𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Winterborne Herringston (2026)

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Go beyond your typical stay in Winterborne Herringston

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Our top choices for Winterborne Herringston hotels

A restaurant with a large copper dome, wooden tables, and potted plants.

A bar area with a checkered floor, wooden staircase, and bar stools.

A bedroom with a large bed, a wooden nightstand, a chair, a TV, and a window with a view.

A view through a window with a book on a windowsill.

1. The Duchess of Cornwall Inn

Dorchester

Colin

S$107

includes taxes & fees

1 Nov - 2 Nov

A table with various bottles and glasses of drinks, including a raspberry liqueur, tonic water, pink grapefruit gin, and fever-tree tonic water, set outdoors with a green umbrella and a stone wall in the background.

A modern bedroom with a large bed, two bedside tables with lamps, a desk with a chair, and a wardrobe.

A wooden play structure with a slide and climbing area.

A bar area with a brick wall, hanging pendant lights, and a counter with various bottles and glasses.

2. The Frampton Arms

Dorchester

Robert

S$101

includes taxes & fees

25 Oct - 26 Oct

A traditional pub with a clock, wooden beams, and outdoor seating.

A wooden tray with various tea and coffee products, including Twinings and Arriba brands, and Nescafe Gold packets.

The Smugglers Inn with a traditional thatched roof, a visible clock, and a sign for Hall & Woodhouse.

A bedroom with a white metal bed frame, a white upholstered chair, a bedside table with a lamp, and a window with curtains.

3. The Smugglers Inn

Weymouth

Mr C J

S$168

includes taxes & fees

19 Nov - 20 Nov

A room with a purple sofa, a grey sofa, and a white table with a vase of flowers.

A two-story building with a flag, windows, and a street in front.

A hotel room with two beds, a desk, a chair, a fireplace, and a window with curtains.

A reception area with a fireplace, a mirror, and a bookshelf with books.

4. Sleeping Bear Hotel Dorchester

Dorchester

Alan Peter

S$100

includes taxes & fees

20 Nov - 21 Nov

A wooden table with a fruit basket, two glasses of champagne, and small white cups on a wooden board.

A cozy living room with a brick fireplace, two armchairs, and a patterned sofa.

A dining table set with plates, glasses, and candles, with a fireplace in the background.

A traditional thatched-roof cottage with brick walls, multiple windows, and potted plants.

5. Yalbury Cottage

Dorchester

Ardyce

S$130

includes taxes & fees

3 Nov - 4 Nov

A modern dining area with a round table set for six, large windows, and a view of the garden.

A courtyard with potted plants, a small table, and chairs.

A modern bedroom with a flat-screen TV, a round mirror, a dresser, and a small ottoman.

A modern living room with a grey sofa, a wooden coffee table, and a decorative mirror on the wall.

6. Bay Tree House

Dorchester

John

S$153

includes taxes & fees

21 Oct - 22 Oct

A bedroom with a bed, a nightstand, a lamp, a wardrobe, and a view of the outdoors through large windows.

A building with a sign stating "EATING SLEEPING DRINKING" and a mural on the side.

A cozy living room with green walls, leather armchairs, a fireplace, and a bookshelf filled with books and decorative items.

A dining area with wooden tables and chairs, framed artwork on the walls, and a large window providing natural light.

7. Lulworth Cove Inn

Wareham

Michael Hugh

S$158

includes taxes & fees

5 Nov - 6 Nov

A neatly arranged bedroom with a bed, two bedside tables with lamps, a small side table, and a wardrobe.

A white door with the number 8, a black mailbox, and a stone wall with purple flowers.

A living room with a fireplace, blue patterned sofa, wooden coffee table, and a stone wall.

A window with a view of a road and greenery, a bench with cushions, and a floral valance.

8. The Heritage Bed & Breakfast

Weymouth

Carol

S$162

includes taxes & fees

25 Oct - 26 Oct

A balcony with a wicker sofa, a woven coffee table, and a large vase.

A spacious indoor dining area with high ceilings, large windows, and wicker furniture.

A cozy living room with a fireplace, a chandelier, and a large portrait.

9. Moonfleet Manor

Weymouth

Andreea

S$238

includes taxes & fees

5 Nov - 6 Nov

An indoor swimming pool with a glass ceiling, clear poolside railing, and a no diving sign.

An indoor patio area with a stone wall, a white fence, and a row of metal chairs.

A bar area with a tap system, shelves of liquor bottles, and a display of beer taps.

A bar area with a wooden counter, two chairs, a wine glass, a bottle, and a vase with flowers.

10. Best Western Weymouth Hotel Rembrandt

Melcombe Regis

David

S$167

includes taxes & fees

8 Nov - 9 Nov

A dining area with a wooden table, chairs, and a blue patterned rug.

A spacious living room with a large window, a blue cabinet, a teal sofa, and a dining area with chairs and a table.

A kitchen with a dining area, featuring a striped tablecloth, wooden chairs, and a vase of flowers.

A traditional thatched-roof house with a wooden extension, surrounded by a well-maintained garden and neighboring houses.

11. Barton Cottage Bed and Breakfast

Dorchester

Roger

S$229

includes taxes & fees

26 Oct - 27 Oct

A building with a green door, a wooden fence, and hanging flower baskets.

A traditional pub with a wooden exterior, a covered outdoor seating area, and hanging flower baskets.

A cozy bar area with wooden furniture, a bar counter, and shelves stocked with bottles.

A wooden structure labeled "The Garden Kitchen Pizza & Grill" with a thatched roof and a variety of bottles on the counter.

12. Greyhound Inn Freehouse

Winterborne Kingston

Kelly

S$112

includes taxes & fees

21 Oct - 22 Oct

A building with a green door and a sign that reads "DRIFTWOOD BED & BREAKFAST".

A reception desk with a plant, a sign, and a stack of magazines.

A room with a dark blue sofa, a green and white striped pillow, and a wooden dresser.

A kitchen with a green countertop, a coffee machine, and jars of spices.

13. Driftwood B&B

Westham

Andrew

S$84

includes taxes & fees

21 Oct - 22 Oct

A window with binoculars and a mug on the windowsill, overlooking a beach with waves and a cloudy sky.

A dining area with a table set for four, a view of the street with parked cars, and a sign advertising vacancies in en-suite rooms.

A room with a bed, two wicker chairs, a small table with a glass, and a view of the sea through a bay window.

A bedroom with a sloped ceiling, a bed with orange bedding, a decorative pillow, and a wall with a jungle-themed wallpaper.

14. Channel View Guest House

Weymouth Town Center

Anthony

S$162

includes taxes & fees

9 Nov - 10 Nov

A hotel room with two beds, a large window with curtains, and a view of a cityscape.

A harbor with multiple boats and a distant shoreline.

A bathroom with a window, a sink, and a toilet.

A stone building with a sign reading "HOTEL AQUA" and a list of amenities including boats, shop, cafe, air, nitrox, trinity, and mooring.

15. The Aqua

Portland

John

S$216

includes taxes & fees

26 Oct - 27 Oct

An outdoor patio with wicker furniture, a glass table, and a barbecue grill.

A staircase with wooden handrails and metal balusters, leading to an upper floor.

A neatly arranged bedroom with a bed, a bedside table, a lamp, a mirror, and a small bench.

A house with a well-maintained lawn, a porch with potted plants, and a tree with pink blossoms.

16. Birch House B&B

Radipole

James

S$153

includes taxes & fees

1 Nov - 2 Nov

A coastal landscape with white cliffs and a sandy beach.

A spa and beauty reception area with a stone wall, a chandelier, and a reception desk.

A dining area with a table set for four, large windows, and a view of the garden.

A bar area with a wooden counter, multiple illuminated drink dispensers, and a variety of bottles in the background.

17. George Albert Hotel & Spa

Dorchester

Dean

S$149

includes taxes & fees

1 Nov - 2 Nov

A spacious dining area with multiple tables and chairs, large windows offering views of the countryside, and a skylight above.

A wooden deck with outdoor seating and a view of a parking lot and greenery.

A two-story house with a garage, a small outdoor seating area, and a car parked in front.

A hotel room with wicker furniture, a bed, a small table, and a view of a parking lot and trees.

18. Durdle Door Hotel

Wareham

LISA

S$229

includes taxes & fees

21 Oct - 22 Oct

A traditional thatched-roof building with a white picket fence, labeled "CASTLE INN PUB & ROOMS," featuring outdoor seating and planters.

A cozy room with a grey armchair, a small wooden table with a kettle, and a coffee machine.

A restaurant with multiple tables and chairs, framed artwork on the walls, and large windows allowing natural light.

A door with the number 8 and the words "Tossil Forest" in gold lettering.

19. Castle Inn

Wareham

Paul

S$198

includes taxes & fees

8 Nov - 9 Nov

A room with a large bay window overlooking a beach, wicker furniture, and a small table with a plant.

A pebbled beach with a few people and a building in the background.

A room with a large window overlooking a body of water, a table with a vase, and two chairs.

A bedroom with a bed, a chair, a table, and a view of the beach through large windows.

20. Lyndale Guest House

Weymouth Town Center

Maxine

S$162

includes taxes & fees

4 Nov - 5 Nov

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Top Winterborne Herringston Hotel Reviews

Sleeping Bear Hotel Dorchester

10/10 Excellent

"Lovely place to stay, convenient for town and for visiting Dorsey County Hospital which was my main reason for visiting Dorchester."

Best Western Weymouth Hotel Rembrandt

8/10 Good

"Our Executive room didn't feel very 'Executive ' being a bit bland but it was nice and quiet. Leisure facilities were very good. Bar drinks were very expensive. Breakfast was OK."

Durdle Door Hotel

8/10 Good

"This is a nice older hotel within 5 minutes walk of the coastline. Great location. Staff were very friendly. Parking very convenient. Our room was small but clean and comfortable. Nice breakfast room."

Lulworth Cove Inn

10/10 Excellent

"Clean and tidy. The room was larger than expected, the staff where brilliant. I really enjoyed my stay ☺️ ."

Fairhaven Hotel

8/10 Good

"It was a last minute booking . Good value for the money. Breakfast was excellent freshly cooked. very attentive staff. Had the pizza in the evening beautifully cooked very fresh. Ideal hotel if you want to be close to the town. Has lift so easy for people who struggle with mobility issues."

Kingston Country Courtyard

10/10 Excellent

"Stunning views from the garden"

The Anvil Inn

8/10 Good

"The Anvil is very well located for nearby towns and attractions Food was great but menu choices limited.6 Enjoyed our stay overall. However decor in accommodation area was tired. Staff were polite but not overly engaging (or particularly friendly)."

Crown Hotel

10/10 Excellent

"An excellent venue for staying in the Blandford Forum area. Comfortable room with everything we needed. 10/10 breakfast ."

Heights Hotel

8/10 Good

"Very friendly and welcoming staff on arrival. Nice Reception area, but once you get beyond the reception the corridors and our room (203) were somewhat austere. Nice breakfast, but a wider selection of fresh fruit salad would be very welcome. The red berries were still frozen but the cooked breakfast was nice, plus a good choice of teas and coffee. Fabulous views over Chesil Beach from the restaurant, but the view from our room was compromised by the double glazing having condensation between the panes of glass (plus a net curtain for privacy). I would stay here again purely for the view and convenience of being where we needed to be (on Portland)"

More cheap stays in Winterborne Herringston

Terrace Lodge

16 S Western Terrace Yeovil England

S$94

15 Nov - 16 Nov

includes taxes & fees

8.4/10 Very good! (97 reviews)

Old Ship Inn

High W St Dorchester England

S$97

1 Nov - 2 Nov

includes taxes & fees

The Warehouse

South Street Yeovil England

S$104

25 Oct - 26 Oct

includes taxes & fees

8/10 Very good! (69 reviews)

Seascape

11 The Esplanade Weymouth England

S$155

6 Nov - 7 Nov

includes taxes & fees

9.2/10 Wonderful! (118 reviews)

Jurassic Bay Holidays

22 Ranelagh Rd Weymouth England

S$161

4 Nov - 5 Nov

includes taxes & fees

The West Bay Hotel

Station Road Bridport England

S$232

17 Nov - 18 Nov

includes taxes & fees

Frequently asked questions

What's the best place to stay in Winterborne Herringston?

Fairhaven Hotel, located 5.7 mi (9.2 km) from the heart of Winterborne Herringston, is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Best Western Weymouth Hotel Rembrandt and Sleeping Bear Hotel Dorchester. See all available top hotels, or vacation rentals in Winterborne Herringston.

If I need to cancel my hotel reservation in Winterborne Herringston, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winterborne Herringston.

What's it like to stay in Winterborne Herringston?

Travellers to Winterborne Herringston will find plenty to explore and enjoy. There are 2790 hotels and other accommodation options in the surrounding area. Find out more about Winterborne Herringston.

What should I do while I'm visiting Winterborne Herringston?

A favourite place to visit is Dorset National Landscape. You'll also find Tutankhamun: The Exhibition and Bowleaze Cove Beach in the area. Take a look at what more there is to see and do in Expedia's Winterborne Herringston guide.

Winterborne Herringston Hotels from S$84

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winterborne Herringston

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winterborne Herringston hotels

1. The Duchess of Cornwall Inn

2. The Frampton Arms

3. The Smugglers Inn

4. Sleeping Bear Hotel Dorchester

5. Yalbury Cottage

6. Bay Tree House

7. Lulworth Cove Inn

8. The Heritage Bed & Breakfast

9. Moonfleet Manor

10. Best Western Weymouth Hotel Rembrandt

11. Barton Cottage Bed and Breakfast

12. Greyhound Inn Freehouse

13. Driftwood B&B

14. Channel View Guest House

15. The Aqua

16. Birch House B&B

17. George Albert Hotel & Spa

18. Durdle Door Hotel

19. Castle Inn

20. Lyndale Guest House

Top Winterborne Herringston Hotel Reviews

Sleeping Bear Hotel Dorchester

Best Western Weymouth Hotel Rembrandt

Durdle Door Hotel

Lulworth Cove Inn

Fairhaven Hotel

Kingston Country Courtyard

The Anvil Inn

Crown Hotel

Heights Hotel

More cheap stays in Winterborne Herringston

Terrace Lodge

Old Ship Inn

The Warehouse

Seascape

Jurassic Bay Holidays

The West Bay Hotel

Frequently asked questions

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