Places to stay in Charlestown, Dorset

Charlestown is a suburb of Weymouth in Dorset situated in the west of the town beside The Fleet. The town is in Chickerell parish and West Dorset district, rather than Weymouth and Portland borough. Places to eat in the region include Little Sea Fish Bar, Alf's, Turks Head Inn, and Admiral Hardy.

The center of Charlestown ( which is at is longitude -2°29'38.009 and latitude 50°36'44.766 ) is located 1 mile away from Chickerell, 2 miles away from Lansdowne, 2 miles away from Weymouth and 4 miles away from Upwey.

Available Charlestown lodging

We currently have 6 accommodations in and around Charlestown.

Charlestown Hotels, B&Bs and Guest Houses

Bed & Breakfasts

Esplanade Hotel

Approx 3 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 2 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

B+B Weymouth

Approx 2 miles away in Weymouth:

The B plus B Weymouth is perfectly located on the seafront in the heart of Weymouth Dorset. It is a privately-owned boutique style Bed and Breakfast offering guests 4 star accommodation. It has 23 bedrooms and one 3-bedroom self-contained apartment.
68 The Esplanade
Weymouth, Dorset

Charlestown Camping, Caravans, Self Catering

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

Pebble Bank Caravan Park

Approx 2 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

Waterside Holiday Park & Spa

Approx 4 miles away in Weymouth:

Like you, we at Waterside Holiday Park, Dorset, put great importance on family and friends, on celebrations and shared experiences.
Bowleaze Coveway
Weymouth, Dorset
Cottage / Caravan Parks

Bagwell Farm Touring Park

Approx 2 miles away in Chickerell:

Bagwell Farm is at the heart of one of Britain’s most beautiful and celebrated landscapes and a great base for your Dorset holiday. Open all year, for touring caravans, motor-homes and tents you’ll find a warm welcome and all you’d expect of a four-star park.
Knights In The Bottom
Chickerell, Dorset
Booking.com

Things to see and do, places to eat in Charlestown

Photograph of Lugger Inn, Chickerell
Lugger Inn

Golden Bridge ( Dining / Chinese ). The Golden Bridge Chinese takeaway in Weymouth has been serving happy customers for many years and continues to be a firm favourite for the best Chinese cuisine among local residents and visitors alike. goldenbridgeweymouth.co.uk Link

The Black Rock Grill ( Dining / Pubs / Bars ). Located at 85 The Esplanade, Weymouth, 2 miles from the center of Charlestown. The Black Rock Grill is a unique, delicious, healthy interactive dining experience that allows your meal to be presented cooking on the volcanic rocks at your table. All Black Rock Grills are served with chips or jacket potato and a fresh mixed salad. thegloucesterweymouth.com 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

Marlboro Restaurant ( Dining / Fish & Chips ). Located at 46 St. Thomas Street, Weymouth, 2 miles from the center of Charlestown. The #1 Fish & Chip Restaurant / Takeaway in Weymouth. marlbororestaurant.co.uk Link

Finns ( Dining / Pubs / Bars ). Located at 26 Westham Road, Weymouth, 2 miles from the center of Charlestown. The best national and local bands every weekend with tribute acts featured monthly. Finns boasts the best rock juke box on the South Coast. We play Indie, Rock, Punk, Metal and Goth - So theres something for everyone, just check it out! www.finns-weymouth.co.uk Link

The Boot Inn ( Dining / Pubs / Bars ). Come and visit the oldest pub in Weymouth. We have a salubrious range of quaffable ales. And monster pork pies if your feeling peckish!