Chester Vacation Packages 2025 from $664

Chester flight + hotel vacation packages

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

Liscombe Lodge Resort and Conference Centre

per person

Jul 18 - Jul 23

found 24 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Halifax (YHZ)

A marina and an indoor pool are featured at this smoke-free hotel. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.

Lux Exec Home HFX Waterfront Pool Hot Tub

Save 100% on your flight

per person

Aug 6 - Aug 13

found 4 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Halifax (YHZ)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. A seasonal outdoor pool and laundry facilities are also provided.

South West Mermaid Inn

per person

Aug 6 - Aug 13

found 4 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Halifax (YHZ)

This hotel features a gym and a seasonal outdoor pool. Families will appreciate the bowling alley, onsite laundry facilities, and babysitting. Guests will appreciate free perks like continental breakfast and WiFi in public areas.

Travelodge by Wyndham Bridgewater

per person

Aug 6 - Aug 13

found 4 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Halifax (YHZ)

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.

Hampton Inn & Suites by Hilton Truro

per person

Jul 18 - Jul 23

found 24 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Halifax (YHZ)

This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A business center, a grocery/convenience store, and dry cleaning are also on offer.

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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

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

4/5(1 review)

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.

Chester Playhouse

4/5(1 review)

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 $664, 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.