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.

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

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.

1. The Smugglers Inn

Weymouth

$139

$166 total

includes taxes & fees

Oct 4 - Oct 5

A kitchen with white cabinets, a tiled floor, and a window.

A bedroom with a bed, nightstands, a dresser, and a window with curtains.

A dining table set for four with plates, cutlery, glasses, a bowl of fruit, a bottle of wine, and a salt and pepper shaker.

A kitchen with a built-in refrigerator, a window seat with cushions, and a door leading to an outdoor area.

2. Rose Cottage

Weymouth

$816

$979 total

includes taxes & fees

Sep 30 - Oct 1

A hotel room with two beds, a bedside table with a lamp, a small bedside table with a mirror, and a wall-mounted picture.

A modern kitchen with wooden cabinetry, a central island, and a skylight.

A traditional building with a thatched roof, a sign reading 'The Smugglers Inn,' and a white tent in the foreground.

A modern living room with a large sofa, a dining table set for six, and a skylight above.

3. Woodbine Cottage

Weymouth

$768

$922 total

includes taxes & fees

Oct 10 - Oct 11

A rustic stone cottage with a thatched roof, a wooden deck, and a round metal table set with cups and pastries.

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

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

4. Laurel Cottage

Weymouth

$561

$674 total

includes taxes & fees

Oct 9 - Oct 10

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

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

A stone house with a green door, two chimneys, and a small garden with flowers.

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

5. Norden Cottage

Weymouth

$656

$787 total

includes taxes & fees

Sep 26 - Sep 27

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

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

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

A house with a sloped roof, a brick exterior, and a garden with a lawn and various plants.

6. Waterson

Weymouth

$1,030

$1,236 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 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.

7. The Spice Ship

Weymouth

$116

$116 total

includes taxes & fees

Sep 30 - Oct 1

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 wooden play structure with a slide and climbing area.

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

8. The Frampton Arms

Dorchester

$74

$88 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

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

9. Yalbury Cottage

Dorchester

$105

$126 total

includes taxes & fees

Sep 23 - Sep 24

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

10. The Aqua

Portland

$142

$170 total

includes taxes & fees

Sep 24 - Sep 25

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 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.

11. Lulworth Cove Inn

Wareham

$142

$170 total

includes taxes & fees

Oct 11 - Oct 12

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 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.

12. Barton Cottage Bed and Breakfast

Dorchester

$150

$179 total

includes taxes & fees

Sep 27 - Sep 28

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

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

13. Heights Hotel

Portland

$131

$157 total

includes taxes & fees

Oct 4 - Oct 5

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

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.

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

14. The Duchess of Cornwall Inn

Dorchester

$103

$123 total

includes taxes & fees

Oct 18 - Oct 19

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

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

An indoor patio area with a stone wall, a white fence, and a row of metal chairs.

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

15. Best Western Weymouth Hotel Rembrandt

Melcombe Regis

$110

$132 total

includes taxes & fees

Oct 1 - Oct 2

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

A breakfast buffet with various food items and condiments.

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

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

16. Aaran Guesthouse

Weymouth Town Center

$123

$147 total

includes taxes & fees

Sep 28 - Sep 29

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

A hotel room with a bed, a chair, a table, and a window with curtains.

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

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

17. The Countryman Inn

Dorchester

$108

$108 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 door with the number 8 and the words "Tossil Forest" in gold lettering.

A cozy room with a grey armchair, a small wooden table with a kettle, and a coffee machine.

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

18. Castle Inn

Wareham

$168

$202 total

includes taxes & fees

Oct 22 - Oct 23

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.

19. Sleeping Bear Hotel Dorchester

Dorchester

$63

$76 total

includes taxes & fees

Oct 11 - Oct 12

A window with binoculars and a mug on the windowsill, overlooking a beach with waves and a cloudy sky.

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

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 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.

20. Channel View Guest House

Weymouth Town Center

$115

$138 total

includes taxes & fees

Oct 7 - Oct 8

View all properties

Check out pet-friendly hotels in Osmington

The Smugglers Inn

Weymouth

$139

$166 total

includes taxes & fees

Oct 4 - Oct 5

Woodbine Cottage

Weymouth

$768

$922 total

includes taxes & fees

Oct 10 - Oct 11

Laurel Cottage

Weymouth

$561

$674 total

includes taxes & fees

Oct 9 - Oct 10

Norden Cottage

Weymouth

$656

$787 total

includes taxes & fees

Sep 26 - Sep 27

Waterson

Weymouth

$1,030

$1,236 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

The Frampton Arms

Dorchester

10/10 Exceptional

Melanie

Yalbury Cottage

Dorchester

10/10 Exceptional

Victoria

Barton Cottage Bed and Breakfast

Dorchester

10/10 Exceptional

timothy

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

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.

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

Birch House B&B

Radipole

10/10 Exceptional

Allan

Lulworth Cove Inn

Wareham

10/10 Exceptional

Randall

A room with a large window overlooking a beach, a table with a vase of flowers, and a chair with a floral pattern.

A living room with a beige sofa, a red armchair, a fireplace, a bookshelf, and a window with curtains.

A bedroom with a bed, a chair, a wardrobe, a radiator, and a window with a view of a harbor.

A dining area with a white table set for four, wooden chairs, and a wall decorated with vintage wine boxes.

Beach View Guesthouse

Weymouth Town Center

10/10 Exceptional

Susan

The Countryman Inn

Dorchester

10/10 Exceptional

Anonymous traveler

Channel View Guest House

Weymouth Town Center

10/10 Exceptional

Anthony

Castle Inn

Wareham

10/10 Exceptional

John

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

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

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

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

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 two-story building with a traditional architectural style, featuring a prominent sign for 'The George Red & Breakfast'.

A hotel room with a bed, a chair, a television, and a sliding glass door leading to an outdoor area.

A bedroom with a bed, a chair, a fireplace, and a mirror on the wall.

The George B&B

Melcombe Regis

10/10 Exceptional

Rino

The Duchess of Cornwall Inn

Dorchester

10/10 Exceptional

Charles

A seaside view from a balcony with a railing, a table with a teapot and cups, and a distant shoreline.

A harbor with boats docked along the quay, buildings in the background, and a pedestrian walkway.

A large, two-story building with a symmetrical facade, multiple windows, and a central entrance.

A dining area with wooden tables and chairs, large windows, a clock on the wall, and a hanging light fixture.

Oaklands Guest House

Weymouth Town Center

10/10 Exceptional

David

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

Westwood House

Dorchester

10/10 Exceptional

eduardo

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.