The Best Hotels Closest to Weymouth and Portland National Sailing Academy in Portland for 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Weymouth and Portland National Sailing Academy hotels

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

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

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.

1. Heights Hotel

1.8 km from Weymouth and Portland National Sailing Academy

Jean

￥20,065

￥24,078 total

includes taxes & fees

Nov 1 - Nov 2

A wooden deck with a pergola, a table with chairs, and a brick pathway.

A neatly arranged hotel room with a large bed, bedside tables, a mirror, and a framed picture on the wall.

A living room with two leather sofas, a coffee table, and a bookshelf. There are framed paintings on the wall and a door leading to an outdoor area.

A dining area with a wooden table set for four, a bottle of wine, and glasses. There is a window with curtains, a view of the backyard, and a kitchen with blue cabinets.

2. Home Waters

2.2 km from Weymouth and Portland National Sailing Academy

￥108,435

￥130,122 total

includes taxes & fees

Nov 12 - Nov 13

A dining area with a wooden table and chairs, a kitchen in the background, and a sliding glass door leading to a backyard.

A bedroom with a bed, bedside lamps, a radiator, a window with blinds, a chandelier, and a painting on the wall.

A modern two-story building with a beige facade, stone accents, and a black door.

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

3. Jurassic Coast House

0.7 km from Weymouth and Portland National Sailing Academy

"Nice size property. Missing the more luxury/comfort items. Garden furniture ok not as images. Has a comfy dining table. Balcony furniture present but not suitable for the area. High stools and table not appropriate needs more relaxing items to make area useful otherwise it was good for drying clothes. Area is central and easy for amenities, cafes, beach, shops etc all easy to walk to. Noisy as near heliport and some days this is busy from early morning till after 10 at night. Not overly...

Michelle

￥180,310

￥216,372 total

includes taxes & fees

Nov 13 - Nov 14

A spacious loft with high ceilings, exposed beams, and large windows. It features a yellow sofa, a blue sofa, and a dining area with a kitchen in the background.

A modern kitchen with dark blue cabinets, a copper bowl, a sink, a toaster, and a microwave.

A building entrance with a 'Groves House' sign, a glass door, a metal shelf, and a security device.

A modern kitchen with dark blue cabinets, a wooden island with stools, a built-in oven, and a decorative vase.

4. Groves House

0.8 km from Weymouth and Portland National Sailing Academy

David

￥82,753

￥99,304 total

includes taxes & fees

Nov 1 - Nov 2

A coastal residential area with houses, a grassy field, and a beach with colorful kayaks.

A staircase leading to a dining area with a table and chairs, a sofa with a blanket, and a bookshelf with plates.

A compact kitchen with white cabinets, a microwave, a washing machine, and a dining area with a table and chairs.

5. Home From Home

1.3 km from Weymouth and Portland National Sailing Academy

￥79,831

￥95,797 total

includes taxes & fees

Oct 28 - Oct 29

A wide, pebbled beach with a clear sky and calm sea.

A modern kitchen with white cabinets, a central island with stools, a gas stove, and a microwave.

A modern kitchen with a gas stove, oven, and white cabinetry.

A patio with a table and chairs, a wooden fence, and a brick wall.

6. Sea Gem

0.6 km from Weymouth and Portland National Sailing Academy

￥169,686

￥203,623 total

includes taxes & fees

Oct 21 - Oct 22

A neatly made bed with a tufted headboard, a decorative wall fan, and a carpeted floor.

A hallway with white doors and a blue door, a doormat, and a staircase.

A compact kitchen with a black refrigerator, a coffee maker, and a plate of muffins on the counter.

7. Lily's Pad

3.1 km from Weymouth and Portland National Sailing Academy

￥65,512

￥78,614 total

includes taxes & fees

Oct 25 - Oct 26

A coastal area with a row of colorful surfboards lined up on the beach, a sandy shore, and a row of houses in the background.

A living room with a sofa, a coffee table with pastries, a TV on a wooden stand, and a staircase.

A row of terraced houses with brick facades, white doors, and grey roofs.

A cozy living room with two leather sofas, a small table with a lamp, and wall art depicting sailing scenes.

8. Fairways

2.2 km from Weymouth and Portland National Sailing Academy

￥95,773

￥114,928 total

includes taxes & fees

Oct 21 - Oct 22

A wooden sign with maritime-themed decorations and text, mounted on a green building.

A living room with a beige sofa, a coffee table with a vase of flowers, and a lamp on a side table.

A pebbled beach with boats and a building in the distance.

A dining area with a wooden table, chairs, and a kitchen with white cabinets and a red backsplash.

9. Pebbles Reach

0.7 km from Weymouth and Portland National Sailing Academy

￥125,833

￥151,000 total

includes taxes & fees

Oct 31 - Nov 1

A balcony with a view of a marina and cityscape.

A modern living room with a sofa, a chair, a coffee table, and a view through a glass door.

10. Manhattan Beach

0.7 km from Weymouth and Portland National Sailing Academy

￥108,649

￥130,379 total

includes taxes & fees

Oct 21 - Oct 22

A spacious loft with high ceilings, exposed wooden beams, and large windows.

A modern kitchen with dark cabinets, a central island with bar stools, and a dining area with wooden flooring and a table.

A spacious interior with a high wooden ceiling, a staircase, and a view of the interior through a glass railing.

A patio with a table and chairs overlooking a beach.

11. The Old Portland Courthouse

0.9 km from Weymouth and Portland National Sailing Academy

￥215,622

￥258,746 total

includes taxes & fees

Oct 29 - Oct 30

A pebble beach with a clear sky and calm sea.

A dining area with a white table set for four, a wooden staircase, and a living room in the background.

A dining area with a white table set for four, a vase with flowers, and a painting on the wall.

A white building with a blue door and a sign reading "The Shambles."

12. The Shambles

1.2 km from Weymouth and Portland National Sailing Academy

￥110,976

￥133,171 total

includes taxes & fees

Oct 21 - Oct 22

A modern living room with a large window offering a view of the sea and cliffs, a dining area with a round table and chairs, a sofa with patterned cushions, and a coffee table.

A modern living room with a sofa, a dining table set for two, and a kitchen area with a toaster.

A room with a sloped ceiling, skylights, a bed, a dresser, a radiator, and a lamp.

13. The View

1.3 km from Weymouth and Portland National Sailing Academy

￥140,360

￥168,432 total

includes taxes & fees

Oct 26 - Oct 27

A landscaped garden with pathways, palm trees, and flower beds.

A beach with clear water, a sandy shore, and some vegetation in the foreground.

A dining table set with bread, grapes, a bottle of wine, and wine glasses, with a cityscape view through a window.

A compact kitchen with a microwave, oven, and washing machine, a small window with a view, and a vase with flowers on the counter.

14. Castle Cove View

3 km from Weymouth and Portland National Sailing Academy

￥143,374

￥172,049 total

includes taxes & fees

Oct 21 - Oct 22

A well-maintained garden with pathways, palm trees, and a view of the sea and distant hills.

A modern kitchen with grey cabinets, a stainless steel range hood, a built-in oven, a dishwasher, a double sink, and a window with a view of the outside.

A balcony with a table, two chairs, and a view of the sea and garden.

A calm river with boats, a bridge, and buildings along the riverbank.

15. The View

3 km from Weymouth and Portland National Sailing Academy

￥110,618

￥132,742 total

includes taxes & fees

Nov 6 - Nov 7

A coastal scene with a sandy beach, calm water, and a distant island.

A balcony with a view of a road, parked cars, and a grassy area with trees.

A bedroom with a bed, a chair, a bedside table, and a window with curtains.

A house number plaque with the name "KIAMA" on a textured wall.

16. Kiama

3 km from Weymouth and Portland National Sailing Academy

￥115,809

￥138,971 total

includes taxes & fees

Oct 21 - Oct 22

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

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

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

A guest house entrance with a sign reading "The Beach View Guest House."

17. Beach View Guesthouse

4.3 km from Weymouth and Portland National Sailing Academy

Matt

￥15,737

￥18,884 total

includes taxes & fees

Nov 1 - Nov 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 harbor with boats docked, buildings along the waterfront, and a clear sky.

18. Aaran Guesthouse

4.3 km from Weymouth and Portland National Sailing Academy

Paul

￥17,759

￥21,311 total

includes taxes & fees

Oct 26 - Oct 27

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 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.

19. Driftwood B&B

4.8 km from Weymouth and Portland National Sailing Academy

Andrew

￥10,655

￥10,655 total

includes taxes & fees

Oct 19 - Oct 20

A bedroom with a bed, two bedside tables, a chandelier, and a geometric-patterned wall.

A hallway with a chandelier, a staircase, and a door with frosted glass panels.

A building with a prominent sign reading "ASHMIRA."

A garden with potted plants and a barbecue grill.

20. Ashmira Guest House

5.6 km from Weymouth and Portland National Sailing Academy

￥18,360

￥18,360 total

includes taxes & fees

Nov 2 - Nov 3

View all properties

Top Weymouth and Portland National Sailing Academy 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."

Heights Hotel

8/10 Good

"Very friendly and welcoming staff on arrival. Nice Reception area, but once you get beyond the reception the corridors and our room (203) were somewhat austere. Nice breakfast, but a wider selection of fresh fruit salad would be very welcome. The red berries were still frozen but the cooked breakfast was nice, plus a good choice of teas and coffee. Fabulous views over Chesil Beach from the restaurant, but the view from our room was compromised by the double glazing having condensation between the panes of glass (plus a net curtain for privacy). I would stay here again purely for the view and convenience of being where we needed to be (on Portland)"

Cozy Cove Chapel

10/10 Excellent

"Lovely converted chapel excellent location close to bus stop and sailing centre. Great for a family there is even a football table. Very clean and with everything you would need."

Beautiful, family friendly Cottage with sea views of Chesil Beach

8/10 Good

"Charming stone cottage, lots of character. Space was tight but we knew that ahead of time although we could’ve had a few more surfaces available to put a mug down or more easily access opening a window in a bedroom rather than bypass an objet d’art, but it was fun.Kitchen well equipped. I’ll be back!"

Newly Renovated Fisherman’s Cottage with Large Courtyard • Near Chesil Beach

10/10 Excellent

"Lovely cottage. Small but so cleverly designed and furnished it never felt cramped. All rooms a pleasure to be in, as was the garden / patio. Very clean and tidy. Convenient setting. Small supermarket nearby, and good walks. .Bottle of wine was a lovely gesture. And as for the goodies in the Ironman pack….well….that was amazing, thoughtful, and insightful. Wonderful stay. Thank you."

One bed apartment next to Chesil Beach Dorset

10/10 Excellent

"Great hospitality all round excellent stay thanks"

Dolphin Cottage, Chesil Beach

10/10 Excellent

"We loved this property. It is just 2 minutes from the beach and the excellent Cove House Inn. The property is unusually well equipped and very comfortable. There's plenty to do in the near surroundings and our teenage granddaughters loved our time here.However it was very hot while we were here and fans in the bedrooms would have been useful - but those are the only items we felt we missed.Thank you for a lovely holiday"

Bright & beautiful 4 bedroom house with sea views

10/10 Excellent

"Great place, clean, clear instructions/directions! No complaints."

Other attractions near Weymouth and Portland National Sailing Academy

A boat on a pebbled beach with a calm sea and a distant lighthouse.

Portland Beach

6.0/10 (1 review)

Why not spend a lazy afternoon at Portland Beach during your trip to Portland? While you're here, you can savor the top-notch restaurants.

See properties

A coastal town with a sandy beach, a blue sea, and a dense cluster of colorful houses.

Chesil Beach

9.2/10 (522 reviews)

If a restful vacation is part of your travel plans, Chesil Beach might be the perfect place to seek out during your trip to Weymouth. Stroll along the area's waterfront, or simply savor its charming coffeehouses.

See properties

Portland Harbour

9.0/10 (10 reviews)

Explore the waterfront in Portland with a trip to Portland Harbour. Stroll along the area's waterfront, or simply savor its lively bars.

See properties

Portland Castle

8.4/10 (7 reviews)

Portland Castle is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Wander the area's beautiful beaches or simply enjoy one of its lively bars.

See properties

Osprey Leisure Centre

Enjoy an outing to Osprey Leisure Centre during your stay in Portland. While you're here, you can savor the top-notch restaurants.

See properties

Royal Manor Theatre

10.0/10 (1 review)

You can make plans for a show at Royal Manor Theatre during your trip to Portland. Wander the beautiful beaches and seaside in the area.

See properties

Chesil Beach Visitors Centre

9.0/10 (2 reviews)

Chesil Beach Visitors Centre is just one of the places to see in Weymouth, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in the area.

See properties

The Olympic Rings Stone Sculpture

7.4/10 (6 reviews)

You can find out about the history of Portland with a visit to The Olympic Rings Stone Sculpture. While you're here, you can savor the top-notch restaurants.

See properties

Frequently asked questions

What's the area like around Weymouth and Portland National Sailing Academy?

Weymouth and Portland National Sailing Academy is located in a welcoming area of Portland known for its beautiful beaches and bar scene. If you're looking for a convenient place to stay, check out the 87 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay near Weymouth and Portland National Sailing Academy?

The Aqua is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. It's located just a short 0.5 mi (0.7 km) from Weymouth and Portland National Sailing Academy. Other good choices within 5 miles include Heights Hotel and Fairhaven Hotel.

How many hotels will I find close to Weymouth and Portland National Sailing Academy?

Expedia has 87 hotels and other accommodations within a mile from Weymouth and Portland National Sailing Academy.

If I need to cancel the hotel reservation for my stay near Weymouth and Portland National Sailing Academy, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to view the best options available near Weymouth and Portland National Sailing Academy.

Where can I learn more about changing or cancelling my trip in the area near Weymouth and Portland National Sailing Academy?

For more information about updating your stay near Weymouth and Portland National Sailing Academy or cancelling it, go to https://www.expedia.com/service/.

What can I see and do near Weymouth and Portland National Sailing Academy?

Nothe Fort, Portland Bill Lighthouse, and Portland Castle are landmarks that you won't want to miss. You can enjoy live performances at Weymouth Pavilion and Royal Manor Theatre. Spend some time wandering around Lodmoor Country Park, Tout Quarry Sculpture Park, and Broadcroft Quarry Nature Reserve.

Find hotels near Weymouth and Portland National Sailing Academy, Portland from ￥10,655

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Weymouth and Portland National Sailing Academy hotels

1. Heights Hotel

2. Home Waters

3. Jurassic Coast House

4. Groves House

5. Home From Home

6. Sea Gem

7. Lily's Pad

8. Fairways

9. Pebbles Reach

10. Manhattan Beach

11. The Old Portland Courthouse

12. The Shambles

13. The View

14. Castle Cove View

15. The View

16. Kiama

17. Beach View Guesthouse

18. Aaran Guesthouse

19. Driftwood B&B

20. Ashmira Guest House

Top Weymouth and Portland National Sailing Academy Hotel Reviews

Fairhaven Hotel

Heights Hotel

Cozy Cove Chapel

Beautiful, family friendly Cottage with sea views of Chesil Beach

Newly Renovated Fisherman’s Cottage with Large Courtyard • Near Chesil Beach

One bed apartment next to Chesil Beach Dorset

Dolphin Cottage, Chesil Beach

Bright & beautiful 4 bedroom house with sea views

Other attractions near Weymouth and Portland National Sailing Academy

Portland Beach

Chesil Beach

Portland Harbour

Portland Castle

Osprey Leisure Centre

Royal Manor Theatre

Chesil Beach Visitors Centre

The Olympic Rings Stone Sculpture

Frequently asked questions