The Best Hotels Closest to Osmington Roman Walk in Weymouth - 2026 Updated Prices

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Our top choices for Osmington Roman Walk hotels

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

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.

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

1. The Smugglers Inn

1.9 mi from Osmington Roman Walk

Mr C J

£99

includes taxes & fees

3 Nov - 4 Nov

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.

2. The Spice Ship

0.6 mi from Osmington Roman Walk

Joe Moore

£82

includes taxes & fees

21 Oct - 22 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.

3. Best Western Weymouth Hotel Rembrandt

Melcombe Regis, 1.9 mi from Osmington Roman Walk

David

£98

includes taxes & fees

8 Nov - 9 Nov

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

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

4. Waterson

1.9 mi from Osmington Roman Walk

Nigel

£924

includes taxes & fees

13 Oct - 14 Oct

A room with a sloped ceiling, skylights, a bed, and a view of the outside.

A modern living room with a glass dining table and chairs, a grey sofa, and a wooden coffee table.

A living room with a grey sofa, a wooden entertainment unit, a fluffy rug, and a painting of a fire.

A modern kitchen with stainless steel appliances, a central island with seating, and a large window providing natural light.

5. Family House

1.8 mi from Osmington Roman Walk

£1,328

includes taxes & fees

13 Oct - 14 Oct

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

6. Woodbine Cottage

1.5 mi from Osmington Roman Walk

£690

includes taxes & fees

13 Oct - 14 Oct

A coastal landscape with a sandy beach, a clear blue sky, and a distant view of a town with buildings.

A balcony with a round table and two chairs, overlooking a residential area with houses and a clear sky.

A narrow gravel path leading to a white cottage with a sloped roof, surrounded by greenery and a wooden fence. A sign indicates the location as Bay View (Bowleaze Coveway).

A bedroom with a bed, a wooden nightstand with a vase of flowers, a window with a striped blind, and a view of a house outside.

7. Bayview

Overcombe, 0.6 mi from Osmington Roman Walk

£497

includes taxes & fees

13 Oct - 14 Oct

A stone house with a paved patio, a small garden, and a view of the sea.

A residential street with stone houses, a blue door, and a street lamp.

A dining area with a table set for two, featuring plates, glasses, a bottle of wine, and a bowl of fruit.

A living room with a green sofa, a blue armchair, and a wooden coffee table with a fruit bowl.

8. Ash Corner Cottage

Overcombe, 1.2 mi from Osmington Roman Walk

£826

includes taxes & fees

13 Oct - 14 Oct

A dining area with a wooden table set for a meal, a sofa, and a TV in a living room.

A row of yellow paddle boats lined up on a pebbled beach with a clear view of the sea and a distant shoreline with buildings.

A spacious living room with a fireplace, two large windows, a dining area, and a cozy seating arrangement.

9. Greenwell

Melcombe Regis, 1.9 mi from Osmington Roman Walk

£1,008

includes taxes & fees

17 Oct - 18 Oct

A dining area with a round table, chairs, a chandelier, and a fireplace.

A row of multi-story buildings with bay windows, a staircase, and a white fence.

A bedroom with a bed, a dresser, a mirror, a bedside lamp, and a window with curtains.

A kitchen with a stove, a kettle, and a microwave.

10. Number 3 by the Sea

Greenhill, 2 mi from Osmington Roman Walk

£465

includes taxes & fees

13 Oct - 14 Oct

A modern bedroom with a large bed, a grey sofa, a small table, and a painting on the wall.

A kitchen with wooden cabinets, a dishwasher, and a dining area with wooden chairs and a table.

An outdoor patio with a table set for four, surrounded by chairs, and a large umbrella providing shade.

A kitchen with a dining area, a clock on the wall, and a view of a wooden fence outside.

11. The Ferns

Melcombe Regis, 1.8 mi from Osmington Roman Walk

£730

includes taxes & fees

17 Oct - 18 Oct

A row of colorful beach huts with white pillars and blue doors, a palm tree, and a clear blue sky.

A row of colorful beach huts with white doors and windows, a gravel path, and a well-maintained hedge along the beach.

A pebble beach with a café and outdoor seating.

A bathroom with a bathtub, a shower, and a window.

12. Portside

Melcombe Regis, 1.9 mi from Osmington Roman Walk

£570

includes taxes & fees

13 Oct - 14 Oct

A modern kitchen with a marble countertop, a built-in microwave, and a sink.

A modern kitchen with a marble countertop, a sink, and a dining area with a table and chairs.

A modern kitchen with a central island, bar stools, a dining table, a sofa, and a TV.

A modern kitchen with a marble countertop, a black sink, and a microwave.

13. 3 Compass Point

Melcombe Regis, 1.9 mi from Osmington Roman Walk

£676

includes taxes & fees

16 Oct - 17 Oct

A stone house with a sloped roof, a wooden door, and a gravel driveway.

A stone building with a weeping willow tree in front, a duck near the water, and a sign reading "The Springhead Walkers' Pit Stop... Muddy Boots and Paws Welcome".

A living room with a sofa set, a coffee table, a TV, and a fireplace.

A cozy living room with a television, sofa, and armchair.

14. The Courthouse

1.1 mi from Osmington Roman Walk

£839

includes taxes & fees

13 Oct - 14 Oct

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

A pebbled beach with umbrellas and people.

A two-story brick house with a front door, multiple windows, and a garage.

A living room with two grey sofas, a wooden coffee table, a flat-screen TV, a fireplace, and a view through a glass door to the outside.

15. Mariner's Rest

Melcombe Regis, 1.9 mi from Osmington Roman Walk

£620

includes taxes & fees

13 Oct - 14 Oct

A view through a window of a coastal area with a beach, a pier, and buildings.

A grand entrance with a set of stone steps leading to a door, flanked by two potted topiaries and a decorative metal sphere above.

A room with two blue armchairs, a small table with a vase of flowers, and large windows with a view of buildings.

A hotel room with a bed, floral pillow, white towels, and a view of a statue and ocean through large windows.

16. Chapter 1 Hotels

Weymouth Town Center, 2.4 mi from Osmington Roman Walk

wendy

£143

includes taxes & fees

10 Oct - 11 Oct

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

17. Aaran Guesthouse

Weymouth Town Center, 2.4 mi from Osmington Roman Walk

Paul

£101

includes taxes & fees

19 Oct - 20 Oct

A beach with a statue, people, and buildings in the background.

A building with a sign reading "Alexandra" and a café bar sign below it.

A breakfast buffet with various food items and beverages.

A two-story building with a sign reading "Alexandra" above the entrance. There are outdoor seating areas with tables and chairs.

18. Alexandra Hotel

Weymouth Town Center, 2.5 mi from Osmington Roman Walk

sheelagh

£66

includes taxes & fees

8 Nov - 9 Nov

A building with a green door and a sign that reads "DRIFTWOOD BED & BREAKFAST".

A mirror with a wooden frame mounted on a wall.

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

A reception desk with a plant, a sign, and a stack of magazines.

19. Driftwood B&B

Westham, 2.6 mi from Osmington Roman Walk

Andrew

£91

includes taxes & fees

21 Oct - 22 Oct

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 hotel room with a large bed, a desk, a chair, and a TV. There is a window with a view of the beach.

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

20. Fairhaven Hotel

Weymouth Town Center, 2.5 mi from Osmington Roman Walk

Shaun

£69

includes taxes & fees

11 Oct - 12 Oct

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Top Osmington Roman Walk Hotel Reviews

The Jubilee Hotel East- with Spa Facilities

8/10 Good

"The staff were all helpful and friendly. Our room was clean and we had a sea view room. Only thing was because the building is old that the sash window didn't close right. Breakfast was very good."

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."

Best Western Weymouth Hotel Rembrandt

10/10 Excellent

"Great hotel , modern , great working spa facilities. If there was any comment maybe on weekends breakfast could be extended until 10.30 ? Just in spa for an hour , time you are out and changed it left no time for breakfast"

Penn House Hotel

10/10 Excellent

"We were welcomed very warmly. The breakfasts were amazing and Kezia always had time to talk. Local knowledge was a big help and both Kezia and Rodney were amazing hosts."

Wildflower Cottage - Sutton Poyntz

10/10 Excellent

"Great location, high standards throughout the house. Very nice pub within an easy walk."

Pebble House - Sea views, parking, family friendly

10/10 Excellent

"Lovely house in a nice quiet location, very spacious with everything you could need for a self catering holiday. We used the car to get out and about mainly into Weymouth which we feel is too far to walk unless you’re a serious walker but we didn’t mind that because we wanted a spacious house with private parking."

Bowleaze Hideaway - beachside, dog friendly

8/10 Good

"Perfect location. Had a couple of minor issues but George was very quick in responding to our problems. Garden needs a bit of tlc but overall would recommend this accommodation ."

Live the coastal cottage dream in Dorset AONB

8/10 Good

"The cottage was very pretty inside; tidy and clean, and nicely decorated. The beds were comfy and the rooms light and airy.Well placed for visits to the various local sights and close to good pubs for food - We would recommend The Smugglers Inn at Osmington and the Sailors Return at Chaldon Herring."

Bracken Cottage

8/10 Good

"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 forgot to collect and replace from last guests? Anyway, had to call a contact number and inform them. Was told this would be done the next day. When a guy turned up the next day he questioned us about the towels and collected the used towels but told us he didn't have any fresh towels and that he would come again tomorrow when cleaning one of the other cottages. This was a little frustrating and made us think if the bed sheets had been changed as not presented very well when first entering as had a electric blanket thrown on top. The cleaner told us the towels should of been on the bed on arrival. They did seem clean... and hoped they were. The location was great with a good pub right over the road. Easy parking and no noise at night. It does have a working farm at the back so you will hear dairy cows mooing and some sort of water/fluid pump running in the mornings. The bed was a little soft for my liking but we all have different preferences. I would stay again as such a cosy cottage"

Other attractions near Osmington Roman Walk

The entrance to Weymouth Sea Life Adventure Park with a colorful mural and a map sign.

Lodmoor Country Park

Explore the great outdoors at Lodmoor Country Park, a lovely green space in Weymouth. Stroll along the area's seaside or simply savour its cosy cafes.

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A blue building with murals of sea creatures and a sign reading "Welcome to SealiFE Adventure Park".

SEA LIFE Centre Weymouth

8.2/10 (75 reviews)

Witness turtles swimming over your head, take boat rides through a crocodile swamp and come face-to-face with a shark in Weymouth's incredible marine zoo.

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Fantasy Island Fun Park

Bring your family to Fantasy Island Fun Park and enjoy the excitement of this theme park in Preston. Wander the area's beautiful beaches or simply enjoy one of its lively bars.

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Bowleaze Cove Beach

8.6/10 (37 reviews)

Why not spend a lazy afternoon at Bowleaze Cove Beach during your trip to Preston? Stroll along the area's waterfront or simply savour its cosy cafes.

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Overcombe Beach

Why not spend a lazy afternoon at Overcombe Beach during your trip to Weymouth? Wander the area's seaside or simply enjoy one of its cosy cafes.

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Pirate Adventure Mini Golf

Enjoy a round of golf in Weymouth at Pirate Adventure Mini Golf. Wander the beautiful beaches and seaside in the area.

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Preston Beach

10.0/10 (2 reviews)

Why not spend a lazy afternoon at Preston Beach during your trip to Weymouth? Stroll along the area's seaside or simply savour its cosy cafes.

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Frequently asked questions

What's the area like around Osmington Roman Walk?

Osmington Roman Walk is located in a welcoming area of Preston known for its bar scene and sailing. If you're looking for a convenient place to stay, take a look at the 48 hotels and other accommodation options you'll find within a mile.

What's the best hotel to stay close to Osmington Roman Walk?

Adjacent to Osmington Roman Walk, Waterside Holiday Park & Spa is one of the top choices for your stay based on our traveller data. Another good option is Sleeps 6, Pets Allowed & Free Parking, located just 0.1 mi (0.1 km) away.

How many hotels can I expect to find near Osmington Roman Walk?

Expedia has 48 hotels and other accommodation options within a mile from Osmington Roman Walk.

If I need to cancel the hotel reservation for my stay near Osmington Roman Walk, will I receive a refund?

Yes! You'll find that most hotel reservations are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and get a refund within 24 hours of booking. Enter your dates, click on "Search", then filter by "fully refundable" to view the best deals available near Osmington Roman Walk.

What can I see and do near Osmington Roman Walk?

Nothe Fort, Maiden Castle and Portland Castle are some of the notable landmarks to see in the area. You might spend a leisurely day outdoors at Lodmoor Country Park and Bennetts Water Gardens. Dip your toes in the water at Bowleaze Cove Beach, Weymouth Beach and Chesil Beach.

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Osmington Roman Walk hotels

1. The Smugglers Inn

2. The Spice Ship

3. Best Western Weymouth Hotel Rembrandt

4. Waterson

5. Family House

6. Woodbine Cottage

7. Bayview

8. Ash Corner Cottage

9. Greenwell

10. Number 3 by the Sea

11. The Ferns

12. Portside

13. 3 Compass Point

14. The Courthouse

15. Mariner's Rest

16. Chapter 1 Hotels

17. Aaran Guesthouse

18. Alexandra Hotel

19. Driftwood B&B

20. Fairhaven Hotel

Top Osmington Roman Walk Hotel Reviews

The Jubilee Hotel East- with Spa Facilities

The Jubilee Hotel West- with Spa Facilities

Best Western Weymouth Hotel Rembrandt

Penn House Hotel

Wildflower Cottage - Sutton Poyntz

Pebble House - Sea views, parking, family friendly

Bowleaze Hideaway - beachside, dog friendly

Live the coastal cottage dream in Dorset AONB

Bracken Cottage

Other attractions near Osmington Roman Walk

Lodmoor Country Park

SEA LIFE Centre Weymouth

Fantasy Island Fun Park

Bowleaze Cove Beach

Overcombe Beach

Pirate Adventure Mini Golf

Preston Beach

Frequently asked questions

Explore a world of travel with Expedia