Default HTG hotel image

Find hotels in Chester Islands from CA $128

  • 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
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Filter by

Star rating

Guest rating

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 hotel with a large outdoor patio area, multiple balconies, and a well-lit entrance.
An aerial view of a marina with boats docked, surrounded by greenery and a large building.
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

Oak Island Resort & Conference Centre
Western Shore
Canada
Angela
CA $153
CA $175 total
includes taxes & fees
Nov 8 - Nov 9
Oak Island Resort & Conference Centre
A waterfront property with a dock, boats, and a building with a balcony overlooking the water.
A cozy indoor seating area with wooden tables and chairs, large windows overlooking a snowy outdoor scene, and potted plants adding greenery.
A marina with boats docked, a lighthouse, and outdoor seating with umbrellas.
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.

2. The Tuna Blue Inn and Restaurant

The Tuna Blue Inn and Restaurant
Hubbards
Canada
Blake
CA $199
CA $234 total
includes taxes & fees
Oct 16 - Oct 17
The Tuna Blue Inn and Restaurant
A hallway with a white door leading to a room with a view.
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.
A hotel room with two beds, a large window, and artwork on the walls.

3. The Homeport Motel

The Homeport Motel
Lunenburg
Canada
Julie
CA $131
CA $149 total
includes taxes & fees
Nov 1 - Nov 2
The Homeport Motel
A deck with a glass table and two chairs overlooking a rocky shoreline and calm sea.
A motel with a row of rooms, a parking area, and a garden with various flowers.
A compact kitchenette with a microwave and refrigerator, a coffee maker, and a small shelf with various containers.
A red building with a parking area and a view of the ocean at sunset.

4. Clifty Cove Motel

Clifty Cove Motel
Indian Harbour
United States
Michael Eugene
CA $188
CA $221 total
includes taxes & fees
Oct 16 - Oct 17
Clifty Cove Motel
A pathway leading to a house surrounded by lush greenery and a well-maintained garden.
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.
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.

5. Miller House By the Bay

Miller House By the Bay
mahone bay
Canada
Barbara
CA $170
CA $194 total
includes taxes & fees
Oct 19 - Oct 20
Miller House By the Bay
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.

6. Atlantic View Motel and Cottages

Atlantic View Motel and Cottages
Lunenburg
Canada
Charles
CA $189
CA $221 total
includes taxes & fees
Oct 16 - Oct 17
Atlantic View Motel and Cottages
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 bedroom with a large bed, a dresser, a television, and a lamp. There are two windows with curtains and a ceiling light.

7. Fairmont House Bed & Breakfast

Fairmont House Bed & Breakfast
Mahone Bay
Canada
Marci
CA $200
CA $228 total
includes taxes & fees
Oct 21 - Oct 22
Fairmont House Bed & Breakfast
A waterfront restaurant with outdoor seating and a gift shop.
A parking lot with cars and a dock with boats.
An outdoor seating area with green umbrellas labeled "Moosehead Lager," overlooking a body of water with boats and a red building in the background.
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.

8. The Dockside Inn & Restaurant

The Dockside Inn & Restaurant
Lunenburg Waterfront
Canada
RICHARD
CA $150
CA $171 total
includes taxes & fees
Nov 1 - Nov 2
The Dockside Inn & Restaurant
A deck with a fire pit, outdoor seating, and a view of the ocean at sunset.
A small house by the water with a grassy area in front and a dock.
A living room with a wooden wall, a flat-screen TV, a fireplace, and a grey armchair.
A deck with two blue Adirondack chairs facing a body of water, with a view of a dock and trees in the distance.

9. Lighthouse Lane Cottages

Lighthouse Lane Cottages
Indian Harbour
Canada
Lois
CA $184
CA $216 total
includes taxes & fees
Oct 20 - Oct 21
Lighthouse Lane Cottages
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 hotel room with a bed, a marble-topped table, a chair, a large abstract painting, and a window with a view of trees and a building.
A coastal view with a road curving along the shoreline, surrounded by dense forest and a calm sea.

10. Surfside Inn

Surfside Inn
Queensland
United States
Karen
CA $209
CA $246 total
includes taxes & fees
Oct 16 - Oct 17
Surfside Inn
A two-story house with a covered porch, a front yard with a lawn, and a driveway.
A bedroom with a bed, a nightstand, a dresser, and a window with a view.
A sign for a bed and breakfast named 'Rose & Thistle' with a white fence and potted plants.
A living room with a floral sofa, a wooden coffee table, a patterned armchair, and a view through a glass door.

11. Rose & Thistle Bed & Breakfast

Rose & Thistle Bed & Breakfast
Lunenburg
Canada
Phillip Danny
CA $136
CA $182 total
includes taxes & fees
Nov 2 - Nov 3
Rose & Thistle Bed & Breakfast
Exterior
Hiking
Reception
Garden

12. Magnolia Inn

Magnolia Inn
Mahone Bay
United States
stephen
CA $213
CA $243 total
includes taxes & fees
Oct 25 - Oct 26
Magnolia Inn
A table with two wine glasses and a vase of flowers by a window overlooking a harbor.
A covered outdoor seating area with tables and chairs, overlooking a harbor with boats and flags.
A harbor with boats and colorful buildings.
A yellow and purple house with hanging flower baskets and potted plants on the porch.

13. Rum Runner Inn

Rum Runner Inn
Lunenburg Waterfront
United States
Kathleen
CA $197
CA $225 total
includes taxes & fees
Nov 1 - Nov 2
Rum Runner Inn
A hotel room with two beds, a desk with a chair, a television, a coffee maker, and artwork on the walls.
A breakfast buffet setup with various food items and beverages, a coffee machine, and a water dispenser.
A covered outdoor seating area with a metal roof, wooden benches, and orange traffic cones.
A brick building with a covered parking area and a small garden.

14. Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater
Bridgewater
Canada
Aravindth
CA $137
CA $165 total
includes taxes & fees
Nov 1 - Nov 2
Travelodge by Wyndham Bridgewater
An indoor swimming pool with a blue slide, lounge chairs, and a red umbrella.
A modern bathroom with a large bathtub, a wooden vanity, and a bedside table with a lamp.
A hotel room with a sofa, a small table, a TV, a microwave, and a bathroom visible through an open door.
A spacious lobby with a reception desk, seating area, and a fireplace.

15. Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre
Cookville
United States
richard
CA $166
CA $190 total
includes taxes & fees
Nov 9 - Nov 10
Best Western Plus Bridgewater Hotel & Convention Centre
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 building with a sign reading "SALT SHAKER DELI" and a hanging flower basket.

16. Salt Shaker Deli & Inn

Salt Shaker Deli & Inn
Lunenburg Waterfront
Canada
Michelle
CA $209
CA $238 total
includes taxes & fees
Oct 25 - Oct 26
Salt Shaker Deli & Inn
A compact living room with a sofa, a coffee table, a flat-screen TV, and a bed in the adjacent room.
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.
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

Days Inn & Conference Center by Wyndham Bridgewater
Bridgewater
Canada
Jeremy
CA $137
CA $161 total
includes taxes & fees
Nov 15 - Nov 16
Days Inn & Conference Center by Wyndham Bridgewater
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 wooden deck leading to a small cabin with a dark door, surrounded by trees.
A compact kitchen with white cabinetry, a built-in oven, and a window overlooking a wooden deck.
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.

18. Black Forest Cabins

Black Forest Cabins
Mahone Bay
Canada
Julie
CA $324
CA $404 total
includes taxes & fees
Oct 17 - Oct 18
Black Forest Cabins
A restaurant with multiple tables and booths, large windows, and a tiled floor.
A bar area with wooden bar stools, a counter with a menu, and a television displaying a sports game.
A living room with dark sofas, a glass coffee table, a fireplace, and a staircase leading to a balcony.
A parking area with two cars parked in front of a building with multiple windows and a garage.

19. Bridgewater Hotel

Bridgewater Hotel
Bridgewater
Canada
Sandra
CA $109
CA $128 total
includes taxes & fees
Nov 1 - Nov 2
Bridgewater Hotel
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 Victorian-style building with a prominent tower, large windows, and a balcony.
A room with striped wallpaper, a bench, a desk, and a staircase.

20. Bluenose Lodge

Bluenose Lodge
Lunenburg
United States
John
CA $358
CA $408 total
includes taxes & fees
Oct 26 - Oct 27
Bluenose Lodge
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Top Chester Islands Hotel Reviews

The Homeport Motel

The Homeport Motel

8/10 Good
"We stayed 2 nights here and it is very convenient to visit lunenberg. There's a Tim and grocery store right across the street. Room is spacious and clean with comfortable bedding. We enjoyed the stay and will recommend!"
MEI 2-night trip
Posted 7 hours ago
The Homeport Motel
Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre

10/10 Excellent
"Room was clean staff was nice, food from restaurant was good. All around good bang for your buck."
Michele 2-night trip
Posted 12 hours ago
Best Western Plus Bridgewater Hotel & Convention Centre
Clifty Cove Motel

Clifty Cove Motel

10/10 Excellent
"Better than expected. Beautiful view"
Laura 1-night trip
Posted 13 hours ago
Clifty Cove Motel
Atlantic View Motel and Cottages

Atlantic View Motel and Cottages

8/10 Good
"A very clean, and welcoming motel. We would have preferred a separate cabin to a linked cottage, but otherwise, a very good experience."
Charles 1-night trip
Posted 1 day ago
Atlantic View Motel and Cottages
Rum Runner Inn

Rum Runner Inn

10/10 Excellent
"Beautiful view of the harbour, and EVERYTHING you need in the room, including space heater and air conditioning. Beautiful east coast charm feel. Wed do it again in a heartbeat!"
John 1-night trip
Posted 1 day ago
Rum Runner Inn
Bridgewater Hotel

Bridgewater Hotel

10/10 Excellent
"Excellent staff"
Sandra 1-night trip
Posted 2 days ago
Bridgewater Hotel
Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

10/10 Excellent
"Very clean and helpful staff I had a wonderful stay the aminties was above par. Will be looking forward to my next visit."
Earl 1-night trip
Posted 2 days ago
Oak Island Resort & Conference Centre
Surfside Inn

Surfside Inn

8/10 Good
"Nice little motel right on the water clean and very comfortable. The only downside was that we had a power outage during the night and were unable to get breakfast or coffee in the morning. we would stay again."
Kathleen 1-night trip
Posted 2 days ago
Surfside Inn
The Dockside Inn & Restaurant

The Dockside Inn & Restaurant

10/10 Excellent
"The owners, very helpful and accommodating. Room was very large, clean and well equipped."
Verna 1-night trip
Posted 3 days ago
The Dockside Inn & Restaurant

More cheap stays in Chester Islands

Bridgewater Hotel

Bridgewater Hotel

35 High St. Bridgewater NS
CA $109
CA $128 total
Nov 1 - Nov 2
includes taxes & fees
6/10 (546 reviews)
Bridgewater Hotel
The Homeport Motel

The Homeport Motel

167 Victoria Road Lunenburg NS
CA $131
CA $149 total
Nov 1 - Nov 2
includes taxes & fees
9.2/10 Wonderful! (821 reviews)
The Homeport Motel
Days Inn & Conference Center by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater

50 North Street Bridgewater NS
CA $137
CA $161 total
Nov 15 - Nov 16
includes taxes & fees
Days Inn & Conference Center by Wyndham Bridgewater
Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

49 North St Bridgewater NS
CA $137
CA $165 total
Nov 1 - Nov 2
includes taxes & fees
Travelodge by Wyndham Bridgewater
Clifty Cove Motel

Clifty Cove Motel

8444 Peggy's Cove Road Indian Harbour NS
CA $188
CA $221 total
Oct 16 - Oct 17
includes taxes & fees
9.2/10 Wonderful! (673 reviews)
Clifty Cove Motel
The Tuna Blue Inn and Restaurant

The Tuna Blue Inn and Restaurant

167 Shore Club Rd Hubbards NS
CA $199
CA $234 total
Oct 16 - Oct 17
includes taxes & fees
9.4/10 Exceptional! (137 reviews)
The Tuna Blue Inn and Restaurant

Frequently asked questions

Where is the best place to stay in Chester Islands?
Located 20.1 mi (32.4 km) from the heart of Chester Islands, Bridgewater Hotel is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Travelodge by Wyndham Bridgewater and Atlantic View Motel and Cottages. See all available top hotels, or vacation rentals in Chester Islands.
What are some of the best vacation home rentals in Chester Islands?
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort: Visitors like this Chester Islands vacation home rental. It is located by the ocean and has a balcony, a garden, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. See all 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 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 arrival date. If you have a reservation that's non-refundable, it might still be possible 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 traveling to Chester Islands are sure to enjoy the sights to see and things to do. There are 376 hotels and other accommodations in the surrounding area. Find out more about Chester Islands.
What are the top places to visit in Chester Islands?
Places to visit in the wider area include Chester Golf Club, Chester Art Center, and Chester Playhouse. You'll also find Oak Island and Bayswater Beach Provincial Park in the area. Check out what more 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 temp of 62°F, while the coldest months are February and January with an average of 31°F. Average annual precipitation for Chester Islands is 63 inches.