Chester Vacation Packages 2025/2026 from $747

Chester flight + hotel vacation packages

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

Prince George Hotel

Downtown Halifax

$747

per person

Dec 27 - Dec 29

found 5 hours ago

Roundtrip flight included

Minneapolis (MSP) to Halifax (YHZ)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and concierge services.

Best Western Plus Chocolate Lake Hotel

$1,413

per person

Dec 21 - Dec 28

found 3 hours ago

Roundtrip flight included

Portland (PDX) to Halifax (YHZ)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Bring the family and enjoy the arcade/game room and kid-friendly dining. Enjoy the 24-hour gym and free perks like full breakfast and free self parking.

The Westin Nova Scotian

Downtown Halifax

$1,444

per person

Dec 21 - Dec 28

found 3 hours ago

Roundtrip flight included

Portland (PDX) to Halifax (YHZ)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Brewery Park Hotel

North End

$773

per person

Dec 27 - Dec 29

found 5 hours ago

Roundtrip flight included

Minneapolis (MSP) to Halifax (YHZ)

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

Nalu Retreat & Nordic Spa

$1,034

per person

Dec 27 - Dec 29

found 5 hours ago

Roundtrip flight included

Minneapolis (MSP) 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

Family Home In the Heart of the Village of Chester

Get rates

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

Pool

Kitchen

Best Western Plus Bridgewater Hotel & Convention Centre

527 Highway 10 Exit 12, Cookville, NS

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$122 total

Nov 27 - Nov 28

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.

The Homeport Motel

167 Victoria Road, Lunenburg, NS

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$87 total

Nov 18 - Nov 19

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.

Travelodge by Wyndham Bridgewater

49 North St, Bridgewater, NS

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$131 total

Nov 18 - Nov 19

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

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

Days Inn & Conference Center by Wyndham Bridgewater

50 North Street, Hwy 103 and North Street, Bridgewater, NS

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$111 total

Nov 20 - Nov 21

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.

Don't see what you're looking for?

See all available properties in Chester

View all properties

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.

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.

Frequently asked questions

How much are vacation packages to Chester?

With deals starting at just $747, 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.