Chester Vacation Packages 2026 from $433

Chester flight + hotel vacation packages

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

Hearthstone Inn Boutique Hotel Halifax - Dartmouth

$433

per person

Mar 18 - Mar 22

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Halifax (YHZ)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a library, and dry cleaning are also offered.

Inn on the Lake

$524

per person

Mar 18 - Mar 22

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Halifax (YHZ)

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 4 conference rooms, along with free WiFi in public areas. Free self parking, a computer station, and luggage storage are also offered.

Sandman Signature Dartmouth Hotel & Suites

$798

per person

Mar 18 - Mar 22

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Halifax (YHZ)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking and luggage storage are also offered on site.

Brewery Park Hotel

North End

$493

per person

Mar 18 - Mar 22

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Halifax (YHZ)

Free WiFi in public areas and luggage storage are available at this hotel.

Holiday Inn Express & Suites Halifax - Bedford by IHG

Wedgewood

$652

per person

Mar 18 - Mar 22

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Halifax (YHZ)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Chester hotels deals

Spacious Exclusive 5-bedroom house in fabulous Chester with WiFi, AC

Chester NS

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Travelodge by Wyndham Bridgewater

49 North St Bridgewater NS

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$127 total

Jan 4 - Jan 5

Total with taxes and fees

This hotel features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free on-the-go breakfast each morning. Express check-out is provided and the front desk is staffed around-the-clock.

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

$115 nightly

$132 total

Jan 7 - Jan 8

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.

Pool

Breakfast included

Brigantine Inn & Suites

82 Montague Street Lunenburg NS

Get rates

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free.

Free WiFi

Restaurant

Bridgewater Hotel

35 High St. Bridgewater NS

Free Cancellation

Reserve now, pay when you stay

$72 nightly

$85 total

Jan 4 - Jan 5

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, laundry facilities, and free newspapers are also on offer.

Pet friendly

Parking included

Days Inn & Conference Center by Wyndham Bridgewater

50 North Street Bridgewater NS

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$99 total

Jan 7 - Jan 8

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center, conference center, and conference space. There's a gym on site, and laundry facilities and free newspapers are also offered.

Breakfast included

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

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.

St. Stephen's Church

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.

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.

Frequently asked questions

How much are vacation packages to Chester?

With deals starting at just $433, 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.