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 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 cozy living room with a plaid sofa, a wooden side table, and a lamp.

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

1. Sleeping Bear Hotel Dorchester

Dorchester

Margaret

S$97

includes taxes & fees

4 Oct - 5 Oct

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

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

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

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

2. The Duchess of Cornwall Inn

Dorchester

Dominic

S$155

includes taxes & fees

4 Oct - 5 Oct

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

A wooden play structure with a slide and climbing area.

3. The Frampton Arms

Dorchester

Jacqueline

S$108

includes taxes & fees

4 Oct - 5 Oct

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.

4. Bay Tree House

Dorchester

John

S$205

includes taxes & fees

8 Sept - 9 Sept

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 well-maintained garden with neatly trimmed hedges and a traditional house with a sloped roof in the background.

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

5. Yalbury Cottage

Dorchester

Ardyce

S$157

includes taxes & fees

6 Oct - 7 Oct

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

A bedroom with a large bed, a chair, a desk, a fireplace, and a wardrobe.

6. Barton Cottage Bed and Breakfast

Dorchester

Roger

S$223

includes taxes & fees

15 Sept - 16 Sept

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.

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

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

7. The Smugglers Inn

Weymouth

Mr C J

S$217

includes taxes & fees

4 Oct - 5 Oct

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

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.

A neatly made bed with white linens, a black headboard, and a bedside table with a lamp.

8. Best Western Weymouth Hotel Rembrandt

Melcombe Regis

Lee

S$170

includes taxes & fees

1 Oct - 2 Oct

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

A conference room with round tables, chairs, and a projector screen.

9. George Albert Hotel & Spa

Dorchester

Dean

S$151

includes taxes & fees

20 Sept - 21 Sept

A hotel room with a bed, two chairs, a small table with a vase, and a view of the beach.

A beach with people walking along the shore, a dog, and buildings in the background.

A harbor with boats docked, buildings along the waterfront, and a clear sky.

A row of brick buildings with blue window frames and a sign reading "AARAN HOUSE".

10. Aaran Guesthouse

Weymouth Town Center

Paul

S$186

includes taxes & fees

14 Sept - 15 Sept

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 mirror with a wooden frame mounted on a wall.

11. Driftwood B&B

Westham

Andrew

S$161

includes taxes & fees

6 Sept - 7 Sept

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.

12. Channel View Guest House

Weymouth Town Center

Anthony

S$171

includes taxes & fees

1 Oct - 2 Oct

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

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

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

A sunlit room with large windows overlooking a beach, furnished with yellow armchairs and a wooden table.

13. Moonfleet Manor

Weymouth

James

S$271

includes taxes & fees

6 Oct - 7 Oct

A neatly made bed with white linens and two decorative pillows with a leaf pattern. There are two bedside tables with lamps and a small speaker.

A two-story building with a green door, a balcony with metal railings, and a small window with a round window above it.

A kitchenette with a coffee maker, tea kettle, and various kitchen utensils.

A hotel room with a sofa, a desk with a lamp, a mirror, and a window with curtains.

14. Westwood House

Dorchester

Mike

S$247

includes taxes & fees

14 Sept - 15 Sept

A neatly made bed with white linens, a bedside lamp, and a nightstand with a lamp.

A dining area with tables set for four, wooden chairs, and a view of the street through a large window.

A patio with two dark wicker chairs and a small table, a brick wall, a window, and a 'no smoking' sign.

A hotel room with a bed, two blue armchairs, a small table with a phone, a painting of a beach scene, and a white door.

15. Palm Court

Westham

Gary

S$197

includes taxes & fees

11 Sept - 12 Sept

A table with a view of a beach and the Olympic rings sculpture.

A restaurant with a view of the water, wooden tables and chairs, and a modern interior design.

A hotel sign with "The Heights Hotel" and a "Welcome" sign below it.

A reception area with a receptionist desk, two chairs, a round table, and a sign that reads "RECEPTION".

16. Heights Hotel

Portland

Jean

S$211

includes taxes & fees

4 Oct - 5 Oct

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

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

A harbor with multiple boats and a distant shoreline.

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

17. The Aqua

Portland

John

S$213

includes taxes & fees

13 Sept - 14 Sept

A view from a window overlooking a busy street with a beach and ocean in the background.

A breakfast buffet with various food items and condiments.

A hotel room with a large bed, a desk, a chair, and a TV. There is a window with a view of the beach.

A beachfront apartment building with ivy-covered walls, outdoor seating, and a sign reading "BEACHVIEW APARTMENT".

18. Fairhaven Hotel

Weymouth Town Center

Anne

S$118

includes taxes & fees

5 Oct - 6 Oct

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 bedroom with a bed, two bedside tables, a lamp on each table, and a large picture above the bed.

19. Durdle Door Hotel

Wareham

dario

S$202

includes taxes & fees

5 Oct - 6 Oct

A coastal promenade with a beach, a grassy area with small plants, and a row of traditional houses.

A modern kitchen with white cabinets, a stainless steel sink, and a tiled backsplash.

A harbor with boats docked, buildings along the waterfront, and a bird flying in the sky.

A modern kitchen with a sink, a dining area with a table, and a living room with a sofa.

20. St Johns Guest House

Weymouth Town Center

Paul

S$245

includes taxes & fees

12 Sept - 13 Sept

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Top Winterborne Herringston Hotel Reviews

Heights Hotel

8/10 Good

"Ready enjoyed our stay. Clean, comfortable room. Good choice for breakfast. Staff very pleasant and welcoming. Didn't eat in the bistro restaurant but did enjoy food from the bar menu. We added the Indulgence package to our booking and would really recommend this, well worth the cost."

The Jubilee Hotel East- with Spa Facilities

8/10 Good

"Only spent 1 night there in a small single room in the East wing, exactly as advertised though, small but comfortable bed, good value for money in my opinion. Paid for the buffet breakfast on the day, good value for money though even at the higher rate. Evening in the bar waa quite lively considering the time of year. Would recommend."

Fairhaven Hotel

8/10 Good

"over all it was good 👍"

Best Western Weymouth Hotel Rembrandt

10/10 Excellent

"We were welcomed by friendly staff, Clare at reception was great. The Hotel was exceptionally clean. The room was well furnished, beds comfortable. Facilities were perfect. Bar and restaurant very comfortable. We had evening meal and breakfast both well cooked and a great variety at breakfast. Bar staff worked hard and remembered our drink choices . We saw a cleaner working in the lobby she was very attentive, the hotel was spotless . The Spa was relaxing. We saw locals comingni to use the pool which says alot for the hotel facilities . Its a flat 5 minute walk to the beachfront. Plenty of parking spaces. Will definitely return."

Pen Mill Hotel

10/10 Excellent

"The Pen Mill hotel was lovely. Would happily stay there again"

The Frampton Arms

8/10 Good

"On arrival, mid afternoon on a Saturday, bar tables were not cleared or wiped plus the floor could of done with a good sweep, on booking in we found the room to be of a good standard, we had dinner in the restaurant and the food was excellent, but again on getting refill drinks we had to ask for the used glasses to be removed. Coming down to breakfast Sunday morning, everything was great, the young man on duty making sure tables was cleared and wiped, breakfast items replenished and fresh coffee maintained, Well done him, Sundays roast was good but Monday morning things could of been a lot better, I asked if there was any tea spoons, and one was produced from behind the bar, sadly breakfast items were not replenished , and the area was not kept clean or tidy!!! Well done to the guy who did breakfast Sunday morning, 30/8"

Sleeping Bear Hotel Dorchester

10/10 Excellent

"Excellent hotel, highly recommended"

TheHillbrookSherborne

10/10 Excellent

"Lovely stay, but reception staff are worked off their feet. But they were always happy and smiling"

Lulworth Cove Inn

10/10 Excellent

"A wonderful inn in a stunning coastal village of historical interest. The staff were very helpful and kind, with a sense of ease that encourages relaxation and appreciation. The manager, Scott, in particular provided an excellent welcome. We hope to return! Thank you very much, Kelly & Oreste"

More cheap stays in Winterborne Herringston

Terrace Lodge

16 S Western Terrace Yeovil England

S$99

20 Sept - 21 Sept

includes taxes & fees

8.6/10 Excellent! (94 reviews)

Old Ship Inn

High W St Dorchester England

S$111

7 Sept - 8 Sept

includes taxes & fees

7.6/10 Good! (28 reviews)

The Warehouse

South Street Yeovil England

S$131

4 Oct - 5 Oct

includes taxes & fees

Jurassic Bay Holidays

22 Ranelagh Rd Weymouth England

S$185

21 Sept - 22 Sept

includes taxes & fees

8.6/10 Excellent! (10 reviews)

The West Bay Hotel

Station Road Bridport England

S$238

30 Sept - 1 Oct

includes taxes & fees

9.2/10 Wonderful! (162 reviews)

The Clarence

20 Esplanade Weymouth England

Get rates

10/10 Exceptional! (242 reviews)

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 The Jubilee Hotel East- with Spa Facilities 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 2763 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$97

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. Sleeping Bear Hotel Dorchester

2. The Duchess of Cornwall Inn

3. The Frampton Arms

4. Bay Tree House

5. Yalbury Cottage

6. Barton Cottage Bed and Breakfast

7. The Smugglers Inn

8. Best Western Weymouth Hotel Rembrandt

9. George Albert Hotel & Spa

10. Aaran Guesthouse

11. Driftwood B&B

12. Channel View Guest House

13. Moonfleet Manor

14. Westwood House

15. Palm Court

16. Heights Hotel

17. The Aqua

18. Fairhaven Hotel

19. Durdle Door Hotel

20. St Johns Guest House

Top Winterborne Herringston Hotel Reviews

Heights Hotel

The Jubilee Hotel East- with Spa Facilities

Fairhaven Hotel

Best Western Weymouth Hotel Rembrandt

Pen Mill Hotel

The Frampton Arms

Sleeping Bear Hotel Dorchester

TheHillbrookSherborne

Lulworth Cove Inn

More cheap stays in Winterborne Herringston

Terrace Lodge

Old Ship Inn

The Warehouse

Jurassic Bay Holidays

The West Bay Hotel

The Clarence

Frequently asked questions

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