𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Osmington (2026)

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Hot tub

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Our top choices for Osmington hotels

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 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

Mr C J

S$178

includes taxes & fees

5 Nov - 6 Nov

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

2. Laurel Cottage

Weymouth

S$855

includes taxes & fees

24 Oct - 25 Oct

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

A set of stone steps surrounded by dense foliage.

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

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

3. Woodbine Cottage

Weymouth

S$1,170

includes taxes & fees

19 Oct - 20 Oct

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

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.

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

4. Rose Cottage

Weymouth

S$1,242

includes taxes & fees

24 Oct - 25 Oct

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

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

5. Norden Cottage

Weymouth

"The cottage itself is lovely, and has a lot of potential. It’s a large cottage which accomodates 5. Lighting wasn’t working in all rooms which was a nuisance and the facilities in the kitchen were dirty and not maintained well. Oven and stove worked, coffee machine filthy. Given that you would hire a cottage to do self catering, it wasn’t one of the better cottages we have stayed in. We found it a cold welcoming, no welcome note, only a small box of biscuits on entry. Cottage was really...

Hilary

S$998

includes taxes & fees

31 Oct - 1 Nov

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

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

6. Waterson

Weymouth

Nigel

S$1,567

includes taxes & fees

22 Oct - 23 Oct

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

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

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

7. The Spice Ship

Weymouth

Joe Moore

S$149

includes taxes & fees

19 Oct - 20 Oct

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

8. The Frampton Arms

Dorchester

Robert

S$100

includes taxes & fees

25 Oct - 26 Oct

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.

9. Lulworth Cove Inn

Wareham

Michael Hugh

S$158

includes taxes & fees

5 Nov - 6 Nov

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

10. Barton Cottage Bed and Breakfast

Dorchester

Roger

S$228

includes taxes & fees

28 Oct - 29 Oct

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

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

11. Castle Inn

Wareham

Paul

S$193

includes taxes & fees

8 Nov - 9 Nov

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 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.

12. Yalbury Cottage

Dorchester

Ardyce

S$126

includes taxes & fees

16 Nov - 17 Nov

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

A two-story house with a garage, a small outdoor seating area, and a car parked in front.

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.

13. Durdle Door Hotel

Wareham

LISA

S$170

includes taxes & fees

16 Nov - 17 Nov

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

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

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

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

14. The Duchess of Cornwall Inn

Dorchester

Colin

S$107

includes taxes & fees

1 Nov - 2 Nov

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 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.

15. Sleeping Bear Hotel Dorchester

Dorchester

Christopher

S$102

includes taxes & fees

18 Oct - 19 Oct

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

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

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.

16. Heights Hotel

Portland

Jean

S$183

includes taxes & fees

15 Nov - 16 Nov

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

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

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

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

Gavin

S$153

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

18. Best Western Weymouth Hotel Rembrandt

Melcombe Regis

David

S$166

includes taxes & fees

8 Nov - 9 Nov

A coastal promenade with a beach, a grassy area with small plants, and a row of traditional houses.

A harbor with boats docked, buildings along the waterfront, and a bird flying in the sky.

A modern kitchen with white cabinets, a stainless steel sink, and a tiled backsplash.

A modern kitchen with a sink, a dining area with a table, and a living room with a sofa.

19. St Johns Guest House

Weymouth Town Center

S$205

includes taxes & fees

17 Oct - 18 Oct

A neatly arranged bedroom with a bed, two bedside tables with lamps, a small side table, and a wardrobe.

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

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

A white door with the number 8, a black mailbox, and a stone wall with purple flowers.

20. The Heritage Bed & Breakfast

Weymouth

Carol

S$178

includes taxes & fees

20 Oct - 21 Oct

View all properties

Hotels recommended for families in Osmington

The Smugglers Inn

Weymouth

S$178

includes taxes & fees

5 Nov - 6 Nov

Waterson

Weymouth

S$1,567

includes taxes & fees

22 Oct - 23 Oct

The Spice Ship

Weymouth

S$149

includes taxes & fees

19 Oct - 20 Oct

Lulworth Cove Inn

Wareham

S$158

includes taxes & fees

5 Nov - 6 Nov

Durdle Door Hotel

Wareham

S$170

includes taxes & fees

16 Nov - 17 Nov

The Duchess of Cornwall Inn

Dorchester

S$107

includes taxes & fees

1 Nov - 2 Nov

Sleeping Bear Hotel Dorchester

Dorchester

S$102

includes taxes & fees

18 Oct - 19 Oct

Heights Hotel

Portland

S$183

includes taxes & fees

15 Nov - 16 Nov

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Learn more about Osmington

Check out the local area in Osmington—home to attractions like Weymouth Bay and Dorset and East Devon Coast.

See all hotels in Osmington

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

Top Osmington 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."

Holiday Inn Express Poole by IHG

10/10 Excellent

"The location, cleanliness and friendly and helpful staff."

Harbour Heights Hotel

10/10 Excellent

"Lovely hotel where you can see wonderful sunsets from the dining area. All the staff are friendly everywhere is clean. Our bedroom was large with a very comfy bed."

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."

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."

The Knoll House

10/10 Excellent

"As always, Knoll House Hotel was amazing. It made be a little tired around the edges in some places but was spotlessly clean with welcoming staff and great atmosphere. Unbeatable location, great breakfasts and comfy beds."

More cheap stays in Osmington

Old Ship Inn

High W St Dorchester England

S$97

18 Oct - 19 Oct

includes taxes & fees

Seascape

11 The Esplanade Weymouth England

S$155

2 Nov - 3 Nov

includes taxes & fees

9.2/10 Wonderful! (118 reviews)

Jurassic Bay Holidays

22 Ranelagh Rd Weymouth England

S$161

4 Nov - 5 Nov

includes taxes & fees

The West Bay Hotel

Station Road Bridport England

S$232

28 Oct - 29 Oct

includes taxes & fees

Lemon Tree

The Coast Road Dorchester England

Get rates

8.2/10 Very good! (20 reviews)

Herston Caravan & Campsite

Washpond Lane Swanage England

Get rates

Frequently asked questions

What's the best place for a stay in Osmington?

Based on our traveller data, The Smugglers Inn is one of the top choices for your stay. This hotel offers a restaurant and free parking. Two other options for your visit to the area are Fairhaven Hotel and Sandbanks Hotel. See all available top hotels, or vacation rentals in Osmington.

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

Yes! You'll find that most hotel bookings are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If your reservation is non-refundable, you may still be able to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Osmington.

What's the best dog-friendly place to stay in Osmington?

The Smugglers Inn is a top dog-friendly hotel, and offers a restaurant and a bar/lounge for its human guests. See more pet-friendly hotel accommodations in Osmington.

What are some accommodation options with pools in Osmington?

Sandbanks Hotel: Hotel located near Poole Harbour. Provides a sauna, an indoor pool and a snack bar/deli. Best Western Weymouth Hotel Rembrandt and Haven Hotel are two additional hotels that feature an on-site pool. View all hotels with pools in Osmington.

What is staying in Osmington like?

Visitors will definitely enjoy all that Osmington has to offer. In Osmington, there are 62 hotels and other accommodation options to choose from. Find out more about Osmington.

What should I see while I'm in Osmington?

Natural beauty is on display at Weymouth Bay, Dorset and East Devon Coast and Ringstead Beach. A couple of additional sights to add to your itinerary are Osmington Bay Beach and Dorset National Landscape. Take a look at what more there is to see and do in Expedia's Osmington guide.

What's the weather like in Osmington?

The hottest months are usually July and August, with an average temperature of 16°C, while the coldest months are February and January, with an average of 8°C. Average annual precipitation for Osmington is 813 mm.

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Weymouth and Portland District Holiday Rentals

Things to do in Dorset

Osmington Hotels from S$97

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Osmington

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Osmington hotels

1. The Smugglers Inn

2. Laurel Cottage

3. Woodbine Cottage

4. Rose Cottage

5. Norden Cottage

6. Waterson

7. The Spice Ship

8. The Frampton Arms

9. Lulworth Cove Inn

10. Barton Cottage Bed and Breakfast

11. Castle Inn

12. Yalbury Cottage

13. Durdle Door Hotel

14. The Duchess of Cornwall Inn

15. Sleeping Bear Hotel Dorchester

16. Heights Hotel

17. The Countryman Inn

18. Best Western Weymouth Hotel Rembrandt

19. St Johns Guest House

20. The Heritage Bed & Breakfast

Hotels recommended for families in Osmington

The Smugglers Inn

Waterson

The Spice Ship

Lulworth Cove Inn

Durdle Door Hotel

The Duchess of Cornwall Inn

Sleeping Bear Hotel Dorchester

Heights Hotel

Learn more about Osmington

Top Osmington Hotel Reviews

Fairhaven Hotel

Holiday Inn Express Poole by IHG

Harbour Heights Hotel

Durdle Door Hotel

Crown Hotel

The Duchess of Cornwall Inn

The Jubilee Hotel West- with Spa Facilities

The Frampton Arms

The Knoll House

More cheap stays in Osmington

Old Ship Inn

Seascape

Jurassic Bay Holidays

The West Bay Hotel

Lemon Tree

Herston Caravan & Campsite

Frequently asked questions

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