Find & Book the Best Hotels in Chester for 2026

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Top cities in Chester

East Chester

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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

Angela

￥20,635 total

includes taxes & fees

Nov 8 - Nov 9

A bedroom with a four-poster bed, a television, and a view of the outdoors.

2. Oceanfront Luxury Magical Views Sunset and Sunrise

Western Shore

Cynthia K G.

￥39,882 total

includes taxes & fees

Nov 24 - Nov 25

A wooden deck with a hot tub surrounded by trees.

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

Windsor Road

Sandra

￥29,716 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Hubbards

Chamok

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

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

Windsor Road

Mike H.

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

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

Hubbards

Kelly B.

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

7. Ocean front cottage in the heart of Hubbards.

Hubbards

charlie m.

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

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

Chester Basin

Suzanne

￥25,105 total

includes taxes & fees

Nov 8 - Nov 9

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

9. TheLowerDeck Oceanfront escape! Paddle Bds,Kayaking

East Chester

SANDRA

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

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

Hubbards

Kerry L.

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.

11. Stunning villa at the beautiful Oak Island Resort

Western Shore

Margaret

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

12. Spyglass Seasted | Stunning Ocean Views & Coastal Comfort

Chester Basin

Carsten K.

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

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

Chester Basin

Kim F.

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

Hubbards

Anne M.

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

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

Chester Basin

Marissa H.

￥25,105 total

includes taxes & fees

Nov 16 - Nov 17

A bedroom with a desk, computer, and a view of the sea.

16. Amazing ocean view/ private road/close to bayswater beach.

Hubbards

Tracy M.

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

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

Chester

Lester

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

18. Cozy Oceanfront Escape with Hot Tub

Chester

Jessica W.

A cabin with a large glass door, surrounded by a stone wall and a patio area with outdoor seating.

19. Peaceful 2-Bedroom Coastal Cottage with Hot Tub

Chester

Kirsten

The living room is a spacious place, suitable for your small family gathering

20. New Country Stay Ross

New Ross

John L.

View all properties

Top Chester Hotel Reviews

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

Rose & Thistle Bed & Breakfast

Lunenburg

10/10 Excellent

Yaitza

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

Miller House By the Bay

mahone bay

10/10 Excellent

Joan

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

Fairmont House Bed & Breakfast

Mahone Bay

10/10 Excellent

Earl

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.

Black Forest Cabins

Mahone Bay

10/10 Excellent

Janet

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

The Homeport Motel

Lunenburg

10/10 Excellent

Best place we have stayed at on this trip. The gentleman at the desk was friendly and very helpful. Our room was just remodeled. Bathroom was very roomy, new big tile shower with water that is hot not lukewarm. Comfortable beds with big fluffy pillows and big fluffy towels. It even had real coffee cups and wine glasses plus plates and bowls. Nicer than some of the name brand chains we have stayed at. I would definitely recommend. The gentleman at the desk told us where to go for dinner and the...

Jennifer

The August House

Windsor

10/10 Excellent

Wally

Oak Island Resort & Conference Centre

Western Shore

10/10 Excellent

Jackie

The Stella Rose B&B

Wolfville

10/10 Excellent

David

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

Best Western Plus Bridgewater Hotel & Convention Centre

Cookville

10/10 Excellent

Wonderful, wonderful experience. The restaurant was fantastic, check in was a breeze, the room was clean and well taken care of. But, above all else, the staff at the check in counter were amazing. We had a one night reservation but got stuck in the huge and horrible July rain/thunder storm. Roads were closed down due to flooding and unsafe road conditions and the threat of a dam breaching. The wonderful young ladies took great care of us by extending our reservation by 2 more nights and even...

Laura