Search Chalets in Chester Islands from CA $99

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester Islands

A hotel with a large outdoor patio area, multiple balconies, and a well-lit entrance.

1. Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
3.5 star property
Western Shore
8.4 out of 10, Very good, (640 reviews)
"Great place"
Canada
Angela
The price is CA $150
CA $171 total
includes taxes & fees
Nov 16 - Nov 17
Oak Island Resort & Conference Centre
A two-story house with a gabled roof and a front porch.

2. Fairmont House Bed & Breakfast

Fairmont House Bed & Breakfast
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (335 reviews)
"Wonderful place to stay, great location, amazing breakfast, personable staff."
Canada
Marci
The price is CA $200
CA $228 total
includes taxes & fees
Nov 13 - Nov 14
Fairmont House Bed & Breakfast
A pathway leading to a house surrounded by lush greenery and a well-maintained garden.

3. Miller House By the Bay

Miller House By the Bay
2.0 star property
mahone bay
9.8 out of 10, Exceptional, (264 reviews)
"Great place to visit"
Canada
David
The price is CA $150
CA $171 total
includes taxes & fees
Nov 12 - Nov 13
Miller House By the Bay
A wooden deck with outdoor furniture, surrounded by dense forest.

4. Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre
3.5 star property
Cookville
9.2 out of 10, Wonderful, (1,004 reviews)
"Would stay again !"
Canada
Michelle
The price is CA $166
CA $190 total
includes taxes & fees
Dec 11 - Dec 12
Best Western Plus Bridgewater Hotel & Convention Centre
A residential area with a white house, a well-maintained garden with various plants and flowers, and a stone wall in the foreground.

5. The Homeport Motel

The Homeport Motel
2.0 star property
Lunenburg
9.2 out of 10, Wonderful, (863 reviews)
"It was a great stay"
Canada
Julie
The price is CA $118
CA $134 total
includes taxes & fees
Nov 27 - Nov 28
The Homeport Motel
A Days Inn building with a prominent sign, a covered entrance, and a brick facade.

6. Days Inn & Conference Center by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater
2.5 star property
Bridgewater
7.6 out of 10, Good, (1,004 reviews)
"Staff and continental breakfast were great."
Canada
Jeremy
The price is CA $123
CA $145 total
includes taxes & fees
Nov 17 - Nov 18
Days Inn & Conference Center by Wyndham Bridgewater
An outdoor seating area with red umbrellas and a hanging flower arrangement.

7. Salt Shaker Deli & Inn

Salt Shaker Deli & Inn
3.5 star property
Lunenburg Waterfront
8.8 out of 10, Excellent, (321 reviews)
"Nice place!"
Canada
Myles
The price is CA $225
CA $257 total
includes taxes & fees
Nov 12 - Nov 13
Salt Shaker Deli & Inn
A two-story house with a covered porch, a front yard with a lawn, and a driveway.

8. Rose & Thistle Bed & Breakfast

Rose & Thistle Bed & Breakfast
3.5 star property
Lunenburg
10.0 out of 10, Exceptional, (91 reviews)
"Lovely hosts, excellent breakfast and comfortable room."
Canada
Robyn
The price is CA $153
CA $205 total
includes taxes & fees
Dec 5 - Dec 6
Rose & Thistle Bed & Breakfast
A brick building with a covered parking area and a small garden.

9. Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater
2.0 star property
Bridgewater
8.0 out of 10, Very good, (1,000 reviews)
"Clean rooms friendly staff"
Canada
Wayne
The price is CA $131
CA $158 total
includes taxes & fees
Nov 16 - Nov 17
Travelodge by Wyndham Bridgewater
A waterfront restaurant with outdoor seating and a gift shop.

10. The Dockside Inn & Restaurant

The Dockside Inn & Restaurant
3.0 star property
Lunenburg Waterfront
9.0 out of 10, Wonderful, (645 reviews)
"Staff were great and friendly and we had a lovely view of the water."
Canada
Wendy
The price is CA $125
CA $143 total
includes taxes & fees
Nov 29 - Nov 30
The Dockside Inn & Restaurant
A deck with a fire pit, outdoor seating, and a view of the ocean at sunset.

11. Lighthouse Lane Cottages

Lighthouse Lane Cottages
2.5 star property
Indian Harbour
10.0 out of 10, Exceptional, (104 reviews)
"Beautiful view! We had a great stay."
Canada
Kiana
The price is CA $193
CA $226 total
includes taxes & fees
Nov 16 - Nov 17
Lighthouse Lane Cottages
A modern house with a large window and a covered porch with Adirondack chairs.

12. Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (89 reviews)
"It was a cute and cozy stay. We would stay here again."
Canada
Julie
The price is CA $224
CA $290 total
includes taxes & fees
Nov 15 - Nov 16
Black Forest Cabins
A covered outdoor seating area with tables and chairs, overlooking a harbor with boats and flags.

13. Rum Runner Inn

Rum Runner Inn
4.0 star property
Lunenburg Waterfront
9.0 out of 10, Wonderful, (1,001 reviews)
"Nice location, very comfortable bed."
United States
Kathleen
The price is CA $229
CA $261 total
includes taxes & fees
Nov 12 - Nov 13
Rum Runner Inn
A restaurant with multiple tables and booths, large windows, and a tiled floor.

14. Bridgewater Hotel

Bridgewater Hotel
2.5 star property
Bridgewater
6.0 out of 10, (561 reviews)
"Hotel needs"
Canada
Amanda
The price is CA $99
CA $116 total
includes taxes & fees
Nov 12 - Nov 13
Bridgewater Hotel
A Victorian-style building with a prominent tower, large windows, and a balcony.

15. Bluenose Lodge

Bluenose Lodge
2.5 star property
Lunenburg
9.0 out of 10, Wonderful, (17 reviews)
"The house is beautiful, good location a short walk to town and waterfront. Dining room was beautiful, sunny, comfortable with excellent breakfast provided"
United States
John
The price is CA $358
CA $408 total
includes taxes & fees
Nov 16 - Nov 17
Bluenose Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top reviews in Chester Islands

A pathway leading to a house surrounded by lush greenery and a well-maintained garden.
Miller House By the Bay

Miller House By the Bay

Miller House By the Bay
mahone bay

10/10 Excellent

Margaret is certainly in her element, she makes you feel welcomed from the moment you walk through the door. Her home and property is just amazing and bonus, what’s not to love about the very quaint Mahone Bay. I’m so looking forward to my next visit!!
Canada
Linda
Reviewed June 2, 2025
Miller House By the Bay