Chester Vacation Packages 2026 from $875

Chester flight + hotel vacation packages

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

Coastal Inn Halifax

$875

per person

Jul 7 - Jul 12

found 1 day ago

Roundtrip flight included

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

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the children's pool and onsite laundry facilities. There's an indoor pool on site, and a 24-hour front desk and a terrace are also provided.

Sandman Signature Dartmouth Hotel & Suites

$1,315

per person

Jul 31 - Aug 4

found 21 hours ago

Roundtrip flight included

Chicago (ORD) 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. Enjoy the hot tub and perks like free self parking.

Hilton Garden Inn Halifax Airport

$905

per person

Jul 7 - Jul 12

found 1 day ago

Roundtrip flight included

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

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi and a free airport shuttle. Self parking, a 24-hour business center, and a snack bar/deli are also offered.

Red George Inn and Suites

Downtown Halifax

$1,222

per person

Jul 7 - Jul 12

found 1 day ago

Roundtrip flight included

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

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. A garden, luggage storage, and laundry facilities are also on offer.

Chateau Bedford, Trademark Collection by Wyndham

Birch Cove

$905

per person

Jul 7 - Jul 12

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 free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like full breakfast and free self parking.

Top Chester hotels deals

The Chester House. Seaside in the village, with private wharf

Chester NS

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

Kitchen

Washer

One 12 Queen

Chester NS

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This vacation home featured laundry facilities and barbecue grills.

Washer

Dryer

Large, modern Cape Cod style cottage in oceanside charming town

Chester NS

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This cottage features laundry facilities.

Washer

Dryer

The Homeport Motel

167 Victoria Road Lunenburg NS

$105 nightly

$120 total

May 25 - May 26

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

Smugglers Cove Inn

139 Montague Street Lunenburg NS

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

Free WiFi

Air conditioning

Best Western Plus Bridgewater Hotel & Convention Centre

527 Highway 10 Exit 12 Cookville NS

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$146 total

May 31 - Jun 1

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

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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.

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 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.

Frequently asked questions

How much are vacation packages to Chester?

With deals starting at just $875, 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.