Name: Oak Island Resort & Conference Centre
Price range: CA $283
Rating: 8.2

Your Simms Settlement Vacation

When you choose a Simms Settlement vacation package, you can kick back and enjoy your escape to the fullest. Discover the best things about this fascinating city knowing that all the travel planning has been worked out in advance. If sightseeing is a must during your trip to Simms Settlement, make sure you stop by well-known attractions like Long Lake Nature Reserve and Blandford Nature Reserve. Whatever your travel plans or the size of your budget, organizing a tailored Simms Settlement vacation is a piece of cake with Expedia.

Top Simms Settlement Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Digby B&B

CA $601

per person

Aug 30 - Sep 3

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Halifax (YHZ)

9.8/10 Exceptional! (19 reviews)

Sid and Alex are excellent hosts. They were very welcoming, and put out a beautiful breakfast for me. Their home is lovely and I very much enjoyed my stay there.

Reviewed on May 23, 2026

Digby Sailboat Suites

CA $688

per person

Aug 30 - Sep 3

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Halifax (YHZ)

8.2/10 Very good! (75 reviews)

Loved the location. Check in was easy. The view was wonderful. Only complaint was there was no garbage can in the room.

Reviewed on Jun 28, 2026

Whispering Birch Bed and Breakfast

CA $704

per person

Aug 30 - Sep 3

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Halifax (YHZ)

9.8/10 Exceptional! (21 reviews)

Freshly renovated, kind family making sure everything was alright. The room was comfortable, hosts available and flexible. I was a bliss.

Reviewed on Jun 13, 2026

Seacliff- Luxury Halifax Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse

CA $3,520

per person

Aug 1 - Aug 4

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Halifax (YHZ)

10/10 Exceptional! (5 reviews)

Spacious very clean and all the amenitiies

Reviewed on Oct 12, 2025

The Sutton Place Hotel Halifax

Downtown Halifax

CA $943

per person

Sep 4 - Sep 6

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Halifax (YHZ)

9.6/10 Exceptional! (2,168 reviews)

Great stop ! Close to waterfront. Steps away from citadel.

Reviewed on Jun 26, 2026

Ready to book your vacation to Simms Settlement?

Choose your dates

Simms Settlement Hotel Deals

Take a break and unwind under the stars on Nova Scotia's beautiful south shore

Hubbards NS

Get rates

Oak Island Resort & Conference Centre

36 Treasure Drive Western Shore NS

CA $283

CA $323 total

Jul 28 - Jul 29

includes taxes & fees

8.2/10 Very good! (508 reviews)

"Staff could be a bit friendlier at check in especially for the price point, but definitely a nice little hotel, a little dated, but has charm"

Reviewed on Jun 24, 2026

The Homeport Motel

167 Victoria Road Lunenburg NS

CA $216

CA $247 total

Jul 23 - Jul 24

includes taxes & fees

9/10 Wonderful! (646 reviews)

"We arrived late. The instructions were to use a keypad. The only visible keypad was a lockbox which didn’t open with the code provided. I called the number, told staff about the lockbox, the guy said something about that I should’ve called earlier. Minutes later presumably the same guy shows up, ..."

Reviewed on Jun 27, 2026

See all 293 properties in Simms Settlement

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.