Chester Vacations 2025/2026 from CA $421

Chester flight + hotel packages

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

South West Mermaid Inn

CA $421

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Halifax (YHZ)

Book a stay at this golf hotel in Yarmouth. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Yarmouth Ferry Terminal and Firefighters' Museum are located nearby.

Lux Exec Home HFX Waterfront Pool Hot Tub

CA $1,821

per person

Nov 23 - Nov 28

found 14 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Halifax (YHZ)

Stay at this 4.5-star luxury vacation home in Halifax. Enjoy free WiFi, free parking, and private pools. Popular attractions Halifax Waterfront Boardwalk and Scotiabank Centre are located nearby.

Prince George Hotel

Downtown Halifax

CA $622

per person

Nov 21 - Nov 24

found 12 hours ago

Roundtrip flight included

Calgary (YYC) to Halifax (YHZ)

Book a stay at this eco-certified hotel in Halifax. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the bar in our reviews. Popular attractions Halifax Waterfront Boardwalk and Scotiabank Centre are located nearby.

Cambridge Suites Hotel

Downtown Halifax

CA $818

per person

Nov 8 - Nov 14

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Halifax (YHZ)

Book a stay at this eco-certified hotel in Halifax. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Scotiabank Centre are located nearby.

Brier Island Lodge

CA $916

per person

Nov 8 - Nov 14

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Halifax (YHZ)

Stay at this 3-star lodge in Westport. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Peter Island Lighthouse and Central Grove Picnic Park are located nearby.

Top Chester hotels deals

Family Home In the Heart of the Village of Chester

Get rates

Stay at this vacation home in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tancook Island and Lordly House Museum are located nearby.

Pool

Kitchen

Travelodge by Wyndham Bridgewater

49 North St, Bridgewater, NS

Free cancellation

Reserve now, pay when you stay

CA $185

CA $224 total

Sep 10 - Sep 11

includes taxes & fees

Stay at this hotel in Bridgewater. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bridgewater Mall and Bridgewater Memorial Arena are located nearby.

Breakfast included

Pet-friendly

Best Western Plus Bridgewater Hotel & Convention Centre

527 Highway 10 Exit 12, Cookville, NS

Free cancellation

Reserve now, pay when you stay

CA $220

CA $251 total

Sep 14 - Sep 15

includes taxes & fees

Stay at this 3.5-star business-friendly hotel in Cookville. Enjoy free breakfast, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lunenburg County Lifestyle Centre and Cookville Provincial Park are located nearby.

Pool

Breakfast included

Miller House By the Bay

624 Main street, mahone bay, NS

CA $148

CA $169 total

Oct 2 - Oct 3

includes taxes & fees

Stay at this B&B in Mahone Bay. Enjoy free WiFi, free parking, and a garden. Popular attractions The Moorings Gallery and For The Birds Nature Shop are located nearby.

Parking included

Free WiFi

Bridgewater Hotel

35 High St., Bridgewater, NS

Free cancellation

Reserve now, pay when you stay

CA $129

CA $151 total

Sep 9 - Sep 10

includes taxes & fees

Stay at this hotel in Bridgewater. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bridgewater Memorial Arena and Kinsmen Field are located nearby.

Pet-friendly

Parking included

Days Inn & Conference Center by Wyndham Bridgewater

50 North Street, Hwy 103 and North Street, Bridgewater, NS

Free cancellation

Reserve now, pay when you stay

CA $194

CA $228 total

Oct 1 - Oct 2

includes taxes & fees

Book a stay at this business-friendly hotel in Bridgewater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bridgewater Mall and Bridgewater Memorial Arena are located nearby.

Breakfast included

Parking included

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See all available properties in Chester

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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.

Chester Vacations

If you can't remember the day your geography teacher told your class where Chester is, you don't have to stress. With a bit of help from us, you'll be able to find it on your map in no time!

Chester sits in Nova Scotia. Also, Halifax, a noteworthy location, is 35 miles (56 kilometers) away.

This area of Nova Scotia has a population of about 2,000 people.

Places to visit in Chester

History is full of lessons. Drink in the knowledge and become more familiar with the past at Lordly House Museum. Need some more ideas? Get into your khakis and reach for your luckiest clubs. If you're desperate to indulge in a day on the fairways, lock in a tee time at Chester Golf Club. But that's not all there is. Find stimulating ideas and magnificent artwork at Amicus Gallery. It maintains a rotating roster of collections that are sure to interest art fans.

Where do you fly into for Chester?

Get set for some unique adventures in Chester. Once you've wandered out of Stanfield International Airport (YHZ), the center of town will be 45 miles (72 kilometers) to the southwest.

Frequently asked questions

How much are vacation packages to Chester?

With deals starting at just CA $421, hotel and flight packages are a great way to stretch your vacation budget. Chester, here you come!

Where can I get the best vacation package deals for Chester?

Travelocity is the only place you need to go to score a great Chester package deal. Select from as many as 400 airlines and 1,000,000 properties worldwide and craft a vacation package that suits your style. With so many options at hand, it's easy to plan your next great escape.

Why should I book my Chester vacation package with Travelocity?

The three S's — savings, support and a stress-free booking — are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you can rely on 24/7 customer support. With the Travelocity Price Match Guarantee, you can relax knowing you'll always get the best deal available.

Can I save money on my Chester car rental if I bundle it with my hotel or flight?

Combining your bookings into a Chester vacation package will save you some serious money. Choose a flight and car; a flight, car and hotel; or a car and hotel. You won't find a better way to explore the greater Chester area than with your own set of wheels. You can also add experiences and tours to your Travelocity package.

What is there to do in Chester?

Chester is full of sights to discover, like Chester Golf Club and Tancook Island. These two popular attractions top most travelers' must-see lists.

Where should I stay when visiting Chester?

If you're after someplace comfortable to base yourself, have a look at the 1800' | Front HBR | DT 5 Min Walk | Water views. It's the top choice for many visitors.