Chester Vacation Packages

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Your Chester Vacation

Take the hassle out of travel planning with a Chester vacation package. A great neighborhood to base yourself in this captivating city is Garden Lots, which is good for watersports and much more. A trip to Chester is a superb opportunity to sightsee. Be sure to visit well-known attractions like Oak Island, Tancook Island and Chester Golf Club. Stop dreaming and start traveling. Browse the wide range of options on Expedia today and finally put your Chester vacation plans into action!

Top Chester 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. 9 - Aug. 12
Roundtrip flight included
Hamilton (YHM) to Halifax (YHZ)
8.2/10 Very Good! (3,546 reviews)
There has to be a better system for the parking. There wasn’t staff around to validate our parking tickets. We were there for 2 days and left the hotel by car 3 times. The parking cost more than my plane ticket. Everything else was ok

Reviewed on May 15, 2024

Prince George Hotel

Prince George Hotel

4 out of 5
Downtown Halifax
Save 100% on your flight
per person
Jul. 20 - Jul. 27
Roundtrip flight included
Hamilton (YHM) to Halifax (YHZ)
9.2/10 Wonderful! (1,343 reviews)
So far, everybody has been super pleasant. The room is clean and centrally located.

Reviewed on May 13, 2024

The Barrington Hotel

The Barrington Hotel

3.5 out of 5
Downtown Halifax
per person
Jul. 20 - Jul. 27
Roundtrip flight included
Hamilton (YHM) to Halifax (YHZ)
8/10 Very Good! (3,007 reviews)
This hotel is comfortable and good value in downtown Halifax. However, the hotel is showing wear. Bedside clock didn’t work. Only two towels provided.

Reviewed on May 14, 2024

The Lord Nelson Hotel & Suites

The Lord Nelson Hotel & Suites

4.5 out of 5
Downtown Halifax
per person
Aug. 9 - Aug. 12
Roundtrip flight included
Hamilton (YHM) to Halifax (YHZ)
9/10 Wonderful! (1,000 reviews)
Our stay was nice, although the room was incredibly tiny and we had no bath towels in our room.

Reviewed on May 8, 2024

The Sutton Place Hotel Halifax

The Sutton Place Hotel Halifax

5 out of 5
Downtown Halifax
per person
Jul. 8 - Jul. 11
Roundtrip flight included
Hamilton (YHM) to Halifax (YHZ)
9.6/10 Exceptional! (1,301 reviews)
Had yet again another wonderful stay

Reviewed on May 14, 2024

Chester Hotel Deals

Best Western Plus Bridgewater Hotel & Convention Centre
Best Western Plus Bridgewater Hotel & Convention Centre
3.5 out of 5
527 Highway 10 Exit 12, Cookville, NS
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from May 24 to May 25
CA $167
CA $192 total
includes taxes & fees
May 24 - May 25
9.2/10 Wonderful! (738 reviews)
"Under construction, so breakfast was lacking."

Reviewed on May 9, 2024

Best Western Plus Bridgewater Hotel & Convention Centre
Smugglers Cove Inn
Smugglers Cove Inn
4 out of 5
139 Montague Street, Lunenburg, NS
The price is CA $188 per night from May 16 to May 17
CA $188
CA $216 total
includes taxes & fees
May 16 - May 17
8.8/10 Excellent! (486 reviews)
Very well situated.
"Very well positioned for the waterfront and restaurants. Kind and helpful management and staff."

Reviewed on May 1, 2024

Smugglers Cove Inn
Days Inn & Conference Center by Wyndham Bridgewater
Days Inn & Conference Center by Wyndham Bridgewater
2.5 out of 5
50 North Street, Hwy 103 and North Street, Bridgewater, NS
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from May 17 to May 18
CA $150
CA $173 total
includes taxes & fees
May 17 - May 18
7.2/10 Good! (965 reviews)
"Excellent customer service that staffs are trying to help in anyways possible. Room is clean the first day, the following days they would made the beds and new towels but with same bed sheets and no floor sweep. Facility is a bit aged specially washroom ventilation but otherwise it is a pleasant ..."

Reviewed on May 13, 2024

Days Inn & Conference Center by Wyndham Bridgewater
See all 265 properties in Chester
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.

Explore other types of vacation packages

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All Inclusive Vacations

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Frequently asked questions

How much does a Chester vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Chester from just CA $727. And the more you bundle, the more money you save. Your dream vacation has never been more affordable.
How do I get a cheap travel package to Chester?
Creating your own Chester vacation package with Expedia is such a simple way to save. We have more than 550 air carriers and 1,000,000 hotels globally. With such a fantastic range to choose from, you’ll have no difficulty putting together your ideal vacation.
Where should I stay in Chester?
A vacation in Chester isn’t complete without seeing Chester Golf Club, Tancook Island and Graves Island Provincial Park. Spend your evenings near these tourist attractions and make sightseeing simple.
What are the top hotels in Chester?
When it comes to welcoming places to stay in Chester, you can’t go past Family Cottage In The Village Of Chester Ns. Have a look at our deals and score a bargain.
How far in advance should I book my Chester vacation?
While prices do change, we generally advise booking your seats as early as possible. Many international fares are available on Expedia up to 12 months in advance. If you’re booking late, you might still get lucky. Low prices to Chester sometimes emerge only weeks before departure.
What does an Expedia Chester travel package include?
Packages include hotels, flights and rental cars, but you can mix and match them to create your dream Chester getaway. You can also add on fun things like activities and experiences once you’ve made your booking. You’re in charge! When you combine your bookings with Expedia, you’ll score discounts you won’t find elsewhere.
What should I know before booking a Chester travel package?
When you book your hotels, flights and car rentals together, you’ll be rewarded with awesome discounts. Whether you’re organizing an island getaway in a villa or want to stay in a cozy apartment in the city, Expedia can make it happen for less.
Can I choose my airline with a Chester Expedia vacation package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines worldwide. Our vacation packages give you the freedom to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Chester vacation package?
Whether it’s your hotel, flight or rental car, you can cancel or amend it. Locked in your Chester vacation package in the last 24 hours? You may be able to make changes for free. For older bookings, you may incur a fee from your airline, hotel or car rental company. For more details, look up our Customer Service Portal. We’ll help you each step of the way.

Discover the most popular places to visit in Chester

Image for Chester Golf Club

Chester Golf Club

4/5(12 reviews)

Enjoy a round of golf in Chester at Chester Golf Club. Stroll along this family-friendly area's waterfront, or simply enjoy its seafood restaurants.

Chester Golf Club
Image for Tancook Island

Tancook Island

Find out about the history of Chester with a stop at Tancook Island. While in this family-friendly area, you can savor the top-notch restaurants.

Tancook Island
Image for Chester Playhouse

Chester Playhouse

4.5/5(6 reviews)

You can enjoy a show at Chester Playhouse during your trip to Chester. Stroll along this family-friendly area's waterfront, or simply enjoy its seafood restaurants.

Chester Playhouse

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.