Title: Castlewood Holidays 2026 | Expedia.co.uk [Hotels in Castlewood](https://expedia.co.uk/Castlewood-Hotels.d902672368221388800.Travel-Guide-Hotels)[Flights to Lexington](https://expedia.co.uk/Cheap-Flights-To-Lexington.d603003.Travel-Guide-Flights)[Things to do in Lexington](https://expedia.co.uk/Things-To-Do-In-Lexington.d603003.Travel-Guide-Activities)[Castlewood Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Castlewood.d902672368221388800.Car-Hire-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Castlewood Holidays ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 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 Packages with flights are ATOL protected ## Where to stay in Castlewood Find the best Castlewood areas and neighborhoods for the activities you enjoy most. [Learn more about Castlewood](https://expedia.co.uk/Lexington-Castlewood.dx902672368221388800) ![4th of July festival](https://images.trvl-media.com/place/2054/7d8ed79d-c6b3-4f9a-b6b3-4a11fe78893f.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Lexington 2 out of top 10 points of interest in this area While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena. [Find hotels in Downtown Lexington](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635982135102) ![4th of July festival](https://images.trvl-media.com/place/2054/7d8ed79d-c6b3-4f9a-b6b3-4a11fe78893f.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Northside District While visiting Northside District, you might make a stop by sights like Lexington Opera House and West Sixth Brewing. [Find hotels in Northside District](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635976469072) ![Aerial View Isolated on the State Capital City Downtown Frankfort Kentucky](https://images.trvl-media.com/place/553248635976480661/3efac8a2-1dc6-4123-b4c7-289478987b7d.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Liberty Area 1 out of top 10 points of interest in this area 4/5(1 area review) If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilon are top sights worth seeing. [Find hotels in Liberty Area](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635976480661) ![The first United Methodist church downtown Lexington.](https://images.trvl-media.com/place/2054/5b7b49e5-aeed-412d-be09-6bbe614133de.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Historic South Hill While Historic South Hill may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Rupp Arena. [Find hotels in Historic South Hill](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635976469701) ![Beaumont Center trail. A lovely trail behind the Beaumont farm apartments. Lovely day for a walk down the trail.](https://images.trvl-media.com/place/2054/db642022-6913-429b-bd0d-392787b10992.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Beaumont Residential While Beaumont Residential isn't home to many top sights, Kentucky Aviation Museum and Keeneland Racing Course are some notable places to visit nearby. [Find hotels in Beaumont Residential](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635976471819) ## Top hotels in Castlewood ![The Manchester ](https://images.trvl-media.com/lodging/93000000/92440000/92430600/92430541/f02815a4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Manchester 941 Manchester St Lexington KY Fully refundableReserve now, pay when you stay £160 22 Mar - 23 Mar includes taxes & fees 9.6/10 Exceptional! (1,181 reviews) Remarkable MCM hotel with unique taste throughout. Friendly staff. Cozy bar, restaurant and lounge. Reviewed on 2 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=92430541&PinnedHotelID=92430541&HadPinnedHotel=true®ionId=902672368221388800) ![DoubleTree Suites by Hilton Hotel Lexington](https://images.trvl-media.com/lodging/1000000/10000/9900/9900/a13e8efc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree Suites by Hilton Hotel Lexington 2601 Richmond Rd Lexington KY Fully refundableReserve now, pay when you stay £94 12 Mar - 13 Mar includes taxes & fees 8.8/10 Excellent! (1,005 reviews) Great staff!! Reviewed on 2 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=12%2F03%2F2026&endDate=13%2F03%2F2026&selected=9900&PinnedHotelID=9900&HadPinnedHotel=true®ionId=902672368221388800) ![Hilton Lexington/Downtown](https://images.trvl-media.com/lodging/1000000/10000/2200/2101/b9ab6063_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Lexington/Downtown 369 West Vine Street Lexington KY Fully refundableReserve now, pay when you stay £131 31 Mar - 1 Apr includes taxes & fees 8.4/10 Very Good! (1,002 reviews) Of the 4 Hilton's I stay in regularly in KY and TN, this one has room for improvement. Building is very old and was the most luxurious of the downtown hotels. Unfortunately all that was lost during a bad renovation. Property is not a luxury hotel at all. Problems everywhere. Horrible wall paper pealing ... Reviewed on 28 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=31%2F03%2F2026&endDate=01%2F04%2F2026&selected=2101&PinnedHotelID=2101&HadPinnedHotel=true®ionId=902672368221388800) [See all 838 properties in Castlewood](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F03%2F2026&endDate=06%2F03%2F2026®ionId=902672368221388800) 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 Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.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) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday 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.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Popular places to visit ![Kentucky Horse Park showing land animals](https://images.trvl-media.com/place/6062603/def85b29-11a4-4658-9dd9-2740c5e40aee.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Kentucky Horse Park Enjoy a trip to Kentucky Horse Park and popular activities such as horse riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area. [](https://expedia.co.uk/Kentucky-Horse-Park-Lexington.d6062603.Attraction) ![Panorama of an autumn, colorful lawn surrounded by buildings in downtown Lexington, Kentucky](https://images.trvl-media.com/place/6062605/185f7d52-ee3c-4550-bf71-3939a597b217.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### University of Kentucky Take a campus tour or just explore the area of University of Kentucky during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area. [](https://expedia.co.uk/University-Of-Kentucky-Lexington.d6062605.Attraction) ![The bottling line for the special single barrel Blantons Bourbon. ](https://images.trvl-media.com/place/7262/a9276a3e-fd4a-44ad-bf04-3f76dcbda506.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Buffalo Trace Distillery You can take time to visit Buffalo Trace Distillery during your travels to Frankfort. You can seek out the hiking trails while in the area. [](https://expedia.co.uk/Buffalo-Trace-Distillery-Lexington.d553248621587339578.Attraction) ### Things to do ![Experience Rebecca Ruth Chocolate Tour & Museum!](https://mediaim.expedia.com/localexpert/1358370/fef83701-f93b-4351-8789-3ac82fda4d15.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Experience Rebecca Ruth Chocolate Tour & Museum! £7 per adult **80%** of travellers recommend [](https://expedia.co.uk/things-to-do/experience-rebecca-ruth-chocolate-tour-museum.a1358370.activity-details) ![Unique Horse Farm Tours with Insider Access to Private Farms](https://mediaim.expedia.com/localexpert/674444/83731e47-46fb-498d-8652-e673bdca50fd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Unique Horse Farm Tours with Insider Access to Private Farms £44 per adult **90%** of travellers recommend [](https://expedia.co.uk/things-to-do/unique-horse-farm-tours-with-insider-access-to-private-farms.a674444.activity-details) ![Experience Rebecca Ruth Chocolate Tour & Museum: Group limit 15](https://mediaim.expedia.com/localexpert/1358355/c1a20b52-8a00-4314-8ceb-e20245e3f0ce.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Experience Rebecca Ruth Chocolate Tour & Museum £7 per adult [](https://expedia.co.uk/things-to-do/experience-rebecca-ruth-chocolate-tour-museum.a1358355.activity-details) [See all activities in Lexington](https://expedia.co.uk/things-to-do/search?rid=902672368221388800) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.