Places to stay in Fortuneswell, Dorset

Fortuneswell is a village in Underhill on the Isle of Portland, in Dorset. It lies on steeply sloping land on the northern edge of the island, known as Underhill, where Chesil Beach connects the island to the mainland. Adjoining Fortuneswell are Chiswell to the west and Castletown to the north. Fortuneswell occupies the steeper land above sea level, whereas Chiswell and Castletown occupy flat land close to sea level, next to Chesil Beach and Portland Harbour respectively. Fortuneswell has a main shopping street, and along with Easton, is the main hub of the island's activities. Local restaurants include Miss Piggy’s Pantry, Daniels, Cafe India, and The Cove House Inn.

The center of Fortuneswell ( which is at is longitude -2°26'34.900 and latitude 50°33'35.215 ) is located 1 mile away from Portland, 4 miles away from Lansdowne, 4 miles away from Weymouth and 6 miles away from Chickerell.

Available Fortuneswell lodging

We currently have 7 accommodations in and around Fortuneswell.

Fortuneswell Hotels, B&Bs and Guest Houses

Bed & Breakfasts

Esplanade Hotel

Approx 5 miles away in Weymouth:

The Esplanade is situated in a prime sea front Georgian terrace built in 1835 overlooking the beautiful "Weymouth Bay". The Esplanade is non-smoking and has been awarded AA 4 Star Guest Accommodation offering superb B&B and close to all Weymouth's amenities.
141 The Esplanade
Weymouth, Dorset
Bed & Breakfasts

Sundene Guest House

Approx 5 miles away in Weymouth:

B and B in Weymouth at Sundene Guest House just off of Weymouth harbour and only 5 minutes walk from Weymouth’s beautiful sandy beach and esplanade and Weymouth town centre. At Sundene Guest House we have 4 en suite rooms available for .....
30 Alma Road
Weymouth, Dorset
Bed & Breakfasts

Turnstones Luxury B&B

Turnstones is an elegant Victorian house with every amenity, providing first class, comfortable, and relaxing bed and breakfast accomodation, whether you're visiting Dorset's beautiful Jurassic coast for business or pleasure.
6 Ventnor Road
Fortuneswell, Dorset

Marjune

Guest House

Approx 5 miles away in Weymouth:

32 Lennox Street
Weymouth, Dorset

Fortuneswell Camping, Caravans, Self Catering

Photograph of Pebble Bank Caravan Park, Weymouth
Listing updated 2026
Cottage / Caravan Parks

Pebble Bank Caravan Park

Approx 4 miles away in Weymouth:

Pebble Bank Caravan Park is situated less than two miles from Weymouth town centre, and its Blue Flag Award beach. We are close to the coastal footpath, on the heritage coast, and the famous Chesil Beach which runs from Portland to Abbotsbury, in .....
90 Camp Road
Weymouth, Dorset
Holiday Parks

Littlesea Holiday Park

Approx 4 miles away in Weymouth:

A superb 5-Star holiday village as awarded by the English Tourist Council, central to Dorset’s Jurassic Coastline, Littlesea has recently been substantially developed to become a leading Haven Park.
Lynch Lane
Weymouth, Dorset
Cottage / Caravan Parks

Chesil Holidays

Approx 4 miles away in Weymouth:

Portland Road
Weymouth, Dorset
Booking.com

Other useful links:

Things to see and do, places to eat in Fortuneswell

Photograph of The Boat That Rocks, Portland
The Boat That Rocks

The Boat That Rocks ( Dining / Pizza ). We are a marina-side restaurant and bar, just a 5-minute walk away from the Weymouth and Portland National Sailing Academy with plenty of outdoor seating and fantastic views across the harbour- perfect for relaxing with a drink whilst keeping an eye on the sailing action. www.tbtr.co.uk Link

Crab House Cafe ( Dining / Seafood ). We are situated in a breathtaking part of Dorset, looking out over Chesil beach. We have our own Portland Oyster beds just a stones throw from the restaurant so you can enjoy fresh Oysters on your table within minutes of them leaving the water! www.crabhousecafe.co.uk Link