Chester Vacations 2026/2026 from CA $707

Chester flight + hotel packages

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

Hearthstone Inn Boutique Hotel Halifax - Dartmouth

CA $707

per person

Mar 1 - Mar 7

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Halifax (YHZ)

Book a stay at this business-friendly hotel in Dartmouth. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Dartmouth Crossing are located nearby.

Coastal Inn Halifax

CA $1,023

per person

Mar 1 - Mar 7

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Halifax (YHZ)

Book a stay at this family-friendly hotel in Beechville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Scotiabank Centre are located nearby.

Nalu Retreat & Nordic Spa

CA $1,397

per person

Jan 19 - Jan 23

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Halifax (YHZ)

Book a stay at this luxury holiday park in Porters Lake. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Myra Road Provincial Park and Deadman Lake are located nearby.

Hampton Inn & Suites by Hilton Halifax - Dartmouth

CA $1,181

per person

Mar 1 - Mar 7

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Halifax (YHZ)

Book a stay at this family-friendly hotel in Dartmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Halifax Waterfront Boardwalk and Dartmouth Crossing are located nearby.

Glengarry Extended Stays

CA $900

per person

Feb 7 - Feb 14

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Halifax (YHZ)

Book a stay at this business-friendly motel in Truro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Little White Schoolhouse Museum and Truro Golf Club are located nearby.

Top Chester hotels deals

Travelodge by Wyndham Bridgewater

49 North St Bridgewater NS

Free cancellation

Reserve now, pay when you stay

CA $144

CA $174 total

Jan 1 - Jan 2, 2026

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 $158

CA $181 total

Jan 1 - Jan 2, 2026

includes taxes & fees

Book a stay at this 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

Smugglers Cove Inn

139 Montague Street Lunenburg NS

Free cancellation

Reserve now, pay when you stay

CA $180

CA $206 total

Dec 18 - Dec 19

includes taxes & fees

Stay at this hotel in Lunenburg. Enjoy free WiFi, daily housekeeping, and premium bedding. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Knaut Rhuland House Museum and Gallery @ theLinc are located nearby.

Free WiFi

Air conditioning

Black Forest Cabins

15 Longhill Rd Mahone Bay NS

CA $184

CA $244 total

Dec 17 - Dec 18

includes taxes & fees

Book a stay at this spa cabin in Mahone Bay. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mahone Bay Swimming Pool and Have A Yarn are located nearby.

Parking included

Free WiFi

Days Inn & Conference Center by Wyndham Bridgewater

50 North Street Bridgewater NS

Free cancellation

Reserve now, pay when you stay

CA $125

CA $147 total

Jan 1 - Jan 2, 2026

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

Bridgewater Hotel

35 High St. Bridgewater NS

Free cancellation

Reserve now, pay when you stay

CA $99

CA $116 total

Dec 17 - Dec 18

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

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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.

Popular places to visit

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.

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.

St. Stephen's Church

4.5/5(10 reviews)

After visiting St. Stephen's Church, make a plan to see the other sights and activities in Chester. Amble around this family-friendly area's waterfront or experience its entertainment venues.

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 $707, 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.