A coastal landscape with a sandy beach, rocky cliffs, and sparse vegetation.

Hotels in Osmington

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Where to stay in Osmington?

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

A bathroom with a bathtub, toilet, and sink.

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.

1. The Smugglers Inn

Weymouth

$115

$138 total

includes taxes & fees

Nov 2 - Nov 3

A kitchen with a microwave, a coffee maker, and a window with a view of greenery.

A pebbled beach with a row of white buildings on one side.

An open door leading to a dining area with a table and chairs, a radiator on the wall, and a stone wall outside.

A hallway with a carpeted staircase, white doors, and a window with floral curtains.

2. Rose Cottage

Weymouth

$808

$970 total

includes taxes & fees

Oct 9 - Oct 10

A bedroom with two single beds, a nightstand, a window, and a star-patterned rug.

A modern living room with a sectional sofa, a glass coffee table, and a skylight above.

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

A set of stone steps surrounded by dense foliage.

3. Woodbine Cottage

Weymouth

$761

$913 total

includes taxes & fees

Oct 10 - Oct 11

A stone cottage with a thatched roof, a wooden deck, and a round metal table with chairs and a small table set for tea.

A stone building with a thatched roof, a white door, and a small window.

A cozy living room with a stone wall, a flat-screen TV, a wooden coffee table, and a staircase.

4. Laurel Cottage

Weymouth

$556

$667 total

includes taxes & fees

Oct 9 - Oct 10

A cozy room with a stone wall, a fireplace, a sofa, and a window.

A stone house with a garden, a gravel path, and a chair outside.

A dining area with a wooden table set for four, a fireplace, and a staircase leading to another room.

A cozy kitchen with wooden cabinets, a stone countertop, and a red teapot.

5. Norden Cottage

Weymouth

$649

$779 total

includes taxes & fees

Oct 17 - Oct 18

A room with large windows offering a view of a coastal landscape.

A view from a window overlooking a wooden staircase leading to a balcony with a stone floor, surrounded by greenery and a clear sky.

A wooden deck with a skylight, overlooking a green landscape with trees and a clear sky.

A wooden deck with a round table and four chairs, surrounded by a wooden railing.

6. Waterson

Weymouth

$1,020

$1,224 total

includes taxes & fees

Oct 10 - Oct 11

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

A building with a sign reading "THE SPICE SHIP" and a welcome sign for a restaurant, accommodation, and live sports.

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.

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

7. The Spice Ship

Weymouth

$117

$117 total

includes taxes & fees

Oct 11 - Oct 12

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.

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.

8. The Frampton Arms

Dorchester

$65

$78 total

includes taxes & fees

Oct 18 - Oct 19

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

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.

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

9. Lulworth Cove Inn

Wareham

$113

$135 total

includes taxes & fees

Nov 1 - Nov 2

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

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

10. Barton Cottage Bed and Breakfast

Dorchester

$140

$168 total

includes taxes & fees

Oct 15 - Oct 16

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

A bedroom with a brick fireplace, a wooden headboard, and a bedside table with a lamp.

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

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

11. Castle Inn

Wareham

$114

$136 total

includes taxes & fees

Nov 5 - Nov 6

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.

12. The Duchess of Cornwall Inn

Dorchester

$76

$91 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

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

13. Yalbury Cottage

Dorchester

$84

$101 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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.

14. Durdle Door Hotel

Wareham

$119

$143 total

includes taxes & fees

Nov 1 - Nov 2

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

15. Heights Hotel

Portland

$127

$152 total

includes taxes & fees

Nov 1 - Nov 2

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

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

16. The Heritage Bed & Breakfast

Weymouth

$121

$145 total

includes taxes & fees

Nov 1 - Nov 2

A restaurant interior with brick walls, wooden tables, and leather chairs.

A white building with a black roof, labeled 'The Countryman Inn East Knighton,' featuring a large decorative wall design and hanging flower pots.

A room with a bed, a wooden chair, a small table with a candle and a glass, and a window with curtains.

A bar area with wooden furniture, hanging lights, and shelves with bottles.

17. The Countryman Inn

Dorchester

$104

$104 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

18. Sleeping Bear Hotel Dorchester

Dorchester

$66

$79 total

includes taxes & fees

Oct 11 - Oct 12

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.

19. Best Western Weymouth Hotel Rembrandt

Melcombe Regis

$104

$125 total

includes taxes & fees

Nov 2 - Nov 3

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 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.

20. The Aqua

Portland

$135

Weymouth

$1,020

$1,224 total

includes taxes & fees

Oct 10 - Oct 11

View all properties

Go beyond your typical stay in Osmington

Learn more about Osmington

Osmington is well-known for its attractions such as Weymouth Bay and Dorset and East Devon Coast.

See all hotels in Osmington

Check out reviews of Osmington hotels guests love

The Smugglers Inn

Weymouth

10/10 Exceptional

Kenneth

Castle Inn

Wareham

10/10 Exceptional

Marie

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

A neatly made bed with white and striped pillows, a light blue quilt, and a wooden nightstand with a lamp beside it.

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

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

The Brewers Arms

Dorchester

10/10 Exceptional

The Brewers Arms is in a quiet little village. The pub was very festive on the outside with flags still from the Jubilee celebrations. We had a lovely large comfortable clean room off the pub gardens. The bathroom was huge and handicap accessible if you needed that. We had a good selection of tea and coffee with a kettle in our room and a mini fridge with milk and water in it. We texted our breakfast selections to the owners the night before and breakfast was delivered to our room at the...

Michael

A table with food and drinks, a bottle of wine, and a view of the beach through a window.

A window with a view of the sea and a mountain range.

A beach with a clear sky and distant rocky coastline.

A room with a bed, two yellow armchairs, a small table with a vase, and a window with a view of the beach and sea.

Acqua Beach

Weymouth Town Center

10/10 Exceptional

Eileen

A neatly arranged bedroom with a bed, a bedside table with a lamp, a hanging garment rack, and a small cabinet with books.

A hotel room with a bed, a desk, a chair, a television, and a window.

A cozy, rustic interior with wooden beams, a bar area, and seating arrangements.

The Red Lion

Dorchester

10/10 Exceptional

I've stayed here multiple times and it is a gem. Located close to the Bovington Tank Museum it has cozy rooms and a wonderful pub with a solid menu, including being extremely good for people with food allergies. I have celiac disease and having several gluten free options (e.g., starters, entres, deserts, beer, etc) at a small hotel is unexpected. The staff is also extremely nice and helpful and even put together a gluten free tradiitoonal breakfast to go since my train left before they...

A bar area with a counter, various bottles, and a hanging plant.

Bankes Arms Hotel

Corfe Castle Village

10/10 Exceptional

Robert

Frequently Asked Questions

What accommodations do travelers like in Osmington?

Guests like The Smugglers Inn, Fairhaven Hotel and Sleeping Bear Hotel Dorchester.

Can I book refundable accommodations in Osmington?

If you need the flexibility to change your plans to Osmington, most accommodations offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Osmington if I want a vacation home instead of a hotel?

Browse 8 vacation homes on our site. You can also consider one of the 5 apartments or 44 cottages.

What will the weather in Osmington be like during my vacation?

July and August are typically the warmest months in Osmington when the average temp is 61°F. February and January are the coldest months when the average temperature is 46°F. October and November are the months with the most rain.

Why should I book my Osmington hotel through Hotels.com?

There are lots of reasons to book your Osmington trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.