𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chester Islands (2026)

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Our top choices for Chester Islands hotels

A modern dining area with wooden tables and chairs, large windows offering a view of a lake and bridge, and unique spherical hanging lights.

An aerial view of a marina with boats docked, surrounded by greenery and a large building.

A pool area with chairs and a lifebuoy, large windows, and a view of the outdoors.

A lakeside view with several boats docked at a marina, surrounded by turquoise Adirondack chairs and a small fire pit.

1. Oak Island Resort & Conference Centre

Western Shore

Kim

S$240

includes taxes & fees

21 Sept - 22 Sept

A two-story house with a gabled roof and a front porch.

A dining room with a wooden table, chairs, a chandelier, and a window with floral curtains.

A living room with a floral sofa, a wooden cabinet, a television, and a patterned rug.

A spiral staircase with white railings and wooden handrails, leading to an upper floor.

2. Fairmont House Bed & Breakfast

Mahone Bay

Marci

S$209

includes taxes & fees

30 Sept - 1 Oct

A waterfront property with a dock, boats, and a building with a balcony overlooking the water.

A multi-story house with a blue exterior, located near a body of water, surrounded by a wooden fence, and featuring a stone wall and a grassy area with red foliage.

An interior view of a restaurant with a wooden floor, tables, chairs, and potted plants.

A marina with boats docked, a lighthouse, and outdoor seating with umbrellas.

3. The Tuna Blue Inn and Restaurant

Hubbards

Lisa

S$237

includes taxes & fees

3 Sept - 4 Sept

A deck with a glass table and two chairs overlooking a rocky shoreline and calm sea.

A bedroom with a large bed, a ceiling fan, a TV, and a view of the outdoors through a sliding door.

A red building with a parking area and a view of the ocean at sunset.

A motel with a row of rooms, a parking area, and a garden with various flowers.

4. Clifty Cove Motel

Indian Harbour

Pratik

S$215

includes taxes & fees

29 Sept - 30 Sept

A hallway with a white door leading to a room with a view.

A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table.

A residential area with a white house, a well-maintained garden with various plants and flowers, and a stone wall in the foreground.

A living room with hardwood flooring, a brown leather sofa, a wooden coffee table, a TV on a stand, and large windows with a view of trees.

5. The Homeport Motel

Lunenburg

Niels

S$185

includes taxes & fees

1 Oct - 2 Oct

A pathway leading to a house surrounded by lush greenery and a well-maintained garden.

A waterfront property with a row of colorful houses reflecting in the water, a gazebo, and a stone wall.

A cozy living room with a wooden ceiling, a large window with curtains, a black sofa, a yellow armchair, a wooden coffee table, and a bookshelf filled with books and decorative items.

A wooden staircase leading to a double door with a frosted glass window.

6. Miller House By the Bay

mahone bay

Larry

S$160

includes taxes & fees

15 Sept - 16 Sept

A deck with a table and chairs, a blue umbrella, and a railing overlooking a body of water and trees.

A two-story house with a balcony and a covered porch area.

A coastal view with a road curving along the shoreline, surrounded by dense forest and a calm sea.

A bathroom with a bathtub, a vanity, and a chandelier.

7. Surfside Inn

Queensland

Derek

S$245

includes taxes & fees

16 Sept - 17 Sept

A row of cabins with a wooden deck and a covered porch area.

A beach with a sandy shore and a forested island in the distance.

A room with a white desk, chair, and television. There is a door and a mirror on the wall.

A room with two leather armchairs, a small white table with a coffee maker, a lamp, and a bed.

8. Atlantic View Motel and Cottages

Lunenburg

Olivia

S$208

includes taxes & fees

1 Oct - 2 Oct

A bedroom with a wooden ceiling, a bed with white bedding, a nightstand, a dresser, a chair, a window with a view of trees, and a patterned rug.

A cozy room with a wooden floor, a woven pouf, a wooden chair with a blanket, a lamp, and a view of trees through a window.

A spacious dining area with a long wooden table and chairs, surrounded by large windows and wooden walls.

A compact kitchen with white cabinetry, a built-in oven, and a window overlooking a wooden deck.

9. Black Forest Cabins

Mahone Bay

Elizabeth

S$383

includes taxes & fees

21 Sept - 22 Sept

A table with two wine glasses and a vase of flowers by a window overlooking a harbor.

A yellow and purple house with hanging flower baskets and potted plants on the porch.

A balcony with a view of a beach, a pool, and a statue.

A covered outdoor seating area with tables and chairs, overlooking a harbor with boats and flags.

10. Rum Runner Inn

Lunenburg Waterfront

Melanie

S$312

includes taxes & fees

30 Sept - 1 Oct

A hotel room with two beds, a desk with a chair, a television, a coffee maker, and artwork on the walls.

A brick building with a covered parking area and a small garden.

A modern kitchen with a central island, recessed lighting, and a view to the outside.

A breakfast buffet setup with various food items and beverages, a coffee machine, and a water dispenser.

11. Travelodge by Wyndham Bridgewater

Bridgewater

Virginia

S$208

includes taxes & fees

30 Sept - 1 Oct

A deck with a fire pit, outdoor seating, and a view of the ocean at sunset.

A deck with two blue Adirondack chairs facing a body of water, with a view of a dock and trees in the distance.

A bedroom with a bed, a sofa, a TV mounted on the wall, and a chandelier.

A living room with a wooden wall, a flat-screen TV, a fireplace, and a grey armchair.

12. Lighthouse Lane Cottages

Indian Harbour

Aubrey Neil

S$286

includes taxes & fees

3 Sept - 4 Sept

A wooden door with a view of an outdoor deck and a chair.

A rustic cabin with a porch and a picnic table in a forest setting.

A rustic wooden room with a bed, a table, and chairs. There is a 'No Smoking' sign on the wall.

A wooden cabin interior with a dining area, a fan, and a door leading outside.

13. Oakhill Pines Campground

Oak Hill

David

S$123

includes taxes & fees

7 Sept - 8 Sept

A waterfront restaurant with outdoor seating and a gift shop.

A parking lot with cars and a dock with boats.

A living room with a large window overlooking a body of water, a flat-screen TV, a dark brown sofa, a patterned armchair, and a small coffee table.

A living room with a large window, wooden furniture, and a brick wall.

14. The Dockside Inn & Restaurant

Lunenburg Waterfront

Mary Ellen

S$281

includes taxes & fees

1 Oct - 2 Oct

15. Magnolia Inn

Mahone Bay

Jennifer

S$311

includes taxes & fees

28 Sept - 29 Sept

An indoor swimming pool with a blue slide, lounge chairs, and a red umbrella.

An outdoor patio area with tables and chairs, string lights, and wooden fences.

A spacious lobby with a reception desk, seating area, and a fireplace.

A hotel room with a sofa, a small table, a TV, a microwave, and a bathroom visible through an open door.

16. Best Western Plus Bridgewater Hotel & Convention Centre

Cookville

Matthew

S$257

includes taxes & fees

24 Sept - 25 Sept

An outdoor seating area with red umbrellas and a hanging flower arrangement.

A cozy living room with a grey sofa, a wooden staircase, a dining area with a white table and chairs, and a kitchen with white cabinets and a microwave.

A compact kitchen with white cabinets, a black countertop, and a built-in dishwasher. There are shelves above the sink holding various kitchen items, and a microwave on the countertop.

A building with a sign reading "SALT SHAKER DELI" and a hanging flower basket.

17. Salt Shaker Deli & Inn

Lunenburg Waterfront

Michelle

S$344

includes taxes & fees

30 Sept - 1 Oct

A compact living room with a sofa, a coffee table, a flat-screen TV, and a bed in the adjacent room.

A dining area with wooden chairs and tables, large paintings on the walls, and ceiling fans.

A reception desk with a sign reading "Days Inn" and a digital display.

A hotel room with a fireplace, a television, two armchairs, a sofa, a coffee table, and a framed picture on the wall.

18. Days Inn & Conference Center by Wyndham Bridgewater

Bridgewater

Sharon

S$209

includes taxes & fees

27 Sept - 28 Sept

A restaurant with multiple tables and booths, large windows, and a tiled floor.

A parking area with two cars parked in front of a building with multiple windows and a garage.

A staircase with a floral carpet, a potted plant, and a framed artwork on the wall.

A bar area with wooden bar stools, a counter with a menu, and a television displaying a sports game.

19. Bridgewater Hotel

Bridgewater

Sharon

S$139

includes taxes & fees

3 Sept - 4 Sept

A wooden pier with yellow Adirondack chairs and a sailboat docked.

A room with two blue armchairs, a chandelier, a table with a lamp, and a view through a large arched window.

A room with striped wallpaper, a bench, a desk, and a staircase.

A restaurant table set with white tablecloths, neatly arranged plates, glasses, and cutlery.

20. Bluenose Lodge

Lunenburg

Alison

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Top Chester Islands Hotel Reviews

Best Western Plus Bridgewater Hotel & Convention Centre

10/10 Excellent

"Nice stay, good breakfast and my daughter loved the pool the most. Ample parking space and nice room are always my priority. Appreciate the staff and their service as well."

Smugglers Cove Inn

8/10 Good

"Rooms could use an update, but we had a lovely stay. Excellent location on the main street, and very friendly staff."

Atlantic View Motel and Cottages

10/10 Excellent

"Beautiful stay"

Fairmont House Bed & Breakfast

10/10 Excellent

"Clean, comfortable room. Great breakfast specially the homemade blueberry jam."

The Tuna Blue Inn and Restaurant

10/10 Excellent

"It was a wonderful stay. The hosts were lovely and I loved sitting on the deck. I had dinner at the restaurant and it was delicious. Would totally stay here again."

Days Inn & Conference Center by Wyndham Bridgewater

10/10 Excellent

"Un Day's Inn exceptionnel, n'hésitez pas."

The Homeport Motel

10/10 Excellent

"Very clean room and grounds. Rooms look like they have been recently updated. Nice quiet location but only a few minute drive from the fun."

The Dockside Inn & Restaurant

8/10 Good

"We had a beautiful view of the harbour from our room. The room was spacious. The only downside was the bathroom amenities and parking. We were given one shampoo packet each, and parking is on the street. We were fortunate to find a close parking spot but were afraid to drive somewhere and lose our spot. There is parking at the harbour for $25 a day if there is room. We would go back for the view."

Surfside Inn

8/10 Good

"Nice clean room, very small and no microwave Bed comfortable! Bathroom lots of space and great water pressure"

More cheap stays in Chester Islands

Bridgewater Hotel

35 High St. Bridgewater NS

S$139

3 Sept - 4 Sept

includes taxes & fees

6/10 (491 reviews)

Miller House By the Bay

624 Main street mahone bay NS

S$160

15 Sept - 16 Sept

includes taxes & fees

The Homeport Motel

167 Victoria Road Lunenburg NS

S$185

1 Oct - 2 Oct

includes taxes & fees

9.2/10 Wonderful! (744 reviews)

Travelodge by Wyndham Bridgewater

49 North St Bridgewater NS

S$208

30 Sept - 1 Oct

includes taxes & fees

Days Inn & Conference Center by Wyndham Bridgewater

50 North Street Bridgewater NS

S$209

27 Sept - 28 Sept

includes taxes & fees

7.6/10 Good! (1,007 reviews)

Clifty Cove Motel

8444 Peggy's Cove Road Indian Harbour NS

S$215

29 Sept - 30 Sept

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Chester Islands?

Located 19.2 mi (30.8 km) from the heart of Chester Islands, Travelodge by Wyndham Bridgewater is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Bridgewater Hotel and Best Western Plus Bridgewater Hotel & Convention Centre. See all available top hotels, or vacation rentals in Chester Islands.

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

Yes! You'll find that most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester Islands.

What is staying in Chester Islands like?

Those travelling to Chester Islands will definitely enjoy the sights to see and things to do. There are 379 hotels and other accommodation options in the surrounding area. Find out more about Chester Islands.

What is there to see in Chester Islands?

Places to visit in the wider area include Chester Golf Club, Graves Island Provincial Park and Chester Playhouse. You'll also find Oak Island and Bayswater Beach Provincial Park in the area. Take a look at what more there is to see and do in Expedia's Chester Islands guide.

What's the seasonal weather like in Chester Islands?

The hottest months are usually August and July, with an average temperature of 17°C, while the coldest months are February and January, with an average of -1°C. Average annual precipitation for Chester Islands is 1605 mm.

Chester Islands Hotels from S$123

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chester Islands

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chester Islands hotels

1. Oak Island Resort & Conference Centre

2. Fairmont House Bed & Breakfast

3. The Tuna Blue Inn and Restaurant

4. Clifty Cove Motel

5. The Homeport Motel

6. Miller House By the Bay

7. Surfside Inn

8. Atlantic View Motel and Cottages

9. Black Forest Cabins

10. Rum Runner Inn

11. Travelodge by Wyndham Bridgewater

12. Lighthouse Lane Cottages

13. Oakhill Pines Campground

14. The Dockside Inn & Restaurant

15. Magnolia Inn

16. Best Western Plus Bridgewater Hotel & Convention Centre

17. Salt Shaker Deli & Inn

18. Days Inn & Conference Center by Wyndham Bridgewater

19. Bridgewater Hotel

20. Bluenose Lodge

Top Chester Islands Hotel Reviews

Best Western Plus Bridgewater Hotel & Convention Centre

Smugglers Cove Inn

Atlantic View Motel and Cottages

Fairmont House Bed & Breakfast

The Tuna Blue Inn and Restaurant

Days Inn & Conference Center by Wyndham Bridgewater

The Homeport Motel

The Dockside Inn & Restaurant

Surfside Inn

More cheap stays in Chester Islands

Bridgewater Hotel

Miller House By the Bay

The Homeport Motel

Travelodge by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater

Clifty Cove Motel

Frequently asked questions

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