stone relief of the Crucifixion set near the west door into the tower. Opposite to the church is a beautiful pond where you can sit and enjoy the scenic surroundings. A short drive from Askerswell is the Abbotsbury Swannery in Weymouth. Sheltered by the famous Chesil Beach, this ancient and special site provides protection for hundreds of nesting swans and their broods. Wander around the nests, attend audio visual show about the Swannery and enjoy the amazing mass feeding sessions at 12 noon and 4.00 pm daily. If you are happy to go further afield Askerswell then drive down to Beaminster where you can see its local history museum, which is housed in a converted Congregational Church that still has its early 19th century organ. The interesting collection of exhibits include antiquities of royal families of the region, agricultural tools, a working church turret clock, books on varied subjects, as well as local videos and CD's. For nature lovers, the town Askerswell offers plenty of opportunities for hiking, trekking, horse riding, camping and many exciting water sports including sailing, wind surfing, kayaking, and scuba diving. In your leisure time hire a car and drive down from your Askerswell cottage rentals to the charming towns of Weymouth, Lyme Regis or Abbotsbury, which make perfect day trips from the town. Other popular attractions in and around Askerswell are Spyway Winn, Monkey World, and Cricket St Thomas Wild Park.

Askerswell offers a handful of eateries and restaurants serving a wide range of cuisines from fast food to exotic Mexican, French, Italian and American fare. Enjoy delicious snacks with a steaming cup of coffee at a local cafe or dine alfresco under the star lit sky in a restaurant amidst a lush green setting. Before retiring to the cozy comfort of your self catering Askerswell, hangout with your friends at a lively bar where you can sip your favorite drink while listening to some soothing music playing in the background. If you are addicted to shopping then hop on to the nearby market town of Bridport, which has a medley of varied shops and art galleries where you can buy beautiful items including paintings, sculptures, pottery, photography, hand-painted murals, decorative art and prints and accessories.