𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Winterborne Monkton (2026)

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Go beyond your typical stay in Winterborne Monkton

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Our top choices for Winterborne Monkton 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 bar with copper tap handles, a sign reading "Fursy Fergret," and a "Seedors Gold" beer tap.

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 stone building with two banners reading "The Frampton Arms" and "FREE HOUSE." There are windows, a red door, and a small garden area with plants.

A wooden play structure with a slide and climbing area.

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.

A bathroom with a bathtub, toilet, and sink.

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

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

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

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

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

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

5. Yalbury Cottage

Dorchester

Ardyce

S$130

includes taxes & fees

3 Nov - 4 Nov

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

A white building with a blue door, two windows, and a sign reading "BIRCH HOUSE 31".

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

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

6. Birch House B&B

Radipole

James

S$153

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

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

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

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

8. Moonfleet Manor

Weymouth

Andreea

S$238

includes taxes & fees

5 Nov - 6 Nov

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 room with a bed, a bathtub, a TV, and a view of the outdoors.

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

9. Lulworth Cove Inn

Wareham

Michael Hugh

S$158

includes taxes & fees

5 Nov - 6 Nov

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

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

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

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

10. Best Western Weymouth Hotel Rembrandt

Melcombe Regis

David

S$167

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

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

A row of colorful Victorian-style buildings with bay windows and a pub sign.

12. Channel View Guest House

Weymouth Town Center

Anthony

S$162

includes taxes & fees

9 Nov - 10 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 bedroom with a large bed, a chair, a desk, a fireplace, and a wardrobe.

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

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

A hotel room with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.

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

14. Greyhound Inn Freehouse

Winterborne Kingston

Kelly

S$112

includes taxes & fees

21 Oct - 22 Oct

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.

15. Lyndale Guest House

Weymouth Town Center

Maxine

S$162

includes taxes & fees

5 Nov - 6 Nov

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

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

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

A modern building with large glass sliding doors, a brick facade, and potted plants outside.

16. Bay Tree House

Dorchester

John

S$153

includes taxes & fees

21 Oct - 22 Oct

A crowded beach with people sunbathing and swimming.

A hotel room with two beds, a sofa, and large windows with curtains.

A bar area with wooden paneling, a dog menu sign, and a patterned floor.

17. The Jubilee Hotel West- with Spa Facilities

Weymouth Town Center

Mihai

S$119

includes taxes & fees

21 Oct - 22 Oct

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

A restaurant interior with wooden tables and blue chairs, large windows with views, and a curved ceiling.

A harbor with multiple boats and a distant shoreline.

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

18. The Aqua

Portland

John

S$216

includes taxes & fees

26 Oct - 27 Oct

A bedroom with a bed, two bedside tables, a chandelier, and a geometric-patterned wall.

A hallway with a chandelier, a staircase, and a door with frosted glass panels.

A garden with potted plants and a barbecue grill.

A hallway with a textured wall, a chandelier, a door with frosted glass panels, and a small table with a vase.

19. Ashmira Guest House

Greenhill

S$148

includes taxes & fees

11 Nov - 12 Nov

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

A coastal landscape with a natural rock arch formation, a sandy beach, and grassy cliffs.

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

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

20. Heights Hotel

Portland

Jean

S$195

includes taxes & fees

8 Nov - 9 Nov

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Stay near popular Winterborne Monkton attractions

Maiden Castle

9.2/10 (9 reviews)

Enjoy spectacular views and discover fascinating history at one of England's largest Iron Age hill forts, home to temples, battlements and ancient burial sites.

See properties

Top Winterborne Monkton 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"

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)"

The Duchess of Cornwall Inn

10/10 Excellent

"Lovely clean large room. Great tv with a superb picture. Plenty of tea / coffee and biscuits welcome tray. We were surprised how quiet our sleep was, the pub below was busy but no sound from it. The decoration of the whole venue is incredible with so much to look at. There is a lot of car spaces but the area is very busy so it’s a bit of a search to find one."

More cheap stays in Winterborne Monkton

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)

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

Eton House

38 Preston Rd Yeovil England

Get rates

7.8/10 Good! (21 reviews)

Frequently asked questions

Where is the best place to stay in Winterborne Monkton?

Fairhaven Hotel, located 5.8 mi (9.4 km) from the heart of Winterborne Monkton, is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Best Western Weymouth Hotel Rembrandt and Sleeping Bear Hotel Dorchester. See all available top hotels, or vacation rentals in Winterborne Monkton.

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

Yes, you'll find most hotel reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winterborne Monkton.

What is staying in Winterborne Monkton like?

Visitors to Winterborne Monkton will definitely find plenty to explore and enjoy. There are 2775 hotels and other accommodation options in the surrounding area. Find out more about Winterborne Monkton.

What is there to see in Winterborne Monkton?

A couple of favourite places to visit are Maiden Castle and 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 Monkton guide.

Winterborne Monkton Hotels from S$84

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winterborne Monkton

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winterborne Monkton hotels

1. The Duchess of Cornwall Inn

2. The Frampton Arms

3. The Smugglers Inn

4. Sleeping Bear Hotel Dorchester

5. Yalbury Cottage

6. Birch House B&B

7. The Heritage Bed & Breakfast

8. Moonfleet Manor

9. Lulworth Cove Inn

10. Best Western Weymouth Hotel Rembrandt

11. Driftwood B&B

12. Channel View Guest House

13. Barton Cottage Bed and Breakfast

14. Greyhound Inn Freehouse

15. Lyndale Guest House

16. Bay Tree House

17. The Jubilee Hotel West- with Spa Facilities

18. The Aqua

19. Ashmira Guest House

20. Heights Hotel

Stay near popular Winterborne Monkton attractions

Maiden Castle

Top Winterborne Monkton Hotel Reviews

Sleeping Bear Hotel Dorchester

Best Western Weymouth Hotel Rembrandt

Durdle Door Hotel

Lulworth Cove Inn

Fairhaven Hotel

Kingston Country Courtyard

Crown Hotel

Heights Hotel

The Duchess of Cornwall Inn

More cheap stays in Winterborne Monkton

Terrace Lodge

Old Ship Inn

The Warehouse

Jurassic Bay Holidays

The West Bay Hotel

Eton House

Frequently asked questions

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