𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Osmington (2026)

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Our top choices for Osmington hotels

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.

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

1. The Smugglers Inn

Weymouth

Kenneth

S$218

includes taxes & fees

31 Aug - 1 Sept

A stone building with a thatched roof, multiple windows, and a door. There is a small outdoor seating area with two chairs and a table.

A narrow cobblestone alleyway leading to a traditional stone building with a thatched roof.

A living room with a sofa set, a coffee table, a TV, and decorative wall hangings.

A modern kitchen with white cabinetry, a stainless steel refrigerator, a dining area with white chairs, and a large green plant.

2. Bracken Cottage

Weymouth

"Had a great 6 night stay here. Check in was very easy, key safe on the wall outside. As soon as we got inside the cottage, which had a lovely warm welcoming cosy feel to it. We loved all the little extra decorations scattered around. Well stocked with plates, glasses cutlery etc.. Even some extras that we didn't expect like the smoothie blender and spice rack. Only downside was all the towels were bundled in a heap on the bathroom floor. Not sure what had happened here, whether the cleaners had...

michael

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

A bedroom with a bed, bedside table, lamp, and a chair.

A building with a sign indicating a restaurant, a sandy beach, and a clear sky.

A garden with a gravel path, various plants, and trees.

3. Rose Cottage

Weymouth

S$1,263

includes taxes & fees

15 Sept - 16 Sept

A patio with a table and chairs, a wooden bench, and a large umbrella.

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

A bedroom with a bed, a wooden wardrobe, a mirror, and a window with curtains.

A sunset over a calm body of water with a boat and a dog on the shore.

4. Woodbine Cottage

Weymouth

S$1,189

includes taxes & fees

21 Sept - 22 Sept

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

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.

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

5. Laurel Cottage

Weymouth

S$869

includes taxes & fees

6 Sept - 7 Sept

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 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.

6. 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$1,015

includes taxes & fees

26 Sept - 27 Sept

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.

7. Waterson

Weymouth

Nigel

S$1,594

includes taxes & fees

3 Sept - 4 Sept

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.

8. The Frampton Arms

Dorchester

Jacqueline

S$123

includes taxes & fees

2 Sept - 3 Sept

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

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

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

A sign for "The Spice Ship Preston" indicating accommodation.

9. The Spice Ship

Weymouth

Paul

S$162

includes taxes & fees

21 Sept - 22 Sept

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.

10. Yalbury Cottage

Dorchester

John

S$163

includes taxes & fees

2 Sept - 3 Sept

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

Michael Hugh

S$212

includes taxes & fees

2 Sept - 3 Sept

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

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

12. Aaran Guesthouse

Weymouth Town Center

Paul

S$186

includes taxes & fees

7 Sept - 8 Sept

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

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

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

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

13. Barton Cottage Bed and Breakfast

Dorchester

Roger

S$218

includes taxes & fees

3 Sept - 4 Sept

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

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

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

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

14. Castle Inn

Wareham

anne

S$241

includes taxes & fees

1 Sept - 2 Sept

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.

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

Lee

S$185

includes taxes & fees

6 Sept - 7 Sept

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

A wooden deck with outdoor seating and a view of a parking lot and greenery.

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.

16. Durdle Door Hotel

Wareham

dario

S$230

includes taxes & fees

31 Aug - 1 Sept

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 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.

17. Heights Hotel

Portland

Ann

S$257

includes taxes & fees

6 Sept - 7 Sept

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 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.

18. The Aqua

Portland

John

S$219

includes taxes & fees

3 Sept - 4 Sept

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

A bar area with a wooden bar counter, stools, and a variety of bottles and glasses.

A room with a large window overlooking a grassy area with picnic tables and a sign reading "The Red Lion."

A pub named "The Red Lion" with outdoor seating and illuminated signage.

19. The Red Lion

Dorchester

Vicky

S$149

includes taxes & fees

6 Sept - 7 Sept

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 kitchen with a green countertop, a coffee machine, and jars of spices.

A room with a dark blue sofa, a green and white striped pillow, and a wooden dresser.

20. Driftwood B&B

Westham

Andrew

S$159

includes taxes & fees

31 Aug - 1 Sept

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Learn more about Osmington

Check out the local area in Osmington—home to attractions like Osmington Bay Beach and Weymouth Bay.

See all hotels in Osmington

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

Top Osmington Hotel Reviews

George Albert Hotel & Spa

8/10 Good

"The inside of the hotel is great, clean and modern. Big rooms and comfy bed, decent breakfast. Don’t be put off by the exterior and surroundings."

Best Western Weymouth Hotel Rembrandt

10/10 Excellent

"Great staff on reception,especially young man on reception.very happy with family room plenty big enough for 4 of us."

The Jubilee Hotel West- with Spa Facilities

10/10 Excellent

"Lovely staff beautfull beach view from the hotel lovelg breakfaat"

Harbour Heights Hotel

8/10 Good

"The view of the harbour is why you stay here and it doesn’t disappoint- just stunning. Locals and visitors flock to the outside terrace to enjoy a cocktail overlooking the harbour. We ate at the restaurant and both food and drinks were good but our dinner order was misplaced so we waited 75 minutes between starter and main. As an apology we weren’t charged. The room looked a bit tired and in need of a refurb but it was clean and the bed was comfy. We also had a view of the harbour (free upgrade). Staff was friendly but service is a bit chaotic - the staff lack set routines and need some training. The breakfast was tasty."

Sleeping Bear Hotel Dorchester

10/10 Excellent

"We arrived late at the Sleeping Bear Hotel and the self check-in was incredibly easy and smooth. We simply pressed the green button by the door and followed the instructions. Walking through the hallway, staircase and lovely sitting/living room area with my daughter, we were pleasantly surprised by how beautiful and cosy everything looked. There were lots of comfortable sofas with cushions, making it feel just like home, and we loved that we could make coffee from the machine whenever we wanted. Our room was very clean and cosy, and the mattress was unbelievably comfortable and soft. At check-out, the two lovely ladies at reception even found me a takeaway cup so I could take my coffee with me. A truly wonderful stay — I will definitely be coming back!"

Heights Hotel

10/10 Excellent

"Friendly staff, warm welcome, good food and incredible views"

Sandbanks Hotel

8/10 Good

"Amazing seaviews with beach access."

The Frampton Arms

10/10 Excellent

"Amazing place to stay, eat and drink! Our room was spotless, freshly decorated - bathroom immaculate. We’ll definitely be booking a room for our next trip. Thank you to all involved in making our stay incredible!!"

Durdle Door Hotel

10/10 Excellent

"Amazing sea views!!"

More cheap stays in Osmington

Old Ship Inn

High W St Dorchester England

S$105

3 Sept - 4 Sept

includes taxes & fees

7.6/10 Good! (28 reviews)

Jurassic Bay Holidays

22 Ranelagh Rd Weymouth England

S$182

31 Aug - 1 Sept

includes taxes & fees

8.6/10 Excellent! (10 reviews)

The West Bay Hotel

Station Road Bridport England

S$240

30 Sept - 1 Oct

includes taxes & fees

9.2/10 Wonderful! (162 reviews)

The Clarence

20 Esplanade Weymouth England

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10/10 Exceptional! (242 reviews)

Herston Caravan & Campsite

Washpond Lane Swanage England

Get rates

8.4/10 Very good! (32 reviews)

Penn House Hotel

21 Brunswick Terrace Weymouth England

Get rates

9.6/10 Exceptional! (30 reviews)

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 Bournemouth Beach. Provides a sauna, an indoor pool and a snack bar/deli. Haven Hotel and Best Western Weymouth Hotel Rembrandt 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 58 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 Osmington Bay Beach, Weymouth Bay and Dorset and East Devon Coast. A couple of additional sights to add to your itinerary are Ringstead 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$105

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. Bracken Cottage

3. Rose Cottage

4. Woodbine Cottage

5. Laurel Cottage

6. Norden Cottage

7. Waterson

8. The Frampton Arms

9. The Spice Ship

10. Yalbury Cottage

11. Lulworth Cove Inn

12. Aaran Guesthouse

13. Barton Cottage Bed and Breakfast

14. Castle Inn

15. Best Western Weymouth Hotel Rembrandt

16. Durdle Door Hotel

17. Heights Hotel

18. The Aqua

19. The Red Lion

20. Driftwood B&B

Learn more about Osmington

Top Osmington Hotel Reviews

George Albert Hotel & Spa

Best Western Weymouth Hotel Rembrandt

The Jubilee Hotel West- with Spa Facilities

Harbour Heights Hotel

Sleeping Bear Hotel Dorchester

Heights Hotel

Sandbanks Hotel

The Frampton Arms

Durdle Door Hotel

More cheap stays in Osmington

Old Ship Inn

Jurassic Bay Holidays

The West Bay Hotel

The Clarence

Herston Caravan & Campsite

Penn House Hotel

Frequently asked questions

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