Title: Chester Vacation Packages 2026 from $677 | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx58468)[Hotels in Chester](https://expedia.com/Chester-Hotels.d58468.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d58468.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d58468.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d58468.Car-Rental-Guide) ![](https://images.trvl-media.com/place/58468/563e3b62-f804-4c09-b542-8c6504d90bff.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chester Vacations from $677 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## 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](https://www.expedia.com/Oak-Island-Nova-Scotia.d553248635976196878.Vacation-Attraction), [Tancook Island](https://www.expedia.com/Tancook-Island-Chester.d553248621533087922.Vacation-Attraction) and [Chester Golf Club](https://www.expedia.com/Chester-Golf-Club-Chester.d6301674.Vacation-Attraction). 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. ![Future Inns Halifax](https://images.trvl-media.com/lodging/1000000/910000/908500/908475/f7bda1d5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Future Inns Halifax Clayton Park West $677 per person May 7 - May 12 found 1 hour ago Roundtrip non-stop flight included New York (JFK) to Halifax (YHZ) 9.2/10 Wonderful! (1,990 reviews) Nice rooms! Good price Reviewed on Feb 10, 2026 ![Coastal Inn Halifax](https://images.trvl-media.com/lodging/1000000/460000/457800/457769/80c0d60d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Coastal Inn Halifax $808 per person May 7 - May 12 found 1 hour ago Roundtrip non-stop flight included New York (JFK) to Halifax (YHZ) 8.6/10 Excellent! (1,002 reviews) Stall very helpful and pleasant. Reviewed on Feb 8, 2026 ![Surfside Inn](https://images.trvl-media.com/lodging/3000000/2130000/2124500/2124421/949a32c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Surfside Inn $790 per person May 7 - May 12 found 1 hour ago Roundtrip non-stop flight included New York (JFK) to Halifax (YHZ) 8.8/10 Excellent! (368 reviews) Great Stay! Clean Room, friendly staff Reviewed on Nov 1, 2025 ![Brewery Park Hotel](https://images.trvl-media.com/lodging/89000000/88680000/88674600/88674565/3bd8bf7c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Brewery Park Hotel North End $949 per person May 7 - May 12 found 1 hour ago Roundtrip non-stop flight included New York (JFK) to Halifax (YHZ) 9.2/10 Wonderful! (188 reviews) Room was very clean, great space. Very quiet. Reviewed on Feb 2, 2026 ![Nalu Retreat & Nordic Spa](https://images.trvl-media.com/lodging/93000000/92730000/92723100/92723015/cb9766e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Nalu Retreat & Nordic Spa $1,752 per person Apr 5 - Apr 12 found 10 hours ago Roundtrip flight included Boston (BOS) to Halifax (YHZ) 9.8/10 Exceptional! (28 reviews) Everything was wonderful even through the cold snap in the weather. All details and instructions were clear and atmosphere was very cozy. Thanks! Reviewed on Jan 25, 2026 Don't see what you're looking for? See all available trips from Columbus to Chester [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-12/2026-03-19/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=YHZ&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_58468) ### Discover the most popular places to visit in Chester #### 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. [](https://expedia.com/Chester-Playhouse-Chester.d6301676.Vacation-Attraction) #### 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. [](https://expedia.com/Chester-Golf-Club-Chester.d6301674.Vacation-Attraction) #### Chester Art Center 3/5(1 review) You can spend an afternoon browsing the exhibits at Chester Art Center during your trip to Chester. Stroll along this family-friendly area's waterfront, or simply enjoy its seafood restaurants. [](https://expedia.com/Chester-Art-Center-Chester.d6309742.Vacation-Attraction) ## Chester Hotel Deals ![Family Home In the Heart of the Village of Chester](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/72d8aa3c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Family Home In the Heart of the Village of Chester Chester NS [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F26%2F2026&endDate=2%2F27%2F2026&selected=34338116&PinnedHotelID=34338116&HadPinnedHotel=true®ionId=58468) [](https://expedia.com/Hotel-Search?startDate=2%2F26%2F2026&endDate=2%2F27%2F2026&selected=34338116&PinnedHotelID=34338116&HadPinnedHotel=true®ionId=58468) ![Best Western Plus Bridgewater Hotel & Convention Centre](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812334/c7642643_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Bridgewater Hotel & Convention Centre 527 Highway 10 Exit 12 Cookville NS Fully refundableReserve now, pay when you stay $106 nightly $121 total Feb 17 - Feb 18 Total with taxes and fees 9.2/10 Wonderful! (1,000 reviews) The staff was friendly and accommodating. Reviewed on Jan 31, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F17%2F2026&endDate=2%2F18%2F2026&selected=3812334&PinnedHotelID=3812334&HadPinnedHotel=true®ionId=58468) ![Travelodge by Wyndham Bridgewater](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/12a1f767_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Travelodge by Wyndham Bridgewater 49 North St Bridgewater NS Fully refundableReserve now, pay when you stay $98 nightly $115 total Feb 17 - Feb 18 Total with taxes and fees 8.2/10 Very Good! (917 reviews) Room had all the necessities and was fresh and clean. Staff was very courteous and helpful. Enjoyed the breakfast. We plan to stay again. Reviewed on Dec 15, 2025 [](https://expedia.com/Hotel-Search?startDate=2%2F17%2F2026&endDate=2%2F18%2F2026&selected=17913&PinnedHotelID=17913&HadPinnedHotel=true®ionId=58468) [See all 302 properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F13%2F2026&endDate=2%2F14%2F2026®ionId=58468) 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](https://www.expedia.com/For-The-Birds-Nature-Shop-Mahone-Bay.d553248621532865345.Vacation-Attraction), located 9 miles away, for unique gifts. If you're up for a drive, check out [Have A Yarn](https://www.expedia.com/Have-A-Yarn-Mahone-Bay.d553248621532865340.Vacation-Attraction) and [Northern Sun Gallery & Gifts](https://www.expedia.com/Northern-Sun-Gallery-Gifts-Mahone-Bay.d553248621532865341.Vacation-Attraction), both 10 miles away, offering charming items perfect for souvenirs. **Recreation** Explore [Graves Island Provincial Park](https://www.expedia.com/Graves-Island-Provincial-Park-East-Chester.d6309763.Vacation-Attraction), just 2 miles from Chester, where you can unwind in nature's embrace and enjoy serene walks. For entertainment, visit the [Chester Playhouse](https://www.expedia.com/Chester-Playhouse-Chester.d6301676.Vacation-Attraction), a charming theater offering cultural performances perfect for a romantic evening. Don’t forget to hit the [Chester Golf Club](https://www.expedia.com/Chester-Golf-Club-Chester.d6301674.Vacation-Attraction) for an invigorating round of golf. **Adventure** Hit the slopes at [Ski Martock](https://www.expedia.com/Ski-Martock-Windsor-Forks.d6089495.Vacation-Attraction), 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](https://www.expedia.com/Ontree-Fun-And-Adventure-Park-Windsor-Forks.d6301698.Vacation-Attraction), 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: ](https://www.expedia.com/Oak-Island-Martins-Point.d553248635976196878.Vacation-Attraction)** 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: ](https://www.expedia.com/Chester-Art-Center-Chester.d6309742.Vacation-Attraction)** 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: ](https://www.expedia.com/Bayswater-Beach-Provincial-Park-Bayswater.d6309731.Vacation-Attraction)** 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. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 28.4°F (-2.0°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | February | 27.5°F (-2.5°C) | Light Rain | Mostly Cloudy | Average | Average | | March | 32.0°F (0.0°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | April | 40.3°F (4.6°C) | Light Rain | Mostly Cloudy | Average | Average | | May | 48.4°F (9.1°C) | Light Rain | Mostly Cloudy | Average | Average | | June | 56.5°F (13.6°C) | Light Rain | Mostly Sunny | Average | Average | | July | 64.8°F (18.2°C) | Light Rain | Mostly Sunny | High | Slightly High | | August | 66.4°F (19.1°C) | Light Rain | Mostly Sunny | High | Slightly High | | September | 61.3°F (16.3°C) | Light Rain | Mostly Sunny | High | Slightly High | | October | 52.5°F (11.4°C) | Light Rain | Mostly Sunny | Low | Average | | November | 43.0°F (6.1°C) | Light Rain | Mostly Cloudy | Low | Average | | December | 34.9°F (1.6°C) | Light Rain | Mostly Cloudy | Low | Slightly Low | ### Tips to save on your trip to Chester - Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Chester. - Consider traveling to Chester during the low season (March and December to January) for more affordable options. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## 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](https://www.expedia.com/Bayswater-Beach-Provincial-Park-Bayswater.d6309731.Vacation-Attraction), [Chester Playhouse](https://www.expedia.com/Chester-Playhouse-Chester.d6301676.Vacation-Attraction) and [Lordly House Museum](https://www.expedia.com/Lordly-House-Museum-Chester.d6301680.Vacation-Attraction) | ## More vacations you might like 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