Title: Chester Vacation Packages 2026 from $553 | Expedia.com [Chester Hotels](https://expedia.com/Destinations-In-Chester.d553248635976006029.Hotel-Destinations)[Vacation Rentals in Chester](https://expedia.com/Destinations-In-Chester.d553248635976006029.Vacation-Rental-Destinations)[Car Rentals in Chester](https://expedia.com/Destinations-In-Chester.d553248635976006029.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/58468/788f97e5-e50c-463d-a4aa-1233b00784f7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chester Vacations & Trips from $553 ## Book a Hotel + Flight or Car together to unlock savings Photo by Rachel Kent - ## 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 Make planning your next getaway quick and easy with a Chester vacation package. Whether it's nature, history or something else entirely that lures you here, our package deals will help you experience it all. Why not organize your trip to Chester around its top cities? [Western Shore](https://www.expedia.com/Western-Shore.d181860.Destination-Travel-Guides), [Bayswater](https://www.expedia.com/Bayswater.d6353709.Destination-Travel-Guides) and [Blandford](https://www.expedia.com/Blandford.d6222262.Destination-Travel-Guides) are all great places to start. Start packing your suitcase, because your Chester vacation is only clicks away with Expedia. ## Top destinations in Chester ![Chester featuring a house and a small town or village](https://images.trvl-media.com/place/58468/563e3b62-f804-4c09-b542-8c6504d90bff.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Chester [](https://expedia.com/Chester.d58468.Destination-Travel-Guides) ![Point Riche Lighthouse sits at the western tip of the Point Riche peninsula near Port au Choix National Historic Site, overlooking the Gulf of St Lawrence. ](https://images.trvl-media.com/place/181860/d0311923-c0f1-4d1d-807b-ba209ddf97a3.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Western Shore [](https://expedia.com/Western-Shore.d181860.Destination-Travel-Guides) ![Selfie.... ;-)](https://images.trvl-media.com/place/6309731/2e4ee302-2431-4617-8b01-fff3572d27c8.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Bayswater [](https://expedia.com/Bayswater.d6353709.Destination-Travel-Guides) ## The Latest Chester Vacation Packages Price found within the past 48 hours. Click for updated prices. ![The Fourth Lock Bed & Breakfast](https://images.trvl-media.com/lodging/36000000/35820000/35810500/35810427/dc112c3e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fourth Lock Bed & Breakfast $553 per person Apr 26 - Apr 30 found 1 day ago Roundtrip flight included Toronto (YYZ) to Halifax (YHZ) 8.6/10 Excellent! (457 reviews) Shared livingroom was clean & tidy No ridiculous noise levels (yes I heard talking and music but wasn’t over powering) Room was clean and shower. Perfect little getaway ! I can’t wait to come back in the summer and utilize the deck with its perfect view of the lake across the street. Easy to check in ! Reviewed on Mar 21, 2026 ![The Sutton Place Hotel Halifax](https://images.trvl-media.com/lodging/52000000/51090000/51088600/51088534/e3c3826b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sutton Place Hotel Halifax Downtown Halifax $1,375 per person Jun 10 - Jun 14 found 1 day ago Roundtrip flight included New York (NYC) to Halifax (YHZ) 9.6/10 Exceptional! (2,079 reviews) Wonderful hotel, clean amd quiet. Reviewed on Mar 23, 2026 ![The Lord Nelson Hotel & Suites](https://images.trvl-media.com/lodging/1000000/470000/460600/460519/2eea6ecd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Lord Nelson Hotel & Suites Downtown Halifax $1,383 per person Jun 8 - Jun 12 found 24 hours ago Roundtrip non-stop flight included Dallas (DFW) to Halifax (YHZ) 9.2/10 Wonderful! (2,067 reviews) The Lord Nelson is a fantastic stay with stunning old Halifax charm, but new world amenities. The location is nothing short of amazing being steps from Public Gardens and a plethora of cafe's and shopping. Reviewed on Mar 24, 2026 ![Cambridge Suites Hotel](https://images.trvl-media.com/lodging/1000000/10000/2900/2858/d8bd3bc8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cambridge Suites Hotel Downtown Halifax $1,056 per person Jun 8 - Jun 12 found 24 hours ago Roundtrip non-stop flight included Dallas (DFW) to Halifax (YHZ) 9/10 Wonderful! (2,389 reviews) The staff, specially the Housekeeping and Kitchen, are nice and friendly. Reviewed on Mar 24, 2026 ## Find the Best Chester Vacation Packages ## Chester Essential Information | Language | English | | --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | Canadian dollars | | Closest Airport | Stanfield Intl. Airport (YHZ) | | Top Sights | [Bayswater Beach Provincial Park](https://www.expedia.com/Bayswater-Beach-Provincial-Park-Bayswater.d6309731.Vacation-Attraction), [Graves Island Provincial Park](https://www.expedia.com/Graves-Island-Provincial-Park-East-Chester.d6309763.Vacation-Attraction) and [Saint Margarets Bay](https://www.expedia.com/Saint-Margarets-Bay-Canada.d553248635810193496.Vacation-Attraction) | ## Chester Hotel Deals ![Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring](https://images.trvl-media.com/lodging/92000000/91440000/91435200/91435158/e84a5211_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring Chester NS 9.6/10 Exceptional! (35 reviews) Amazing overall! Reviewed on Oct 30, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=4%2F7%2F2026&endDate=4%2F8%2F2026&selected=91435158&PinnedHotelID=91435158&HadPinnedHotel=true®ionId=553248635976006029) [](https://expedia.com/Hotel-Search?startDate=4%2F7%2F2026&endDate=4%2F8%2F2026&selected=91435158&PinnedHotelID=91435158&HadPinnedHotel=true®ionId=553248635976006029) !["Luxurious Escapes Await: Private Hot Tubs and Kayaks at Norse Geodesic Retreat"](https://images.trvl-media.com/lodging/96000000/95860000/95853800/95853712/0c8b8e87_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### "Luxurious Escapes Await: Private Hot Tubs and Kayaks at Norse Geodesic Retreat" Chester NS $224 nightly $256 total Mar 25 - Mar 26 Total with taxes and fees 10/10 Exceptional! (4 reviews) My partner and I booked for a little getaway for our anniversary, and i have nothing bad to say, a minor issue that was encountered was dealt with promptly, and overall it was a beautiful location and wonderful amenities for our needs. Reviewed on Oct 18, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F25%2F2026&endDate=3%2F26%2F2026&selected=95853712&PinnedHotelID=95853712&HadPinnedHotel=true®ionId=553248635976006029) ![Future Inns Halifax](https://images.trvl-media.com/lodging/1000000/910000/908500/908475/569c133e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Future Inns Halifax 30 Fairfax Dr Halifax NS Fully refundableReserve now, pay when you stay $96 nightly $112 total Apr 3 - Apr 4 Total with taxes and fees 9.2/10 Wonderful! (1,994 reviews) Great location and price. Very friendly staff and rooms were spotless. Property is always very quiet. Reviewed on Mar 23, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F3%2F2026&endDate=4%2F4%2F2026&selected=908475&PinnedHotelID=908475&HadPinnedHotel=true®ionId=553248635976006029) [See all 558 properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F25%2F2026&endDate=3%2F26%2F2026®ionId=553248635976006029) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf 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[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) Explore a world of travel with Expedia ## Other vacations you might like - Top cities in Chester - Vacations and getaways similar to Chester - Best vacation destinations by month - [Chester Vacations ](https://expedia.com/Chester.d58468.Destination-Travel-Guides) - [Western Shore Vacations ](https://expedia.com/Western-Shore.d181860.Destination-Travel-Guides) - [Bayswater Vacations ](https://expedia.com/Bayswater.d6353709.Destination-Travel-Guides) - [East River Vacations ](https://expedia.com/East-River.d3000475360.Destination-Travel-Guides) - [East River Point Vacations ](https://expedia.com/East-River-Point.d553248635977184223.Destination-Travel-Guides) - [Prince Edward Island Vacations ](https://expedia.com/Prince-Edward-Island.d6058122.Destination-Travel-Guides) - [New Brunswick Vacations ](https://expedia.com/New-Brunswick.d11161.Destination-Travel-Guides) - [Quebec Vacations ](https://expedia.com/Quebec.d11183.Destination-Travel-Guides) - [January Vacations and Deals ](https://www.expedia.com/lp/b/where-to-go/vacations-january) - [February Vacations and Deals ](https://www.expedia.com/lp/b/where-to-go/vacations-february) - [March Vacations and Deals ](https://www.expedia.com/lp/b/where-to-go/vacations-march) - [April Vacations and Deals ](https://www.expedia.com/lp/b/where-to-go/vacations-april) - [May Vacations and Deals ](https://www.expedia.com/lp/b/where-to-go/vacations-may) - [June Vacations and Deals ](https://www.expedia.com/lp/b/where-to-go/vacations-june) - [July Vacations and Deals ](https://www.expedia.com/lp/b/where-to-go/vacations-july) - [August Vacations and Deals ](https://www.expedia.com/lp/b/where-to-go/vacations-august) - [September Vacations and Deals ](https://www.expedia.com/lp/b/where-to-go/vacations-september) - [October Vacations and Deals ](https://www.expedia.com/lp/b/where-to-go/vacations-october) - [November Vacations and Deals ](https://www.expedia.com/lp/b/where-to-go/vacations-november) - [December Vacations and Deals ](https://www.expedia.com/lp/b/where-to-go/vacations-december) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app