Chester Vacation Packages 2026 from $696

Chester flight + hotel vacation packages

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

Hearthstone Inn Boutique Hotel Halifax - Dartmouth

$696

per person

Aug 27 - Sep 1

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) 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.

Future Inns Halifax

Clayton Park West

$855

per person

Aug 27 - Sep 1

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) 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 coffee shop, and a lobby fireplace are also offered.

Red George Inn and Suites

Downtown Halifax

$1,036

per person

Aug 27 - Sep 1

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) 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.

Burgundy Dream Bed and Breakfast

$859

per person

Aug 27 - Sep 1

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) to Halifax (YHZ)

This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a picnic area are also on offer.

Nalu Retreat & Nordic Spa

$1,361

per person

Aug 27 - Sep 1

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) to Halifax (YHZ)

This holiday park doesn't skimp on freebies - guests receive free WiFi and free self parking. A hot tub is also provided.

Top Chester hotels deals

Travelodge by Wyndham Bridgewater

49 North St Bridgewater NS

Free Cancellation

Reserve now, pay when you stay

$133 nightly

$157 total

Jul 12 - Jul 13

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.

Oak Island Resort & Conference Centre

36 Treasure Drive Western Shore NS

$179 nightly

$204 total

Aug 4 - Aug 5

Total with taxes and fees

A marina and an indoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the 6 conference rooms, along with free WiFi in public areas. Enjoy the gym and perks like free self parking.

Atlantic View Motel and Cottages

230 Mason's Beach Road, RR#2 Lunenburg NS

Free Cancellation

Reserve now, pay when you stay

$154 nightly

$176 total

Jul 9 - Jul 10

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 picnic area are also on offer.

Best Western Plus Bridgewater Hotel & Convention Centre

527 Highway 10 Exit 12 Cookville NS

Free Cancellation

Reserve now, pay when you stay

$174 nightly

$198 total

Jul 19 - Jul 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.

Bridgewater Hotel

35 High St. Bridgewater NS

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$129 total

Jul 6 - Jul 7

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.

The Homeport Motel

167 Victoria Road Lunenburg NS

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$174 total

Jul 23 - Jul 24

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.

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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.

Stay near popular Chester attractions

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.

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Frequently asked questions

How much are vacation packages to Chester?

With deals starting at just $696, 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.