Chester Islands Vacation Packages

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Your Chester Islands Vacation

Prepare to experience Chester Islands on your own terms with a custom Chester Islands vacation package! Discovering the charms of this interesting city is made simpler with a base in a neighborhood such as Garden Lots, which is great for watersports, among other things. Make your trip to Chester Islands even more fulfilling by going sightseeing. Oak Island, Tancook Island and Chester Golf Club are among the leading attractions worth exploring. Whatever your travel plans or budget, putting together the ultimate tailored Chester Islands vacation is a breeze with Expedia.

Top Chester Islands Vacation Deals

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

Hotel Halifax

3.5 out of 5
Downtown Halifax
per person
Aug. 13 - Aug. 19
found 17 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Halifax (YHZ)
8.2/10 Very Good! (3,862 reviews)
The staff was professional and provided a comfortable stay. The hotel and restaurant also had a pleasant ambiance.

Reviewed on Jun. 24, 2024

Lux Exec Home HFX Waterfront Pool Hot Tub

Lux Exec Home HFX Waterfront Pool Hot Tub

4.5 out of 5
Save 100% on your flight
per person
Jul. 29 - Aug. 1
found 14 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Halifax (YHZ)
10/10 Exceptional! (2 reviews)
The home was clean and well maintained. There are great views of the northwest arm and entrance to Halifax harbor from most of the rooms, including pool and hot tub. The interior decorating is cool including many wood features. Dan the property manager was responsive and provided good instructions on using the smart home features. We thoroughly enjoyed our first visit to Halifax and this property.

Reviewed on Aug. 8, 2023

Muir, Autograph Collection

Muir, Autograph Collection

5 out of 5
Downtown Halifax
Save 100% on your flight
per person
Aug. 13 - Aug. 19
found 17 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Halifax (YHZ)
10/10 Exceptional! (187 reviews)
Excellent modern new hotel right in the heart of the action in Halifax Harbour. Fantastic room with great views of the Harbour and great amenities. Would definitely stay here again.

Reviewed on Jun. 6, 2024

Chateau Bedford, Trademark Collection by Wyndham

Chateau Bedford, Trademark Collection by Wyndham

4 out of 5
Birch Cove
per person
Aug. 13 - Aug. 19
found 17 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Halifax (YHZ)
9/10 Wonderful! (1,637 reviews)
GREAT PLACE, GOOD BRKFAST

Reviewed on Jun. 23, 2024

Prince George Hotel

Prince George Hotel

4 out of 5
Downtown Halifax
per person
Aug. 13 - Aug. 19
found 17 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Halifax (YHZ)
9.2/10 Wonderful! (1,407 reviews)
We have stayed at the Prince George numerous times in the past and will certainly return. The hotel facility is in excellent condition and well maintained. What sets the Prince George apart for us is the level of service and friendliness of the staff. Located in the heart of downtown, there are many great dining options within a short walk however the hotel restaurant, GIO, is one of the best in town. Happy Hour on the terrace is not to be missed! The hotel is located in the middle of the entertainment district so there may be some street noise in the early hours. We usually request a room on the “Citadel” side which tends to be a bit quieter.

Reviewed on Jun. 24, 2024

Chester Islands Hotel Deals

Travelodge by Wyndham Bridgewater
Travelodge by Wyndham Bridgewater
2 out of 5
49 North St, Bridgewater, NS
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Jun. 26 to Jun. 27
CA $153
CA $176 total
includes taxes & fees
Jun 26 - Jun 27
8/10 Very Good! (480 reviews)
"The lady at the front desk was resourceful pleasant"

Reviewed on Jun. 22, 2024

Travelodge by Wyndham Bridgewater
The Dockside Inn & Restaurant
The Dockside Inn & Restaurant
3 out of 5
84 Montague Street, Lunenburg, NS
The price is CA $199 per night from Jun. 26 to Jun. 27
CA $199
CA $229 total
includes taxes & fees
Jun 26 - Jun 27
9/10 Wonderful! (374 reviews)
"Fabulous biew"

Reviewed on Jun. 18, 2024

The Dockside Inn & Restaurant
Smugglers Cove Inn
Smugglers Cove Inn
4 out of 5
139 Montague Street, Lunenburg, NS
The price is CA $229 per night from Jul. 8 to Jul. 9
CA $229
CA $264 total
includes taxes & fees
Jul 8 - Jul 9
8.8/10 Excellent! (502 reviews)
"Thank you for an excellent night sleep! The bed was very comfortable. The dark window coverings were perfect and allowed us to sleep in. We greatly appreciated you waiting for us to check in with our late arrival. Thank you!!"

Reviewed on Jun. 22, 2024

Smugglers Cove Inn
See all 295 properties in Chester Islands
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Chester Islands vacation package cost?
Maybe less than you might think — from just CA $1,097, as a matter of fact! By bundling flights, hotels and car rentals into your own custom-built vacation package, your trip to Chester Islands is only clicks away.
How do I get a cheap travel package to Chester Islands?
Book everything in one place with our Chester Islands vacation packages. We have incredible bargains on hotels, flights, tours and more that’ll keep your wallet happy and your adventurous spirit alive. And, with more than 550 partner airlines and 1,000,000 hotels around the globe to pick from, you’ll have the flexibility to mix and match.
Where should I stay in Chester Islands?
With interesting attractions like Chester Golf Club and Tancook Island in this neighborhood, see if you can find a hotel near them. Graves Island Provincial Park is another Chester Islands sight that draws the crowds.
How far in advance should I book my Chester Islands vacation?
The earlier you book, the better. Airlines usually advertise flights around a year in advance, and this is a fantastic opportunity to land some of the cheapest prices. Boss just told you to take some vacation time next month? That’s fine too — Expedia are never short of fantastic bargains to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Chester Islands travel package include?
With Expedia, you can choose any combination of hotels, flights and car rentals to create your perfect Chester Islands travel package. Once you’ve made your booking, you can add on all the fun stuff like day tours and activities. Don’t forget — the more you bundle, the more dollars you’ll save!
What should I know before booking a Chester Islands travel package?
You can look forward to saving with an Expedia travel package. Combine your flights, rental cars and hotels and be rewarded with fantastic discounts. Hotels aren’t your only choice, however. Book with us and take your pick of beachside condos, mountain cabins and even glamping tents!
Can I choose my airline with a Chester Islands Expedia vacation package?
You can, and with over 550 airlines to select from throughout the world, you’re not short on choice. Search the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Chester Islands vacation package?
Your situation can change in a flash, so yes, you can. You may be able to amend or cancel your Chester Islands vacation package for free within 24 hours of booking. For bookings older than that, you can still cancel and rebook, but your hotel, car rental company or airline may charge a fee. Want more information? Check out our Customer Service Portal. We’ll help make sure your trip goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.