Title: Caroline County Vacation Packages 2026 from $335 | Expedia.com [Caroline County Hotels](https://expedia.com/Destinations-In-Caroline-County.d553248635976433385.Hotel-Destinations)[Vacation Rentals in Caroline County](https://expedia.com/Destinations-In-Caroline-County.d553248635976433385.Vacation-Rental-Destinations)[Caroline County Flights](https://expedia.com/Destinations-In-Caroline-County.d553248635976433385.Flight-Destinations)[Car Rentals in Caroline County](https://expedia.com/Destinations-In-Caroline-County.d553248635976433385.Car-Rental-Destinations) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Caroline County Vacations & Trips from $335 ## Book a Hotel + Flight or Car together to unlock savings ### Your Caroline County Vacation Set off on your next epic adventure with a Caroline County vacation package, and leave relaxed knowing the finer details are taken care of. Plus with the ability to tailor your escape, it'll be one you won't forget. You'll have a long to-do list during your trip to Caroline County. One top city you'll want to spend some time in is [Bowling Green](https://www.expedia.com/Bowling-Green.d6131158.Destination-Travel-Guides). Expedia has hotels, flights, car rentals and more to help you organize your dream Caroline County vacation today. ## The Latest Caroline County Vacation Packages Price found within the past 48 hours. Click for updated prices. ![The Berkeley Hotel](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/2c75da2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Berkeley Hotel Downtown Richmond $335 per person May 7 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Richmond (RIC) 8.8/10 Excellent! (1,540 reviews) Room was recently renovated and it was excellent. Very comfortable. Reviewed on Feb 8, 2026 ![The Virginia Cliffe Inn](https://images.trvl-media.com/lodging/35000000/34510000/34505700/34505697/c75ecfba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Virginia Cliffe Inn $623 per person Apr 25 - Apr 29 found 1 day ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Richmond (RIC) 9.6/10 Exceptional! (120 reviews) The room was lovely and spotless. The grounds are beautiful. Judy does a delicious breakfast! She was very friendly and chatted a bit, which I appreciated since I was the only guest at the table. Reviewed on Nov 14, 2025 ![Hilton Richmond Downtown](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/ac129764_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Richmond Downtown Downtown Richmond $458 per person May 7 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Richmond (RIC) 8.4/10 Very Good! (1,004 reviews) Nice hotel. Accommodating and professional Big room. Pet friendly but no grass or pet area available. Reviewed on Feb 13, 2026 ![A house full of steel balls and games](https://images.trvl-media.com/lodging/43000000/42650000/42645600/42645553/cf90d53b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### A house full of steel balls and games Dumbarton $387 per person Mar 18 - Mar 22 found 20 hours ago Roundtrip flight included Boston (BOS) to Richmond (RIC) 9.6/10 Exceptional! (99 reviews) We had a great experience staying at Pinball Pete’s place. Very clean, cozy, comfortable, with use of the kitchen and some food provided … and, of course, pinball! Our host also went above and beyond in helping us to resolve an unexpected issue. Hoping to stay there again in the future. Reviewed on Dec 22, 2025 ![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 $443 per person May 7 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Richmond (RIC) 8.4/10 Very Good! (1,395 reviews) The front desk was friendly and helpful. Check-in was easy as was check-out. Room was clean. Easy to get to our venue too! Reviewed on Feb 15, 2026 ![](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_553248635976433385) ## Find the Best Caroline County Vacation Packages ## Caroline County Essential Information | Language | English | | --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Richmond Intl. Airport (RIC) | | Top Sights | [Mattaponi Springs Golf Club](https://www.expedia.com/Mattaponi-Springs-Golf-Club-Ruther-Glen.d553248621561864315.Vacation-Attraction) and [Pendleton Golf Club](https://www.expedia.com/Pendleton-Golf-Club-Ruther-Glen.d553248621565606436.Vacation-Attraction) | ## Caroline County Hotel Deals ![Omni Richmond Hotel](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Omni Richmond Hotel 100 S 12th St Richmond VA Fully refundableReserve now, pay when you stay $151 nightly $176 total Mar 1 - Mar 2 Total with taxes and fees 9/10 Wonderful! (1,331 reviews) The room is clean and comfortable. The location is great, love the easy access to Starbucks and Chick Fil A for quick bites and coffee right downstairs. Logging into free wifi a little tricky but quickly resolved. Reviewed on Feb 9, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=13817&PinnedHotelID=13817&HadPinnedHotel=true®ionId=553248635976433385) ![The Jefferson Hotel](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Jefferson Hotel 101 West Franklin Street Richmond VA Fully refundableReserve now, pay when you stay $295 nightly $343 total Mar 1 - Mar 2 Total with taxes and fees 9.8/10 Exceptional! (1,011 reviews) Beautiful property we visit often. Reviewed on Feb 7, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=9868548&PinnedHotelID=9868548&HadPinnedHotel=true®ionId=553248635976433385) ![Regency Inn Richmond](https://images.trvl-media.com/lodging/1000000/20000/13900/13851/d4110985_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Regency Inn Richmond 1500 Eastridge Road Richmond VA Fully refundableReserve now, pay when you stay $62 nightly $72 total Mar 5 - Mar 6 Total with taxes and fees 7.8/10 Good! (1,244 reviews) Friendly & helpful staff. Conveniently located. Reviewed on Feb 9, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F5%2F2026&endDate=3%2F6%2F2026&selected=13851&PinnedHotelID=13851&HadPinnedHotel=true®ionId=553248635976433385) [See all 1,665 properties in Caroline County](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F16%2F2026&endDate=2%2F17%2F2026®ionId=553248635976433385) 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 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) Explore a world of travel with Expedia ## Other vacations you might like - Top cities in Caroline County - Vacations and getaways similar to Caroline County - Best vacation destinations by month - [Ruther Glen Vacations ](https://expedia.com/Ruther-Glen.d12056.Destination-Travel-Guides) - [Woodford Vacations ](https://expedia.com/Woodford.d176301.Destination-Travel-Guides) - [Bowling Green Vacations ](https://expedia.com/Bowling-Green.d6131158.Destination-Travel-Guides) - [Port Royal Vacations ](https://expedia.com/Port-Royal.d184104.Destination-Travel-Guides) - [North Carolina Vacations ](https://expedia.com/North-Carolina.d235.Destination-Travel-Guides) - [Tennessee Vacations ](https://expedia.com/Tennessee.d244.Destination-Travel-Guides) - [Maryland Vacations ](https://expedia.com/Maryland.d222.Destination-Travel-Guides) - [Kentucky Vacations ](https://expedia.com/Kentucky.d219.Destination-Travel-Guides) - [West Virginia Vacations ](https://expedia.com/West-Virginia.d250.Destination-Travel-Guides) - [District of Columbia Vacations ](https://expedia.com/District-Of-Columbia.d210.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.