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 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.

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

$137

$164 total

includes taxes & fees

Oct 4 - Oct 5

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.

A town square with a flower bed, a building with a red roof, and a sign with 'EVERYBODY' written on it.

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

2. Rose Cottage

Weymouth

$807

$968 total

includes taxes & fees

Oct 9 - Oct 10

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

A hallway with a staircase, a door, a small cabinet, and a lamp.

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.

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

A cozy living room with a stone fireplace, a flat-screen TV, a wooden coffee table with tea set, and a sofa with patterned cushions.

4. Laurel Cottage

Weymouth

$555

$666 total

includes taxes & fees

Oct 9 - Oct 10

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

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

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

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

5. Norden Cottage

Weymouth

$650

$780 total

includes taxes & fees

Oct 17 - Oct 18

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

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

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

6. Waterson

Weymouth

$1,018

$1,221 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 modern bedroom with a large bed, two bedside tables with lamps, a desk with a chair, and a wardrobe.

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

A wooden play structure with a slide and climbing area.

7. The Frampton Arms

Dorchester

$73

$87 total

includes taxes & fees

Oct 4 - Oct 5

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.

8. The Spice Ship

Weymouth

$116

$116 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 dining table set with plates, glasses, and candles, with a fireplace in the background.

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

9. Yalbury Cottage

Dorchester

$104

$125 total

includes taxes & fees

Sep 28 - Sep 29

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 bar area with a checkered floor, wooden staircase, and bar stools.

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

10. The Duchess of Cornwall Inn

Dorchester

$100

$120 total

includes taxes & fees

Sep 27 - Sep 28

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

A dining area with wooden tables and chairs, framed artwork on the walls, and a large window providing natural light.

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

$127

$152 total

includes taxes & fees

Oct 1 - Oct 2

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

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

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.

12. Sleeping Bear Hotel Dorchester

Dorchester

$62

$75 total

includes taxes & fees

Oct 2 - Oct 3

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.

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.

13. Best Western Weymouth Hotel Rembrandt

Melcombe Regis

$109

$131 total

includes taxes & fees

Oct 1 - Oct 2

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

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

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".

14. Heights Hotel

Portland

$130

$156 total

includes taxes & fees

Oct 4 - Oct 5

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

15. Barton Cottage Bed and Breakfast

Dorchester

$148

$177 total

includes taxes & fees

Sep 27 - Sep 28

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

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

A breakfast buffet with various food items and condiments.

16. Aaran Guesthouse

Weymouth Town Center

$121

$145 total

includes taxes & fees

Sep 27 - Sep 28

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

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

17. Castle Inn

Wareham

$192

$230 total

includes taxes & fees

Oct 22 - Oct 23

A bedroom with a sloped ceiling, a bed with a headboard, two bedside tables with lamps, a chair, and a small table with flowers.

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

A neatly made bed with white linens, two bedside lamps, a wooden headboard, and a floral wallpaper pattern.

A shower with a glass door, a window with a view of trees, and a door with a handle.

18. The Countryman Inn

Dorchester

$106

$106 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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.

19. The Aqua

Portland

$140

$168 total

includes taxes & fees

Oct 4 - Oct 5

A view from a window overlooking a busy street with a beach and ocean in the background.

A hotel lobby with a check-in desk, seating area, and large windows.

A beachfront apartment building with ivy-covered walls, outdoor seating, and a sign reading "BEACHVIEW APARTMENT".

20. Fairhaven Hotel

Weymouth Town Center

$76

$91 total

includes taxes & fees

Oct 4 - Oct 5

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Check out pet-friendly hotels in Osmington

The Smugglers Inn

Weymouth

$137

$164 total

includes taxes & fees

Oct 4 - Oct 5

Woodbine Cottage

Weymouth

$761

$913 total

includes taxes & fees

Oct 10 - Oct 11

Laurel Cottage

Weymouth

$555

$666 total

includes taxes & fees

Oct 9 - Oct 10

Norden Cottage

Weymouth

$650

$780 total

includes taxes & fees

Oct 17 - Oct 18

Waterson

Weymouth

$1,018

$1,221 total

includes taxes & fees

Oct 11 - Oct 12

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

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

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

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

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

Birch House B&B

Radipole

10/10 Exceptional

Allan

Barton Cottage Bed and Breakfast

Dorchester

10/10 Exceptional

timothy

Yalbury Cottage

Dorchester

10/10 Exceptional

Victoria

The Duchess of Cornwall Inn

Dorchester

10/10 Exceptional

Charles

A room with a large bay window overlooking a beach, wicker furniture, and a small table with a plant.

A bedroom with a bed, a chair, a table, and a view of the beach through large windows.

A pebbled beach with a few people and a building in the background.

A table with a blue tablecloth, a vase with white flowers, salt and pepper shakers, a mug, and a menu.

Lyndale Guest House

Weymouth Town Center

10/10 Exceptional

peter

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 kitchenette with a coffee maker, tea kettle, and various kitchen utensils.

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

A two-story building with a green door, a balcony with metal railings, and a small window with a round window above it.

Westwood House

Dorchester

10/10 Exceptional

eduardo

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 hotel room with a large bed, two windows with patterned curtains, a painting on the wall, and a view of the sea.

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

Sleeping Bear Hotel Dorchester

Dorchester

10/10 Exceptional

Allan

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

A modern bedroom with a flat-screen TV, a round mirror, a dresser, and a small ottoman.

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.

Bay Tree House

Dorchester

10/10 Exceptional

Tim

Heights Hotel

Portland

10/10 Exceptional

Anonymous traveler

A brick building with multiple windows and a door, surrounded by a garden with orange flowers.

A dining area with wooden tables and chairs, equipped with cutlery and napkins.

A rustic cabin with a porch, a wooden table, and potted flowers.

A rural property with a grassy field, a wooden barn, and a large tree.

The Old Mill Bere Regis

Wareham

10/10 Exceptional

Connor

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 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.

Driftwood B&B

Westham

10/10 Exceptional

We stayed here for the late summer bank holiday so the property was busy. That being said, the staff were friendly, available, and helpful. It almost felt like we were staying with really hospitable family! The dining area was extremely well appointed and clean. There were even options for gluten free diners. There was an amazing assortment of fruit in the fridge. The room we stayed in was clean and had ample space for us. The ensuite was recently renovated and was very nice. There were very...

Eleanor

A coastal cityscape with a wide sandy beach, a promenade lined with buildings, and a clear blue sea.

A reception desk with a sign that reads 'The Luggier Inn' and 'OPEN'.

A room with a large bathtub filled with water, a bed with pillows, a desk with a lamp, and a wall with motivational writing.

A room with a window, a white bench, a basket, and plaid curtains.

The Lugger Inn

Weymouth

10/10 Exceptional

Dave

A cozy room with a stone fireplace, a dining table with chairs, and a wicker basket.

A garden entrance with a pergola covered in grapevines, a pathway leading to a building, and a metal gate.

A bedroom with a bed, a nightstand, a lamp, a wardrobe, a window, and a suitcase.

Greyhound Inn

Dorchester

10/10 Exceptional

Chris

A dining area with a wooden table set for two, a brown leather sofa, and a kitchen with a stove.

A kitchen with wooden cabinets, a stove, a sink, and a window with a decorative valance.

A neatly made bed with a quilt, a bedside lamp, and a painting on the wall.

A cozy living room with a fireplace, leather sofas, a television, and a window with curtains.

The Oak at Dewlish

Dorchester

10/10 Exceptional

Anonymous traveler

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.