Top 10 Hotels in Winterbourne Steepleton (from $66) 2026 - Competitive Prices

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Our top choices for Winterbourne Steepleton hotels

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

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

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.

1. The Duchess of Cornwall Inn

Dorchester

Colin

$71 nightly

$85 total

Nov 8 - Nov 9

Total with taxes and fees

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

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.

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

2. Sleeping Bear Hotel Dorchester

Dorchester

Christopher

$66 nightly

$79 total

Oct 18 - Oct 19

Total with taxes and fees

A dining area with a wooden table and chairs, a potted plant, and a large window with natural light.

A wall with a welcome sign for The Coach House Inn, including a distance marker to London and Falmouth.

A seating area with a tufted sofa and a bench, framed artwork on the wall, and pendant lighting.

A neatly made bed with white linens and teal headboard, two pillows, and two rolled towels.

3. Coach House Inn

Dorchester

Derek

$94 nightly

$113 total

Oct 21 - Oct 22

Total with taxes and fees

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.

4. The Frampton Arms

Dorchester

Robert

$65 nightly

$78 total

Oct 18 - Oct 19

Total with taxes and fees

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

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

5. Yalbury Cottage

Dorchester

Ardyce

$84 nightly

$101 total

Nov 3 - Nov 4

Total with taxes and fees

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

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

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.

6. The Smugglers Inn

Weymouth

Mr C J

$106 nightly

$127 total

Nov 5 - Nov 6

Total with taxes and fees

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.

7. Moonfleet Manor

Weymouth

Andreea

$148 nightly

$177 total

Nov 5 - Nov 6

Total with taxes and fees

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 dining area with wooden tables and chairs, stone walls, and large windows.

8. The Heritage Bed & Breakfast

Weymouth

Carol

$107 nightly

$128 total

Oct 21 - Oct 22

Total with taxes and fees

A four-poster bed with a plaid blanket, white bedding, and decorative pillows. There are two bedside tables with lamps and a framed map on the wall.

A cozy room with a grey sofa, a wooden chair, a small round table, and two framed botanical prints on the wall.

A wooden playground structure with a yellow slide and climbing elements.

A glass shelf with three bottles of Ebonyl London hair products and a white box.

9. The Marquis of Lorne

Bridport

Paul

$154 nightly

$185 total

Nov 13 - Nov 14

Total with taxes and fees

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

10. George Albert Hotel & Spa

Dorchester

Dean

$87 nightly

$104 total

Oct 25 - Oct 26

Total with taxes and fees

A cozy restaurant interior with a blue sofa, wooden tables, and chairs, and large windows offering a view of the city.

A room with a fireplace, a large painting, and a dog.

A hotel room with two beds, patterned pillows, a large wall mural, and bedside lamps.

A white brick wall, a window, and a table with a potted plant.

11. The Bull Hotel

Bridport

paul

$114 nightly

$137 total

Nov 5 - Nov 6

Total with taxes and fees

12. The Ollerod

Beaminster

Zahl

$137 nightly

$164 total

Oct 22 - Oct 23

Total with taxes and fees

A dining area with a round wooden table, chairs, and a stained glass lamp.

An outdoor seating area with wooden tables and benches, surrounded by flowers and a building with a thatched roof.

A living room with a brown leather sofa, a wooden side table, and a white radiator.

A brick house with a wooden door, white-framed windows, and a garden with colorful flowers.

13. The Brewers Arms

Dorchester

Tracy

$121 nightly

$145 total

Nov 3 - Nov 4

Total with taxes and fees

A terrace with wicker furniture and a table, overlooking a green landscape and the sea under a cloudy sky.

A spacious living area with a dining table, chairs, a sofa, and a ceiling fan.

A large white house with multiple rooms, surrounded by green fields and a hilly landscape.

A coastal golf course with bunkers and a view of the sea.

14. Eype's Mouth Country Hotel

Bridport

Narinderjit

$119 nightly

$143 total

Nov 2 - Nov 3

Total with taxes and fees

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

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

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.

15. Barton Cottage Bed and Breakfast

Dorchester

Roger

$148 nightly

$177 total

Oct 25 - Oct 26

Total with taxes and fees

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 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.

16. Lulworth Cove Inn

Wareham

Michael Hugh

$93 nightly

$111 total

Nov 15 - Nov 16

Total with taxes and fees

An outdoor seating area with wicker furniture and potted plants, a building with a balcony, and a clear sky.

A modern bathroom with a freestanding bathtub, a toilet, and a sink.

A bar area with a variety of bottles and glasses, leather chairs, and a dining area with tables and chairs.

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

17. Haddon House Hotel

Bridport

Kevin

$143 nightly

$171 total

Oct 29 - Oct 30

Total with taxes and fees

A fireplace with a tiled surround, a shelf with books and decorative items, and a table with a vase and a bowl.

A room with a wooden table and two chairs, a white wardrobe, and a bed with a patterned bedspread.

A two-story brick house with a black front door, a small porch, and a garden with various plants.

A room with a grey sofa, a white door, and a window with curtains.

18. townhouse bridport

Bridport

Penny

$68 nightly

$81 total

Oct 25 - Oct 26

Total with taxes and fees

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 harbor with multiple boats and a distant shoreline.

19. The Aqua

Portland

John

$140 nightly

$168 total

Oct 22 - Oct 23

Total with taxes and fees

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.

20. Driftwood B&B

Westham

Andrew

$66 nightly

$66 total

Oct 18 - Oct 19

Total with taxes and fees

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Top Winterbourne Steepleton Hotel Reviews

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."

The Manor Hotel by Greene King Inns

8/10 Good

"Great for a quick one night stop. Staff all friendly"

Durdle Door Hotel

10/10 Excellent

"Excellent location for walking to Durdle Door and beyond. Close to local pubs and restaurants. Staff are very helpful and knowledgeable. Clean and tidy bedrooms. Discounted parking across the road. Visited in late September so wasn’t too busy."

Crown Hotel

10/10 Excellent

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

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."

Half Moon, Sherborne by Marston's Inns

8/10 Good

"A hotel above the pub it was surprisingly quiet but it was a Wednesday night. Lovely room, not brand spanking new but clean and functional. Lovely Phillips telly. Had to go to bar to get staff to do hotel tasks. Great stay 4/5."

The Bull Hotel

8/10 Good

"Late online-booking led to some issues with the location end parking nearby. Which was professionally and friendly solved by the staff. The room was rather small for two. Though the bathroom was OK and clean. The hotel has an historical flair and still many original features. Breakfast was plenty een very good. We stayed for one night."

The Jubilee Hotel West- with Spa Facilities

10/10 Excellent

"The room was a good size, we had a family room for 5. The room was clean and tidy and good amenities in the room itself. The best aspect was the seaview which was fantastic helped by some good October weather. We didn't use the bar much as we were visiting relatives who live in Weymouth - but it looked good with plenty to do. The best thing about staying in the older hotels on the front is access to the beach/Weymouth centre, room size and view. Overall very happy with the hotel and the price. Would definitely stay again - thanks."

The Frampton Arms

10/10 Excellent

"The room was clean and comfortable. The shower pressure and temperature was fantastic. Staff helpful and cheerful Breakfast was great, with a good selection of meat, cheese,bread and cereals."

More cheap stays in Winterbourne Steepleton

Terrace Lodge

16 S Western Terrace Yeovil England

$55 nightly

$66 total

Oct 17 - Oct 18

Total with taxes and fees

8.4/10 Very Good! (96 reviews)

The Warehouse

South Street Yeovil England

$58 nightly

$70 total

Oct 18 - Oct 19

Total with taxes and fees

8/10 Very Good! (68 reviews)

Old Ship Inn

High W St Dorchester England

$63 nightly

$75 total

Oct 18 - Oct 19

Total with taxes and fees

Monkton Wyld Court

Elsdon's Ln Bridport England

$98 nightly

$118 total

Oct 18 - Oct 19

Total with taxes and fees

8.6/10 Excellent! (13 reviews)

The West Bay Hotel

Station Road Bridport England

$151 nightly

$181 total

Oct 28 - Oct 29

Total with taxes and 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 Winterbourne Steepleton?

Located 17.2 mi (27.8 km) from the heart of Winterbourne Steepleton, The Royal Lion Hotel is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Fairhaven Hotel and Best Western Weymouth Hotel Rembrandt. See all available top hotels, or vacation rentals in Winterbourne Steepleton.

What are some of the best vacation home rentals in Winterbourne Steepleton?

Holiday Home of the Year | Sleeps 20 | Tennis, Gardens | 1m Jurassic Coast Beach: This vacation home rental outside of Winterbourne Steepleton is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Winterbourne Steepleton.

If I need to cancel my hotel reservation in Winterbourne Steepleton, will I receive a refund?

Yes, you'll find most hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you booked a non-refundable reservation, 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 Winterbourne Steepleton.

Where can I learn more about changing or cancelling my trip to Winterbourne Steepleton?

For more information about picking new dates or cancelling your trip to Winterbourne Steepleton, go to https://www.expedia.com/service/.

What are some hotels with pools in Winterbourne Steepleton?

Best Western Weymouth Hotel Rembrandt: Hotel located near Weymouth Beach. Provides a full-service spa, an indoor pool, and a health club. View all hotels with pools in Winterbourne Steepleton.

How is it to stay in Winterbourne Steepleton?

Those traveling to Winterbourne Steepleton are sure to enjoy the sights to see and things to do. In Winterbourne Steepleton, there are 5 hotels and other accommodations to choose from. Find out more about Winterbourne Steepleton.

What should I see while I'm in Winterbourne Steepleton?

Places to visit in the wider area include Abbotsbury Swannery, Tutankhamun: The Exhibition, and Dorset and East Devon Coast. You'll also find Bowleaze Cove Beach and Weymouth Beach in the area. Check out what more to see and do in Expedia's Winterbourne Steepleton guide.

Find hotels in Winterbourne Steepleton from $66

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Winterbourne Steepleton

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winterbourne Steepleton hotels

1. The Duchess of Cornwall Inn

2. Sleeping Bear Hotel Dorchester

3. Coach House Inn

4. The Frampton Arms

5. Yalbury Cottage

6. The Smugglers Inn

7. Moonfleet Manor

8. The Heritage Bed & Breakfast

9. The Marquis of Lorne

10. George Albert Hotel & Spa

11. The Bull Hotel

12. The Ollerod

13. The Brewers Arms

14. Eype's Mouth Country Hotel

15. Barton Cottage Bed and Breakfast

16. Lulworth Cove Inn

17. Haddon House Hotel

18. townhouse bridport

19. The Aqua

20. Driftwood B&B

Top Winterbourne Steepleton Hotel Reviews

Fairhaven Hotel

The Manor Hotel by Greene King Inns

Durdle Door Hotel

Crown Hotel

The Duchess of Cornwall Inn

Half Moon, Sherborne by Marston's Inns

The Bull Hotel

The Jubilee Hotel West- with Spa Facilities

The Frampton Arms

More cheap stays in Winterbourne Steepleton

Terrace Lodge

The Warehouse

Old Ship Inn

Monkton Wyld Court

The West Bay Hotel

Eton House

Frequently asked questions

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