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Your Chester Vacation

Take the hassle out of travel planning with a Chester vacation package. A great neighborhood to base yourself in this captivating city is Garden Lots, which is good for watersports and much more. A trip to Chester is a superb opportunity to sightsee. Be sure to visit well-known attractions like Oak Island, Tancook Island and Chester Golf Club. Stop dreaming and start traveling. Browse the wide range of options on Expedia today and finally put your Chester vacation plans into action!

The Latest Chester vacation packages

Price found within the past 48 hours. Click for updated prices.
Bridgetown Motor Inn
The Sutton Place Hotel Halifax
Seacliff- Luxury Halifax Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse
Sandman Signature Dartmouth Hotel & Suites
Coastal Inn Halifax
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Stay near popular Chester attractions

Chester Hotel Deals

Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

2 out of 5
49 North St Bridgewater NS
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $157 total per night from Jul 15 to Jul 16
$157 total
Jul 15 - Jul 16
Total with taxes and fees
8.2/10 Very Good! (972 reviews)
"The staff made the hotel experience amazing! Could use a little better Continental Breakfast but it was quiet, loved the staff and enjoyed our stay!"

Reviewed on Jul 3, 2026

Travelodge by Wyndham Bridgewater
Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

3.5 out of 5
36 Treasure Drive Western Shore NS
$179 nightly
The price is $204 total per night from Aug 4 to Aug 5
$204 total
Aug 4 - Aug 5
Total with taxes and fees
8.2/10 Very Good! (511 reviews)
"Beautiful location and facility. Restaurant hours inconvenient for our purpose. A used facecloth was left behind on bathroom floor."

Reviewed on Jul 2, 2026

Oak Island Resort & Conference Centre
Atlantic View Motel and Cottages

Atlantic View Motel and Cottages

3 out of 5
230 Mason's Beach Road, RR#2 Lunenburg NS
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $180 total per night from Jul 7 to Jul 8
$180 total
Jul 7 - Jul 8
Total with taxes and fees
8.8/10 Excellent! (605 reviews)
"We enjoyed our stay here. Convenient to downtown but in a more natural area. We sat outside in the evening and listened to the birds including an eagle and were visited by three deer. The only negative is the bathroom was small. Highly recommend staying here."

Reviewed on Jul 3, 2026

Atlantic View Motel and Cottages
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.

Find the Best Chester Vacation Packages

Things to do in and around Chester

Chester, Nova Scotia, is perfect for outdoor family vacations, offering a variety of activities like scenic boardwalk strolls, golfing, and enjoying the beautiful beaches. Visitors can explore nature trails and embark on outdoor adventures, making it an ideal destination for those seeking fun in the sun and memorable tours. Whether you're looking for relaxation or excitement, Chester provides a delightful blend of experiences for everyone.

Shopping

For a delightful shopping experience in Chester, visit For The Birds Nature Shop, located 9 miles away, for unique gifts. If you're up for a drive, check out Have A Yarn and Northern Sun Gallery & Gifts, both 10 miles away, offering charming items perfect for souvenirs.

Recreation

Explore Graves Island Provincial Park, just 2 miles from Chester, where you can unwind in nature's embrace and enjoy serene walks. For entertainment, visit the Chester Playhouse, a charming theater offering cultural performances perfect for a romantic evening. Don’t forget to hit the Chester Golf Club for an invigorating round of golf.

Adventure

Hit the slopes at Ski Martock, a thrilling ski field located 27 miles from Chester, where you can enjoy exhilarating skiing and snowboarding. For a different adventure, zipline through the trees at Ontree Fun and Adventure Park, also 27 miles away, offering an exciting outdoor experience.

Nightlife

Chester's nightlife features cozy pubs and vibrant music venues. Visit The Kiwi Cafe for great food and local brews, or enjoy live performances at the Chester Playhouse. The friendly atmosphere and beautiful waterfront views make for an unforgettable evening in this charming coastal town.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Chester

Chester, Nova Scotia, is an ideal destination for outdoor and family beach vacations. Visitors can enjoy a variety of attractions including beautiful lakes, scenic islands, and pristine beaches, making it perfect for those seeking outdoor adventures and picturesque views. When exploring Chester, you'll find plenty of opportunities for relaxation and recreation by the water, ensuring a memorable getaway for travelers of all ages.

  • Oak Island: Located 3 miles from Chester, Oak Island is famous for its intriguing history and legends of buried treasure. Visitors can enjoy beautiful beaches and outdoor activities, making it a perfect spot for exploration and relaxation amidst stunning natural scenery.
  • Chester Art Center: Situated in the heart of Chester, this vibrant gallery showcases local art and culture. It offers a variety of exhibitions and workshops, allowing visitors to immerse themselves in the creative spirit of the community.
  • Bayswater Beach Provincial Park: About 9 miles away from Chester, this picturesque beach features soft sands and scenic views. Ideal for swimming, picnicking, or simply soaking up the sun, it provides a tranquil escape for nature lovers.

Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in August, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in February, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.4°F (-2.0°C)Light RainMostly CloudyAverageSlightly Low
February27.5°F (-2.5°C)Light RainMostly CloudyAverageAverage
March32.0°F (0.0°C)Light RainMostly CloudyAverageSlightly Low
April40.3°F (4.6°C)Light RainMostly CloudyAverageAverage
May48.4°F (9.1°C)Light RainMostly CloudyAverageAverage
June56.5°F (13.6°C)Light RainMostly SunnyAverageAverage
July64.8°F (18.2°C)Light RainMostly SunnyHighSlightly High
August66.4°F (19.1°C)Light RainMostly SunnyHighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyHighSlightly High
October52.5°F (11.4°C)Light RainMostly SunnyLowAverage
November43.0°F (6.1°C)Light RainMostly CloudyLowAverage
December34.9°F (1.6°C)Light RainMostly CloudyLowSlightly Low

Chester Essential Information

Language
English
Currency
Canadian dollars
Population
1,550
Max Temp Winter
35ºF
Max Temp Summer
70ºF
Top Sights
Bayswater Beach Provincial Park, Chester Playhouse and Lordly House Museum

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