𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chester Islands (2026)

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Go beyond your typical stay in Chester Islands

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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.

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

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

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

1. Oak Island Resort & Conference Centre

Western Shore

Angela

S$151

includes taxes & fees

5 Nov - 6 Nov

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.

A cozy indoor seating area with wooden tables and chairs, large windows overlooking a snowy outdoor scene, and potted plants adding greenery.

2. The Tuna Blue Inn and Restaurant

Hubbards

Blake

S$190

includes taxes & fees

26 Oct - 27 Oct

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

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

A dining room with a round table set for six, surrounded by six chairs. There is a chandelier above the table, and a large framed picture on the wall.

3. Miller House By the Bay

mahone bay

Barbara

S$158

includes taxes & fees

19 Oct - 20 Oct

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

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.

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

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

4. The Homeport Motel

Lunenburg

Julie

S$135

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

5. Clifty Cove Motel

Indian Harbour

Michael Eugene

S$200

includes taxes & fees

18 Oct - 19 Oct

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

A bedroom with a large bed, a dresser, a television, and a lamp. There are two windows with curtains and a ceiling light.

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

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

6. Fairmont House Bed & Breakfast

Mahone Bay

Marci

S$206

includes taxes & fees

21 Oct - 22 Oct

A waterfront restaurant with outdoor seating and a gift shop.

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.

A parking lot with cars and a dock with boats.

7. The Dockside Inn & Restaurant

Lunenburg Waterfront

RICHARD

S$154

includes taxes & fees

1 Nov - 2 Nov

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 small house by the water with a grassy area in front and a dock.

8. Lighthouse Lane Cottages

Indian Harbour

Kiana

S$180

includes taxes & fees

22 Oct - 23 Oct

9. Magnolia Inn

Mahone Bay

stephen

S$219

includes taxes & fees

25 Oct - 26 Oct

A two-story house with a covered porch, a front yard with a lawn, and a driveway.

A staircase with white balusters, a chandelier, a patterned rug, and a chair with striped upholstery.

A living room with a floral sofa, a wooden coffee table, a patterned armchair, and a view through a glass door.

A bedroom with a bed, a nightstand, a dresser, and a window with a view.

10. Rose & Thistle Bed & Breakfast

Lunenburg

Phillip Danny

S$165

includes taxes & fees

27 Oct - 28 Oct

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

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.

A two-story motel with a red roof, blue exterior, and multiple blue chairs and tables on the front lawn.

11. Atlantic View Motel and Cottages

Lunenburg

John

S$232

includes taxes & fees

18 Oct - 19 Oct

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

A harbor with boats and colorful buildings.

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

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

12. Rum Runner Inn

Lunenburg Waterfront

Kathleen

S$203

includes taxes & fees

1 Nov - 2 Nov

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

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 four-poster bed with a white bedspread, a bedside lamp, and a patterned rug.

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.

13. Salt Shaker Deli & Inn

Lunenburg Waterfront

Michelle

S$215

includes taxes & fees

26 Oct - 27 Oct

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

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.

A modern bathroom with a large bathtub, a wooden vanity, and a bedside table with a lamp.

14. Best Western Plus Bridgewater Hotel & Convention Centre

Cookville

richard

S$172

includes taxes & fees

8 Nov - 9 Nov

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

A covered outdoor seating area with a metal roof, wooden benches, and orange traffic cones.

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

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

15. Travelodge by Wyndham Bridgewater

Bridgewater

Wayne

S$149

includes taxes & fees

1 Nov - 2 Nov

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

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

A wooden deck leading to a small cabin with a dark door, surrounded by trees.

16. Black Forest Cabins

Mahone Bay

Julie

S$378

includes taxes & fees

18 Oct - 19 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 hotel room with a fireplace, a television, two armchairs, a sofa, a coffee table, and a framed picture on the wall.

A kitchen with dark wooden cabinets, a granite countertop, a white microwave, and two black bar stools.

17. Days Inn & Conference Center by Wyndham Bridgewater

Bridgewater

Jeremy

S$146

includes taxes & fees

15 Nov - 16 Nov

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

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

18. Bridgewater Hotel

Bridgewater

Sandra

S$116

includes taxes & fees

3 Nov - 4 Nov

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

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

A Victorian-style building with a prominent tower, large windows, and a balcony.

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

19. Bluenose Lodge

Lunenburg

John

S$368

includes taxes & fees

26 Oct - 27 Oct

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

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

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

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

20. Surfside Inn

Queensland

Robert B

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Top Chester Islands Hotel Reviews

Magnolia Inn

8/10 Good

"The staff are very friendly and helpful. The location is on a Main Street but after 6pm the town is very quiet. Being this is an older inn if you are a senior would recommend packing an overnight bag as you have to take the stairs to get to your room. There is free parking on site. Within walking distance to shops and restaurants"

The Homeport Motel

10/10 Excellent

"Nous avons décidé de prolonger notre séjours en renouvelant notre réservation!"

Oak Island Resort & Conference Centre

10/10 Excellent

"great place to stay"

Rum Runner Inn

10/10 Excellent

"Great! Balcony was lovely."

Miller House By the Bay

10/10 Excellent

"Margaret was wonderful. The room was excellent. Our stay was very comfortable and enjoyed the casual conversation during breakfast. We would highly recommend this B&B to anyone in the area!"

Travelodge by Wyndham Bridgewater

10/10 Excellent

"Clean rooms friendly staff"

Atlantic View Motel and Cottages

10/10 Excellent

"very nice clean place great view"

Clifty Cove Motel

10/10 Excellent

"Better than expected. Beautiful view"

Lighthouse Lane Cottages

10/10 Excellent

"Beautiful view! We had a great stay."

More cheap stays in Chester Islands