Title: Chester Vacation Packages 2026 from $594 | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx5931)[Hotels in Chester](https://expedia.com/Chester-Hotels.d5931.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d5931.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d5931.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d5931.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chester Vacations from $594 ## Book a Hotel + Flight or Car together to unlock savings ## Your Chester Vacation Reserve a Chester vacation package that includes everything you need without any unnecessary extras. Great for nightlife, cafes and festivals, consider staying in the neighborhood of Downtown Richmond. A trip to Chester is an ideal opportunity to do a bit of sightseeing. Be sure to visit well-known attractions like [Iron Bridge Sports Park](https://www.expedia.com/Iron-Bridge-Sports-Park-Richmond.d6193094.Vacation-Attraction), [Henricus Historical Park](https://www.expedia.com/Henricus-Historical-Park-Richmond.d6193092.Vacation-Attraction) and [The Lazy Daisy](https://www.expedia.com/The-Lazy-Daisy-Richmond.d553248621532661490.Vacation-Attraction). A few quick clicks is all it takes to build your dream Chester vacation on Expedia. ## The Latest Chester vacation packages Price found within the past 48 hours. Click for updated prices. ![Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort](https://images.trvl-media.com/lodging/5000000/4170000/4161600/4161536/5bfda8e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort $594 per person Apr 2 - Apr 8 found 7 hours ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Richmond (RIC) 9.4/10 Exceptional! (310 reviews) Spacious, clean, except under the night tables beside the bed. Reviewed on Jan 13, 2026 ![Griffin Hotel, an official Colonial Williamsburg Hotel](https://images.trvl-media.com/lodging/14000000/13500000/13499000/13498945/56adda1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Griffin Hotel, an official Colonial Williamsburg Hotel Colonial Williamsburg Save 100% on your flight $718 per person Apr 2 - Apr 8 found 7 hours ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Richmond (RIC) 8.8/10 Excellent! (765 reviews) Great hotel, bathroom was was out dated Reviewed on Feb 2, 2026 ![Wedmore Place](https://images.trvl-media.com/lodging/2000000/1630000/1620700/1620663/76dd9569_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wedmore Place Save 100% on your flight $750 per person Apr 2 - Apr 8 found 7 hours ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Richmond (RIC) 9.4/10 Exceptional! (1,002 reviews) Beautiful place inside and out! Reviewed on Feb 3, 2026 ![Graduate by Hilton Richmond](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/88437c87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Graduate by Hilton Richmond Downtown Richmond $633 per person Apr 24 - Apr 27 found 2 hours ago Roundtrip flight included Boston (BOS) to Richmond (RIC) 8.4/10 Very Good! (1,395 reviews) The AC was super noisy. Only one elevator working, I had to wait really long several time. I ordered a breakfast sandwich explaining I need it in 10 minutes. She told me ok and 15 minutes later it wasn’t here and I had to leave with my client coming to pick me up. A person came to the car and ask me to take it king of aggressively “seriously? take it dude” while I canceled the order at the counter politely before leaving. The sandwich was cold in the center, almost like frozen… couldn’t eat it Reviewed on Jan 29, 2026 ![The Colonies at Williamsburg](https://images.trvl-media.com/lodging/6000000/5090000/5084500/5084488/307a5f35_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Colonies at Williamsburg $773 per person Apr 2 - Apr 8 found 7 hours ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Richmond (RIC) 9/10 Wonderful! (1,000 reviews) I wish we could’ve enjoyed the pool while there. We didn’t pack our swim wear, and when we informed the staff that we would like to go to a local store and purchase swim wear to use their indoor pool facilities, we were informed that being we checked out of our room, we couldn’t come back to the property and use the pool. Felt that being that we had just checked out and were going to come right back and use the pool, im addition, we’ve frequently been to this particular property over the years, they would allow us to use the pool facility for about an hour. That was a little disappointing about the visit. Reviewed on Jan 27, 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/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Chester ![Richmond_ShortPumpTownCenter_6083667_05](https://images.trvl-media.com/place/6083667/b3994274-3d8d-40cd-a8f8-4836c973e947.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Short Pump Town Center 4.5/5(464 reviews) During your trip to Richmond, you can do some window-shopping at Short Pump Town Center. Attend a sporting event or simply enjoy the charming coffeehouses while you're in the area. [](https://expedia.com/Short-Pump-Town-Center-Short-Pump.d6083667.Vacation-Attraction) ![Richmond_KingsDominion_6083631_06](https://images.trvl-media.com/place/6083631/c368d6e9-9f00-42bb-8174-7844912b1192.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Kings Dominion 4.5/5(315 reviews) Bring the family to Kings Dominion and enjoy the excitement of this amusement park in Doswell. Experience the festivals or attend a sporting event in this family-friendly area. [](https://expedia.com/Kings-Dominion-Richmond.d6083631.Vacation-Attraction) ![Richmond_GreaterRichmondConventionCenter_6083623_05](https://images.trvl-media.com/place/6083623/d2a76a1e-4275-4ee6-af7c-aeefd0bd70da.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Greater Richmond Convention Center 4/5(209 reviews) Learn about the events happening at Greater Richmond Convention Center during your trip to Richmond. Wander around the area's picturesque gardens or experience its great live music. [](https://expedia.com/Greater-Richmond-Convention-Center-Downtown-Richmond.d6083623.Vacation-Attraction) ### What to do in Chester ![Historic Trolley Tour](https://mediaim.expedia.com/localexpert/47114079/2339a481-9cfb-4033-90c1-89ec247ad2fb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Historic Trolley Tour $42 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/historic-trolley-tour.a47114079.activity-details) ![Richmond: Guided Hike in James River Park](https://mediaim.expedia.com/localexpert/47891142/e8c23e1a-22ab-4c66-9413-3b5fb4a02afe.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Richmond: Guided Hike in James River Park $35 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/richmond-guided-hike-in-james-river-park.a47891142.activity-details) [See all activities in Chester](https://expedia.com/things-to-do/search?rid=5931) ## Chester Hotel Deals ![SpringHill Suites Chester](https://images.trvl-media.com/lodging/76000000/75960000/75958900/75958849/46736a9c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### SpringHill Suites Chester 12301 REDWATER CREEK ROAD Chester VA Fully refundableReserve now, pay when you stay $123 nightly $143 total Feb 15 - Feb 16 Total with taxes and fees 8.8/10 Excellent! (729 reviews) Excellent Reviewed on Feb 4, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F15%2F2026&endDate=2%2F16%2F2026&selected=75958849&PinnedHotelID=75958849&HadPinnedHotel=true®ionId=5931) ![Quality Inn Chester - South Richmond](https://images.trvl-media.com/lodging/1000000/330000/328900/328830/b22ff0ef_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn Chester - South Richmond 12711 Old Stage Rd Chester VA 6.6/10 (819 reviews) Safe hotel very nice delicious breakfast close to 95. Reviewed on Jan 15, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=328830&PinnedHotelID=328830&HadPinnedHotel=true®ionId=5931) [](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=328830&PinnedHotelID=328830&HadPinnedHotel=true®ionId=5931) ![Candlewood Suites Chester Richmond by IHG](https://images.trvl-media.com/lodging/109000000/108930000/108924000/108923905/bb4c8f23_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Candlewood Suites Chester Richmond by IHG 225 E Hundred Rd Chester VA $97 nightly $113 total Feb 15 - Feb 16 Total with taxes and fees 9/10 Wonderful! (81 reviews) Hotel is new, only opened in June 2025\. The room was very well presented, clean and comfortable. The staff were helpful and the 24hr fresh coffee was great. Will certainly stay there again. Reviewed on Jan 21, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F15%2F2026&endDate=2%2F16%2F2026&selected=108923905&PinnedHotelID=108923905&HadPinnedHotel=true®ionId=5931) [See all 986 properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F8%2F2026&endDate=2%2F9%2F2026®ionId=5931) 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, Virginia, offers a delightful mix of activities perfect for families and business travelers alike. Explore the local shopping mall and adventure arcade for fun experiences. Enjoy outdoor adventures and exciting tours that highlight the area's natural beauty. With a focus on sightseeing and engaging local activities, Chester is a great destination for those looking to relax and have fun in a vibrant community atmosphere. **Shopping** In Chester, you can shop at [The Lazy Daisy](https://www.expedia.com/The-Lazy-Daisy-Richmond.d553248621532661490.Vacation-Attraction) for unique gifts and MastRpieces Unlimited, both located in the area. If you're up for a drive, visit [Southpark Mall](https://www.expedia.com/Southpark-Mall-Richmond.d6140603.Vacation-Attraction), 8 miles away, offering a variety of stores and entertainment options for a vibrant shopping experience. **Recreation** [Parker's Battery Park](https://www.expedia.com/Parkers-Battery-Park-Richmond.d553248621532661488.Vacation-Attraction) offers a tranquil atmosphere perfect for relaxation and wellness activities amidst nature. Just 12 miles away, [River City Sportsplex](https://www.expedia.com/River-City-Sportsplex-Richmond.d642306230127566848.Vacation-Attraction) provides a variety of recreational options, encouraging an active lifestyle. For cultural enrichment, the [Beacon Theatre](https://www.expedia.com/Beacon-Theatre-Hopewell.d553248621565498307.Vacation-Attraction), located 9 miles away, presents engaging performances and entertainment for all ages. **Adventure** At [Iron Bridge Sports Park](https://www.expedia.com/Iron-Bridge-Sports-Park-Richmond.d6193094.Vacation-Attraction) in Chester, dive into an arcadeAdventureZone filled with excitement for the whole family. [Swaders Sports Park](https://www.expedia.com/Swaders-Sports-Park-Richmond.d553248621532661462.Vacation-Attraction), located 8 miles away, offers thrilling activities for adventure seekers. [Uptown Alley](https://www.expedia.com/Uptown-Alley-Richmond.d553248621532661485.Vacation-Attraction), 11 miles from Chester, combines arcade fun with family-friendly vibes for an unforgettable experience. **Nightlife** If you're in Chester, don't miss Hanover Tavern, a charming drinking pub located 28 miles away. It offers a lively atmosphere perfect for enjoying drinks and live entertainment, all while soaking up romantic vibes that make for an unforgettable night out. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions near Chester Chester, Virginia, is perfect for family, business, or city-themed vacations, offering a blend of historic sites, urban parks, and renowned colleges. Visitors can immerse themselves in the local culture while enjoying outdoor activities and family-friendly experiences. Don't miss the chance to explore Chester's rich history and vibrant community, making it a delightful destination for all types of travelers. - **[Virginia State University: ](https://www.expedia.com/Virginia-State-University-Virginia.d6083687.Vacation-Attraction)** Located 8 miles from Chester, Virginia State University is a historic college that embodies rich cultural vibes. It offers a unique glimpse into African American history and educational excellence, with beautiful campus architecture and engaging art installations. - **[Pocahontas State Park: ](https://www.expedia.com/Pocahontas-State-Park-Chesterfield.d553248621532661487.Vacation-Attraction)** Just 7 miles away, Pocahontas State Park is a national park that invites adventure enthusiasts. With scenic trails, fishing spots, and picnic areas, it's perfect for outdoor activities amidst breathtaking natural beauty. - **[Castlewood: ](https://www.expedia.com/Castlewood-Richmond.d6193098.Vacation-Attraction)** Situated 3 miles from Chester, Castlewood is a historic house that showcases cultural heritage. Visitors can explore its fascinating architecture and learn about the local history, making it a must-see for history buffs. ### 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 July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, visitor numbers are slightly low and weather is mostly sunny 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 | 38.3°F (3.5°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | February | 41.9°F (5.5°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 48.6°F (9.2°C) | Light Rain | Mostly Sunny | Average | Slightly High | | April | 58.6°F (14.8°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 67.3°F (19.6°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 75.6°F (24.2°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 80.1°F (26.7°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 77.9°F (25.5°C) | Light Rain | Mostly Sunny | Average | Average | | September | 72.1°F (22.3°C) | Light Rain | Mostly Sunny | Average | Average | | October | 61.5°F (16.4°C) | Light Rain | Mostly Sunny | Average | Average | | November | 49.8°F (9.9°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 43.3°F (6.3°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | ### Tips to save on your trip to Chester - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling to Chester during the low season (December to February) 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 | U.S dollars | | Closest Airport | Richmond Intl. Airport (RIC) | | Population | 21,000 | | Max Temp Winter | 50ºF | | Max Temp Summer | 90ºF | | Top Sights | [Iron Bridge Sports Park](https://www.expedia.com/Iron-Bridge-Sports-Park-Richmond.d6193094.Vacation-Attraction), [Keystone Antique Truck and Tractor Museum](https://www.expedia.com/Keystone-Antique-Truck-And-Tractor-Museum-Richmond.d553248621532661460.Vacation-Attraction) and [Swift Creek Mill Theatre](https://www.expedia.com/Swift-Creek-Mill-Theatre-Richmond.d553248621555612513.Vacation-Attraction) | ## More vacations you might like ![](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 Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](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) ## Frequently asked questions ### How much does a Chester vacation package cost? ### What are the cheapest months to go to Chester? ### How many days is enough for Chester? ### Is it worth booking a vacation package to Chester? ### How to find the best Chester package deals? ### Is it cheaper to book a Chester vacation as a package? ### When to book a vacation package to Chester? ### How to plan a trip to Chester? > 1. Choose when to go: Check your schedule and pack your bags. Your favorite season and the type of activities available will also help you decide when to visit Chester. > 2. Set a budget: Factor in expenses such as flights, meals and transportation when calculating how much to put aside for your trip to Chester. Then, select a hotel that matches your budget, whether that's an affordable stay or a high-end getaway. > 3. Organize your Chester escape with our [trip planning tool](https://www.expedia.com/why/trip-planning): Look for and book accommodations and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Chester together. > 4. Set the duration of your trip: Start by making a list of all the activities and sights you'd like to experience in Chester. Then, estimate how long you'll need for each, including any travel time. > 5. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the right Chester vacation package for you. > 6. Book experiences or activities in advance: Whether it's a ticket to a big attraction or a day trip, you won't have to worry about missing out on the best Chester has to offer. Find all the fun [things to do in Chester](https://www.expedia.com/Things-To-Do-In-Chester.d5931.Travel-Guide-Activities) with our dedicated travel guide. ### Does Expedia offer Book Now, Pay Later Chester vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Hotels near The Lazy Daisy ](https://www.expedia.com/The-Lazy-Daisy-Hotels.0-l553248621532661490-0.Travel-Guide-Filter-Hotels) - [Bermuda Hotels ](https://www.expedia.com/Bermuda-Hotels.d553248635976006794.Travel-Guide-Hotels) - [Hotels near Parker's Battery Park ](https://www.expedia.com/Parkers-Battery-Park-Hotels.0-l553248621532661488-0.Travel-Guide-Filter-Hotels) - [Hotels near Iron Bridge Sports Park ](https://www.expedia.com/Iron-Bridge-Sports-Park-Hotels.0-l6193094-0.Travel-Guide-Filter-Hotels) - [Chesterfield Hotels ](https://www.expedia.com/Chesterfield-Hotels.d180832.Travel-Guide-Hotels) - [Hotels near Castlewood ](https://www.expedia.com/Castlewood-Hotels.0-l6193098-0.Travel-Guide-Filter-Hotels) - [Hotels near Chesterfield Historical Society of Virginia ](https://www.expedia.com/Chesterfield-Historical-Society-Of-Virginia-Hotels.0-l553248621532661489-0.Travel-Guide-Filter-Hotels) - [Hotels near Magnolia Grange ](https://www.expedia.com/Magnolia-Grange-Hotels.0-l6193096-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Chesterfield ](https://www.expedia.com/5Star-Chesterfield-Hotels.s50-0-d180832.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Chesterfield ](https://www.expedia.com/4Star-Chesterfield-Hotels.s40-0-d180832.Travel-Guide-Filter-Hotels) - [Red Roof Inn Hotels in Chesterfield ](https://www.expedia.com/Chesterfield-Hotels-Red-Roof-Inn.0-0-d180832--bRedRoofInn.Travel-Guide-Filter-Hotels) - [Condo Rentals in Chesterfield ](https://www.expedia.com/Chesterfield-Condos.d180832-aaCondos.Travel-Guide-Accommodation) - [Houseboats in Chesterfield ](https://www.expedia.com/Chesterfield-Houseboats.d180832-aaHouseboats.Travel-Guide-Accommodation) - [Luxury Hotels in Chesterfield ](https://www.expedia.com/Chesterfield-Hotels-Luxury-Hotel.0-0-d180832-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Chesterfield ](https://www.expedia.com/3Star-Chesterfield-Hotels.s30-0-d180832.Travel-Guide-Filter-Hotels) - [Motels in Chesterfield ](https://www.expedia.com/Chesterfield-Motels.d180832-aaMotels.Travel-Guide-Accommodation) - [B&B in Chesterfield ](https://www.expedia.com/Chesterfield-Bed-And-Breakfast.d180832-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Gay friendly Hotels in Chesterfield ](https://www.expedia.com/Chesterfield-Hotels-LGBT-Welcoming-Hotel.0-0-d180832-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [La Quinta Inn & Suites Hotels in Chesterfield ](https://www.expedia.com/Chesterfield-Hotels-La-Quinta-Inn-Suites.0-0-d180832--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels) - [Vacation Homes in Chesterfield ](https://www.expedia.com/Chesterfield-Private-Vacation-Homes.d180832-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [OYO Rooms Hotels in Chesterfield ](https://www.expedia.com/Chesterfield-Hotels-OYO-Rooms.0-0-d180832--bOYORooms.Travel-Guide-Filter-Hotels) - [Hotels near Bellwood ](https://www.expedia.com/Bellwood-Richmond-Hotels.0-n553248634999265085-0.Travel-Guide-Filter-Hotels) - [Hotels near Henricus Historical Park ](https://www.expedia.com/Henricus-Historical-Park-Hotels.0-l6193092-0.Travel-Guide-Filter-Hotels) - [Hotels near Dutch Gap Conservation Area ](https://www.expedia.com/Dutch-Gap-Conservation-Area-Hotels.0-l553248621561864396-0.Travel-Guide-Filter-Hotels) - [Hotels near Swift Creek Mill Theatre ](https://www.expedia.com/Swift-Creek-Mill-Theatre-Hotels.0-l553248621555612513-0.Travel-Guide-Filter-Hotels) - [Hotels near Point of Rocks Park ](https://www.expedia.com/Point-Of-Rocks-Park-Hotels.0-l6140601-0.Travel-Guide-Filter-Hotels) - [Woodvale Hotels ](https://www.expedia.com/Woodvale-Hotels.d6351087.Travel-Guide-Hotels) - [Villas in Woodvale ](https://www.expedia.com/Woodvale-Villas.d6351087-aaVillas.Travel-Guide-Accommodation) - [Motels in Woodvale ](https://www.expedia.com/Woodvale-Motels.d6351087-aaMotels.Travel-Guide-Accommodation) - [Hotels with Free Parking in Woodvale ](https://www.expedia.com/Woodvale-Hotels-Hotels-With-Free-Parking.0-0-d6351087-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Woodvale ](https://www.expedia.com/Woodvale-Hotels-Hotel-With-Pool.0-0-d6351087-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Bars in Woodvale ](https://www.expedia.com/Woodvale-Hotels-Bar-Hotel.0-0-d6351087-tBarHotel.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Woodvale ](https://www.expedia.com/3Star-Woodvale-Hotels.s30-0-d6351087.Travel-Guide-Filter-Hotels) - [Hotels with Laundry Facilities in Woodvale ](https://www.expedia.com/Woodvale-Hotels-Hotels-With-Laundry-Facilities.0-0-d6351087-tHotelswithLaundryFacilities.Travel-Guide-Filter-Hotels) - [Historic Hotels in Woodvale ](https://www.expedia.com/Woodvale-Hotels-Historic-Hotel.0-0-d6351087-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Woodvale ](https://www.expedia.com/Woodvale-Hotels-Couples-Resorts-Hotels.0-0-d6351087-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels near Richmond National Battlefield Park ](https://www.expedia.com/Richmond-National-Battlefield-Park-Hotels.0-l6093257-0.Travel-Guide-Filter-Hotels) - [Colonial Heights Hotels ](https://www.expedia.com/Colonial-Heights-Hotels.d7355.Travel-Guide-Hotels) - [Hotels near Pocahontas State Park ](https://www.expedia.com/Pocahontas-State-Park-Hotels.0-l553248621532661487-0.Travel-Guide-Filter-Hotels) - [Pet-friendly Hotels in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Hotels-Pet-Friendly-Hotel.0-0-d7355-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Hotels-Cheap-Hotels.0-0-d7355-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Hotels-Hotels-With-Indoor-Pool.0-0-d7355-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Hotels-Hotels-With-Restaurants.0-0-d7355-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Hotels-Hotels-With-Hot-Tubs.0-0-d7355-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Hotels-Hotels-With-Kitchens.0-0-d7355-tHotelswithKitchens.Travel-Guide-Filter-Hotels) - [Hotels with Bars in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Hotels-Bar-Hotel.0-0-d7355-tBarHotel.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Hotels-Hotels-With-Adjoining-Rooms.0-0-d7355-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Hotels-Hotels-With-Balconies.0-0-d7355-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Apartments in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Apartments.d7355-aaApartments.Travel-Guide-Accommodation) - [B&B in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Bed-And-Breakfast.d7355-aaBedAndBreakfast.Travel-Guide-Accommodation) - [La Quinta Inn & Suites Hotels in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Hotels-La-Quinta-Inn-Suites.0-0-d7355--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels) - [Motels in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Motels.d7355-aaMotels.Travel-Guide-Accommodation) - [Hotels with a Pool in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Hotels-Hotel-With-Pool.0-0-d7355-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Suites in Colonial Heights ](https://www.expedia.com/Colonial-Heights-Hotels-Hotel-Suites.0-0-d7355-tHotelSuites.Travel-Guide-Filter-Hotels) - [Flights to Chesterfield ](https://www.expedia.com/Cheap-Flights-To-Chesterfield.d180832.Travel-Guide-Flights) - [Flights from Chesterfield ](https://www.expedia.com/lp/flights/180832/flights-from-chesterfield) - [Flights to Colonial Heights City County ](https://www.expedia.com/Destinations-In-Colonial-Heights-City-County.d553248635976431404.Flight-Destinations) - [Flights to Colonial Heights ](https://www.expedia.com/Cheap-Flights-To-Colonial-Heights.d7355.Travel-Guide-Flights) - [Flights from Colonial Heights ](https://www.expedia.com/lp/flights/7355/flights-from-colonial-heights) - [The Lazy Daisy ](https://www.expedia.com/The-Lazy-Daisy-Richmond.d553248621532661490.Vacation-Attraction) - [Bermuda Vacations ](https://www.expedia.com/Bermuda.d553248635976006794.Destination-Travel-Guides) - [Parker's Battery Park ](https://www.expedia.com/Parkers-Battery-Park-Richmond.d553248621532661488.Vacation-Attraction) - [Iron Bridge Sports Park ](https://www.expedia.com/Iron-Bridge-Sports-Park-Richmond.d6193094.Vacation-Attraction) - [Castlewood ](https://www.expedia.com/Castlewood-Richmond.d6193098.Vacation-Attraction) - [Magnolia Grange ](https://www.expedia.com/Magnolia-Grange-Richmond.d6193096.Vacation-Attraction) - [Chesterfield Vacations ](https://www.expedia.com/Chesterfield.d180832.Destination-Travel-Guides) - [Visit Chesterfield ](https://www.expedia.com/Chesterfield.dx180832) - [Henricus Historical Park ](https://www.expedia.com/Henricus-Historical-Park-Richmond.d6193092.Vacation-Attraction) - [Dutch Gap Conservation Area ](https://www.expedia.com/Dutch-Gap-Conservation-Area-Richmond.d553248621561864396.Vacation-Attraction) - [Swift Creek Mill Theatre ](https://www.expedia.com/Swift-Creek-Mill-Theatre-Richmond.d553248621555612513.Vacation-Attraction) - [Point of Rocks Park ](https://www.expedia.com/Point-Of-Rocks-Park-Richmond.d6140601.Vacation-Attraction) - [Visit Woodvale ](https://www.expedia.com/Woodvale.dx6351087) - [Richmond National Battlefield Park ](https://www.expedia.com/Richmond-National-Battlefield-Park-Richmond.d6093257.Vacation-Attraction) - [Pocahontas State Park ](https://www.expedia.com/Pocahontas-State-Park-Chesterfield.d553248621532661487.Vacation-Attraction) - [Colonial Heights Vacations ](https://www.expedia.com/Colonial-Heights.d7355.Destination-Travel-Guides) - [Southpark Mall ](https://www.expedia.com/Southpark-Mall-Richmond.d6140603.Vacation-Attraction) - [Pocahontas State Park Museum ](https://www.expedia.com/Pocahontas-State-Park-Museum-Richmond.d553248621563220611.Vacation-Attraction) - [Visit Colonial Heights ](https://www.expedia.com/Colonial-Heights.dx7355) - [Car rentals near Castlewood ](https://www.expedia.com/Car-Rentals-In-Castlewood.d6193098.Car-Rental-Guide) - [Car rentals near Chesterfield ](https://www.expedia.com/Car-Rentals-In-Chesterfield.d180832.Car-Rental-Guide) - [Budget Rental Cars in Chesterfield ](https://www.expedia.com/Budget-Car-Rentals-In-Chesterfield.d180832-c39.Car-Rental-Guide-Suppliers) - [Minivan Car Rentals in Chesterfield ](https://www.expedia.com/Minivan-Car-Rentals-In-Chesterfield.d180832-tMinivan.Car-Rental-Guide-Class) - [Luxury Car Rentals in Chesterfield ](https://www.expedia.com/Luxury-Car-Rentals-In-Chesterfield.d180832-tLuxury.Car-Rental-Guide-Class) - [Alamo Rent A Car Rental Cars in Chesterfield ](https://www.expedia.com/Alamo-Rent-A-Car-Car-Rentals-In-Chesterfield.d180832-c6.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Chesterfield ](https://www.expedia.com/Sixt-Car-Rentals-In-Chesterfield.d180832-c35.Car-Rental-Guide-Suppliers) - [Car rentals near Chesterfield Court House ](https://www.expedia.com/Car-Rentals-In-Chesterfield-Court-House.d553248634999299831.Car-Rental-Guide) - [Car rentals near Bellwood ](https://www.expedia.com/Car-Rentals-In-Bellwood.d553248634999265085.Car-Rental-Guide) - [Car rentals near Point of Rocks Park ](https://www.expedia.com/Car-Rentals-In-Point-Of-Rocks-Park.d6140601.Car-Rental-Guide) - [Car rentals near Woodvale ](https://www.expedia.com/Car-Rentals-In-Woodvale.d6351087.Car-Rental-Guide) - [Car rentals near Bensley ](https://www.expedia.com/Car-Rentals-In-Bensley.d553248634999361987.Car-Rental-Guide) - [Car rentals near Colonial Heights ](https://www.expedia.com/Car-Rentals-In-Colonial-Heights.d7355.Car-Rental-Guide) - [Enterprise Rental Cars in Colonial Heights ](https://www.expedia.com/Enterprise-Car-Rentals-In-Colonial-Heights.d7355-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Colonial Heights ](https://www.expedia.com/Hertz-Car-Rentals-In-Colonial-Heights.d7355-c40.Car-Rental-Guide-Suppliers) - [Car rentals in Budget 5856 Ne Columbia Boulevard ](https://www.expedia.com/Budget-at-5856-Ne-Columbia-Boulevard-Portland-Oregon-USA.v7355.Car-Rental-Guide-Location) - [Avis Rental Cars in Colonial Heights ](https://www.expedia.com/Avis-Car-Rentals-In-Colonial-Heights.d7355-c41.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Colonial Heights ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Colonial-Heights.d7355-c45.Car-Rental-Guide-Suppliers) - [National Car Rental Rental Cars in Colonial Heights ](https://www.expedia.com/National-Car-Rental-Car-Rentals-In-Colonial-Heights.d7355-c42.Car-Rental-Guide-Suppliers) - [Van Car Rentals in Colonial Heights ](https://www.expedia.com/Van-Car-Rentals-In-Colonial-Heights.d7355-tVan.Car-Rental-Guide-Class) - [Chesterfield Vacation Rentals ](https://www.expedia.com/Chesterfield-Vacation-Rentals.d180832.Travel-Guide-VacationRentals) - [Things to do in Chesterfield ](https://www.expedia.com/Things-To-Do-In-Chesterfield.d180832.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.