Chester Vacation Packages 2026 from $763

Chester flight + hotel vacation packages

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

Hearthstone Inn Boutique Hotel Halifax - Dartmouth

$763

per person

Apr 3 - Apr 10

just found

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. Self parking, a library, and dry cleaning are also offered.

Sandman Signature Dartmouth Hotel & Suites

$885

per person

Apr 3 - Apr 10

just found

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

$1,252

per person

Apr 3 - Apr 10

just found

Roundtrip flight included

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

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

HFX Airport Hotel

$856

per person

Apr 3 - Apr 10

just found

Roundtrip flight included

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

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and free perks like buffet breakfast and free self parking.

Top Chester hotels deals

Family Home In the Heart of the Village of Chester

Chester NS

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This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Best Western Plus Bridgewater Hotel & Convention Centre

527 Highway 10 Exit 12 Cookville NS

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$120 total

Feb 19 - Feb 20

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

Smugglers Cove Inn

139 Montague Street Lunenburg NS

Free Cancellation

Reserve now, pay when you stay

Get rates

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

Free WiFi

Air conditioning

Travelodge by Wyndham Bridgewater

49 North St Bridgewater NS

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$128 total

Feb 20 - Feb 21

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

The Dockside Inn & Restaurant

84 Montague Street Lunenburg NS

$92 nightly

$104 total

Feb 21 - Feb 22

Total with taxes and fees

A restaurant and a bar/lounge are featured at this inn. WiFi in public areas is free. Luggage storage is also provided.

Free WiFi

Restaurant

The Homeport Motel

167 Victoria Road Lunenburg NS

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$99 total

Feb 20 - Feb 21

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a grocery/convenience store are also on offer.

Parking included

Free WiFi

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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 Playhouse

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.

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.

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.

Frequently asked questions

How much are vacation packages to Chester?

With deals starting at just $763, 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.