Book The Best Hotels in Winterborne Monkton for 2026 from CA $92 - Fully Refundable Options

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Winterborne Monkton

Pet friendly

Apartment

Spa

Pool

Condo

Hot tub

Cottage

Chalet

Family friendly

Cabin

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Winterborne Monkton hotels

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

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

A bar with copper tap handles, a sign reading "Fursy Fergret," and a "Seedors Gold" beer tap.

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

1. The Duchess of Cornwall Inn

Dorchester

Colin

CA $106

CA $127 total

includes taxes & fees

Nov 8 - Nov 9

A wooden play structure with a slide and climbing area.

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

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

2. The Frampton Arms

Dorchester

Robert

CA $93

CA $111 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

A bathroom with a bathtub, toilet, and sink.

3. The Smugglers Inn

Weymouth

Mr C J

CA $151

CA $181 total

includes taxes & fees

Nov 8 - Nov 9

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

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

4. Sleeping Bear Hotel Dorchester

Dorchester

Alan Peter

CA $90

CA $108 total

includes taxes & fees

Nov 22 - Nov 23

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

5. Yalbury Cottage

Dorchester

Ardyce

CA $120

CA $144 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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

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

6. Birch House B&B

Radipole

James

CA $141

CA $169 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

7. Driftwood B&B

Westham

Andrew

CA $92

CA $92 total

includes taxes & fees

Nov 1 - Nov 2

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

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

8. Channel View Guest House

Weymouth Town Center

Anthony

CA $147

CA $176 total

includes taxes & fees

Nov 12 - Nov 13

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

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

9. The Heritage Bed & Breakfast

Weymouth

Carol

CA $145

CA $174 total

includes taxes & fees

Nov 8 - Nov 9

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

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.

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

10. Lulworth Cove Inn

Wareham

Michael Hugh

CA $128

CA $154 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with a blue-tiled floor and a white fence.

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.

11. Best Western Weymouth Hotel Rembrandt

Melcombe Regis

David

CA $140

CA $168 total

includes taxes & fees

Nov 22 - Nov 23

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.

12. Moonfleet Manor

Weymouth

Andreea

CA $218

CA $261 total

includes taxes & fees

Nov 15 - Nov 16

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

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

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

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

13. Barton Cottage Bed and Breakfast

Dorchester

Roger

CA $191

CA $229 total

includes taxes & fees

Nov 4 - Nov 5

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

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

14. Greyhound Inn Freehouse

Winterborne Kingston

Tamara

CA $101

CA $121 total

includes taxes & fees

Nov 3 - Nov 4

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

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

15. The Aqua

Portland

John

CA $191

CA $230 total

includes taxes & fees

Oct 29 - Oct 30

A vintage-themed restaurant interior with a wooden table, cushioned bench, and rope-wrapped stool.

A playground with a yellow slide, climbing structures, and overhead shelters.

A cozy room with a fireplace, leather armchairs, a round table, and a wicker chair.

A hotel room with a bed, two pillows with nautical designs, a framed botanical illustration, bedside lamps, and a tray with glasses and a bottle.

16. The Spice Ship

Weymouth

Joe Moore

CA $157

CA $157 total

includes taxes & fees

Nov 4 - Nov 5

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.

A coastal landscape with white cliffs and a sandy beach.

17. George Albert Hotel & Spa

Dorchester

Dean

CA $131

CA $157 total

includes taxes & fees

Oct 25 - Oct 26

A corner building with a white awning labeled "Timid."

A marina with multiple sailboats docked, surrounded by terraced buildings.

A beach with a lifeguard station, inflatable toys, and beachgoers.

Two patterned chairs facing a window with a checkered blind.

18. Timrick Lodge Hotel

Weymouth Town Center

Martin

CA $91

CA $109 total

includes taxes & fees

Nov 22 - Nov 23

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

A garden with potted plants and a barbecue grill.

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

A building with a prominent sign reading "ASHMIRA."

19. Ashmira Guest House

Greenhill

CA $160

CA $160 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

20. Durdle Door Hotel

Wareham

Carla

CA $202

CA $243 total

includes taxes & fees

Nov 22 - Nov 23

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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

Fairhaven Hotel

8/10 Good

"For some reason I could only rate 4*’s for each section when if allowed I would have marked the full 5, will definitely be going back to fair haven, lovely little find"

Lulworth Cove Inn

8/10 Good

"Lovely staff and very helpful beautiful room"

Best Western Weymouth Hotel Rembrandt

8/10 Good

"Breakfast was excellent, location is good. We are a family and they put us in a 3 bed room so great for the kids. Only negative was the shower, low water pressure and not very hot water. Would stay there again."

The Frampton Arms

8/10 Good

"Literally 5 m from the functional train rails. Train stops from 12 pm to 5:30 am. Pub music stops at 11 pm. Dinner was ok. We skipped breakfast due to amazing reviews. Pictures do not match the actual result."

The Manor Hotel by Greene King Inns

8/10 Good

"I will definitely stay here again. Great location, staff are superb and very friendly. Restaurant is really nice with plenty of menu choices. Only thing worth noting is the room I was in was adjoining on both sides and you hear everything if you are a light sleeper."

The Jubilee Hotel East- with Spa Facilities

8/10 Good

"Mattress bit worn could do with grab rail in shower cubicle but overall a pleasant stay. Very good food and good staff"

Durdle Door Hotel

8/10 Good

"Nice cozy place with a wonderful view. Staff super helpful and accommodating too."

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."

Kingston Country Courtyard

10/10 Excellent

"Stunning views from the garden"

More cheap stays in Winterborne Monkton

Terrace Lodge

16 S Western Terrace Yeovil England

CA $85

CA $102 total

Nov 22 - Nov 23

includes taxes & fees

8.4/10 Very good! (98 reviews)

Old Ship Inn

High W St Dorchester England

CA $89

CA $107 total

Nov 3 - Nov 4

includes taxes & fees

The Warehouse

South Street Yeovil England

CA $95

CA $114 total

Oct 25 - Oct 26

includes taxes & fees

8/10 Very good! (69 reviews)

Jurassic Bay Holidays

22 Ranelagh Rd Weymouth England

CA $110

CA $179 total

Oct 24 - Oct 25

includes taxes & fees

The West Bay Hotel

Station Road Bridport England

CA $213

CA $256 total

Nov 17 - Nov 18

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 traveler data. Other good choices 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.

What are some of the best vacation home rentals in Winterborne Monkton?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This vacation home rental outside of Winterborne Monkton comes with WiFi so you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop, and a microwave. See all vacation rentals in Winterborne Monkton.

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

Yes, most hotel reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and get 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 are sure to find plenty to explore and enjoy. There are 2775 hotels and other accommodations in the surrounding area. Find out more about Winterborne Monkton.

What should I see while I'm in Winterborne Monkton?

A couple of favorite places to visit are Maiden Castle and Dorset National Landscape. You'll also find Tutankhamun: The Exhibition and Bowleaze Cove Beach in the area. Check out what more to see and do in Expedia's Winterborne Monkton guide.

Find hotels in Winterborne Monkton from CA $92

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. Driftwood B&B

8. Channel View Guest House

9. The Heritage Bed & Breakfast

10. Lulworth Cove Inn

11. Best Western Weymouth Hotel Rembrandt

12. Moonfleet Manor

13. Barton Cottage Bed and Breakfast

14. Greyhound Inn Freehouse

15. The Aqua

16. The Spice Ship

17. George Albert Hotel & Spa

18. Timrick Lodge Hotel

19. Ashmira Guest House

20. Durdle Door Hotel

Stay near popular Winterborne Monkton attractions

Maiden Castle

Top Winterborne Monkton Hotel Reviews

Fairhaven Hotel

Lulworth Cove Inn

Best Western Weymouth Hotel Rembrandt

The Frampton Arms

The Manor Hotel by Greene King Inns

The Jubilee Hotel East- with Spa Facilities

Durdle Door Hotel

Sleeping Bear Hotel Dorchester

Kingston Country Courtyard

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

Go further with the Expedia app