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Dorset’s towns undoubtedly make great holiday locations. Every town in Dorset has something to offer, whether it is a picturesque and calm escape or a fun-filled activity holiday.

Take a look at the 5 towns that we think, under any circumstances, should not be missed..

1. Weymouth

The Bill (1)

Weymouth is located about halfway along the Jurassic Coastline and is a popular seaside tourist resort with plenty of fun things to do!

Weymouth Beach is a particular hot spot for holidaymakers. It has a beautiful, lifeguarded stretch of sandy beach that offers traditional activities, like Punch and Judy shows and donkey rides, perfect for British summer holidays!

Not only can visitors participate in classic seaside activities, but Weymouth Bay is also rich in history and heritage, the Nothe Fort and Sandsfoot Castle are definitely worth a visit!

Discover this delightful destination for yourself and stay in one of our Weymouth holiday cottages.

2. Portland

Harbour at West Bay

The Isle of Portland is situated on the Jurassic Coastline, 5 miles south of Weymouth, and is actually the most southern point of Dorset.

At the most southern point of Portland itself stands the impressive Portland Bill Lighthouse, guided tours of which are offered to visitors.

Well known for being an explorer’s island, Portland is home to an abundance of interesting wildlife and beautiful countryside. It is the perfect place to thoroughly enjoy the outdoors.

Our range of Portland holiday cottages provides the perfect base to explore the Jurassic Coast.

3. West Bay


West Bay, or Bridport Harbour, is situated approximately 1.5 miles south of Bridport on the Jurassic Coastline.

West Bay is also a fabulous seaside tourist destination, suitable for coast and countryside walks, fossil hunting, fishing and water sports.

Enjoy a coastal getaway and stay in one of these charming holiday cottages in West Bay.

4. Osmington

Burton Bradstock (12)

The civil Parish of Osmington is situated on the Jurassic coast, 5 miles east of Weymouth, and is a beautiful village in West Dorset.

Home to the Osmington White Horse (an 1808 carving of King George III riding a horse), Osmington is a place of historical interest.

In addition, Osmington Village has a number of pretty country lanes that lead to spectacular open countryside and is simply perfect for country village walks.

Why not stay in one of these Osmington cottages and enjoy a Dorset getaway with your loved ones.

5. Burton Bradstock

Burton Bradstock village is situated approximately 2.5 miles southeast of Bridport and is one of the main gateways to the Jurassic Coast.

As a result of being so near the Jurassic Coast, the village features vertical cliffs that reach up to 45 metres high!

The village itself is very small and quaint, featuring a number of fascinating 16th- and 17th-century thatched cottages, as well as a reading room and a parish church dating back to the late 14th or early 15th century.

If you’re visiting this charming location, take a look at our Burton Bradstock holiday cottages, providing the perfect home away from home.

If you’re heading to one of these fantastic Dorset towns, be sure to check out our Dorset holiday cottages for some staycation inspiration!