Top Chester Hotels: 2026 Best Hotels in Chester

Top Cities in Chester

A large, two-story house with a steeply pitched roof and a chimney.

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Our top choices for Chester 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.

1. Oak Island Resort & Conference Centre

Western Shore

$152 nightly

Oct 11 - Oct 12

Total with taxes and fees

A view of a waterfront property with a dock and a small building.

2. Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

Western Shore

Kirby D.

$381 nightly

Sep 29 - Sep 30

Total with taxes and fees

A sunset view through a window with bare trees and a distant shoreline.

3. 4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

Hubbards

Joanne

$169 nightly

Oct 5 - Oct 6

Total with taxes and fees

A wooden deck with a hot tub surrounded by trees.

4. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Windsor Road

Carol

$162 nightly

Sep 30 - Oct 1

Total with taxes and fees

A small blue house surrounded by dense green foliage and trees.

5. Quiet, peaceful, private country home with a large yard

Windsor Road

Jeff S.

An outdoor dining area with a wooden table set for a meal, overlooking a body of water and a parked car.

6. Spyglass Seasted | Stunning Ocean Views & Coastal Comfort

Chester Basin

Carsten K.

A small cabin with a deck, a door, and a window.

7. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Chester Basin

Suzanne

$162 nightly

Sep 28 - Sep 29

Total with taxes and fees

A hotel with a large building and a smaller structure with a row of windows. There is a dock with boats and a body of water in front.

8. Stunning villa at the beautiful Oak Island Resort

Western Shore

Ian

A small white cabin with a porch, surrounded by a gravel path and large rocks.

9. Ocean front cottage in the heart of Hubbards.

Hubbards

Peggy

A forested area with a wooden deck overlooking a rocky stream.

10. Cozy cottage by the river perfect for nature lovers & pet friendly

Chester Basin

Elaine B.

A coastal view with a boat on the water, large rocks, and white columns.

11. Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

Hubbards

paul l.

A spacious living room with a large window overlooking the sea, a leather sofa, a coffee table, and two leather chairs.

12. Oceanfront Sanctuary | Private & Peaceful

Hubbards

A modern two-story house with a stone retaining wall and a parked car.

13. Brand-new Oceanfront cottage 8 overlooking Peggys Cove.

Hubbards

A lakeside view with docked boats, wooden docks, and outdoor seating.

14. TheLowerDeck Oceanfront escape! Paddle Bds,Kayaking

East Chester

Kyle

A wooden deck with lounge chairs and a table, overlooking a calm body of water with a distant island.

15. Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring

Chester

Lester

A small, two-story cabin with a deck, large windows, and a fireplace.

16. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Chester Basin

francesco c.

$162 nightly

Oct 8 - Oct 9

Total with taxes and fees

A modern building with a brick facade and large glass doors, overlooking a body of water.

17. Brand-new oceanfront cottages with unobstructed views of the Atlantic Ocean.

Hubbards

Anne M.

18. New Country Stay Ross

New Ross

John L.

A modern house with a large deck, a stone wall, and a forest backdrop.

19. Cozy Oceanfront Escape with Hot Tub

Chester

Jessica W.

A deck with outdoor furniture, a patterned rug, and a view of a house with a window.

20. Stillwood Grove - A cozy 2 bed house, Close to Sensea Spa and Coveside Stables

Chester

Nicole B.

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Top Chester Hotel Reviews

Days Inn & Conference Center by Wyndham Bridgewater

8/10 Good

"Exactly as expected. Pay attention to the breakfast times as they are different (a bit later) on the weekends. We were a few minutes late on Monday and we had to settle for a muffin and a banana."

Atlantic View Motel and Cottages

8/10 Good

"We were planning to stay for two days, but the bed was so hard. It was like sleeping on concrete since it was so busy in town. We had to go to a different town and look for a hotel with a better bed with the help of the local visitor information center we found a good place and thankfully the owners of the Atlantic view hotel gave us a refund for the second night. They didn’t have to, but they did and we appreciated that. the room itself is pleasant enough, but the chairs are hard. The little sofa is hard. Nothing was comfortable to sit on and it’s very outdated. I wouldn’t call it quaint. It’s just outdated. It’s in a pleasant very centrally, located part of town close to everything we need so anything was a very short drive. We did appreciate that. We drove in town of Hubbard’s, which was about a 30 minute drive for our second hotel so we couldn’t spend the night in the original town that we wanted to."

Coastal Inn Halifax

8/10 Good

"The property had easy to access to the major highways for site seeing. There was an indoor pool however the water was cold and there was no fitness area. There was a Hertz car rental setup in the front lobby. Breakfast had a very limited selection of food. Only bread and bagels to toast for hot food. Definitely a light breakfast. Plenty of parking with many restaurants in close driving range."

Comfort Inn

8/10 Good

"Positives: Good place to stay in Halifax. Hotel and room was clean and the staff was friendly and helpful. Hotel location is good and u are within 20 min downtown Halifax by car. Negatives: Major issue is the Breakfast room is way too small for the Hotel size… long waiting times during rush hours and no space to walk (Breakfast itself was ok)"

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Top Cities in Chester

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Our top choices for Chester hotels

1. Oak Island Resort & Conference Centre

2. Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

3. 4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

4. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

5. Quiet, peaceful, private country home with a large yard

6. Spyglass Seasted | Stunning Ocean Views & Coastal Comfort

7. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

8. Stunning villa at the beautiful Oak Island Resort

9. Ocean front cottage in the heart of Hubbards.

10. Cozy cottage by the river perfect for nature lovers & pet friendly

11. Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

12. Oceanfront Sanctuary | Private & Peaceful

13. Brand-new Oceanfront cottage 8 overlooking Peggys Cove.

14. TheLowerDeck Oceanfront escape! Paddle Bds,Kayaking

15. Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring

16. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

17. Brand-new oceanfront cottages with unobstructed views of the Atlantic Ocean.

18. New Country Stay Ross

19. Cozy Oceanfront Escape with Hot Tub

20. Stillwood Grove - A cozy 2 bed house, Close to Sensea Spa and Coveside Stables

Top Chester Hotel Reviews

Days Inn & Conference Center by Wyndham Bridgewater

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