Title: Castlewood Travel Guide: Best of Castlewood, Lexington Travel 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)[Castlewood Holidays](https://expedia.co.uk/Castlewood.d902672368221388800.Holidays-City-Breaks) # Castlewood Travel Guide ## Lexington ## Visit Castlewood Things to do Hotels Where to stay [Lexington travel guide](https://expedia.co.uk/Lexington.dx603003) --- ### 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 4.5/5(5 reviews) 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 5/5(1 review) 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) ![Horse barn in Kentucky](https://images.trvl-media.com/place/6062637/70731c8c-e6e3-4dbe-a5e4-fefcf830477a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Keeneland Racing Course 4.5/5(3 reviews) Enjoy a trip to Keeneland Racing Course and popular activities such as horse riding in Lexington. You can attend a sporting event while in the area. [](https://expedia.co.uk/Keeneland-Racing-Course-Lexington.d6062637.Attraction) ![Aerial photograph of the Lexington, Kentucky skyline at night with the city alite.](https://images.trvl-media.com/place/6062621/354fde05-f15e-4374-8922-0fe5690bdffb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Rupp Arena 4/5(1 review) Catch an event at Rupp Arena and enjoy other activities in Lexington such as horse riding.Attend a sporting event or simply enjoy the lively bars while you're in the area. [](https://expedia.co.uk/Rupp-Arena-Downtown-Lexington.d6062621.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 4/5(2 reviews) 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) ![Facades of modern architecture buildings in the midwest American city of Lexington in Kentucky.](https://images.trvl-media.com/place/6173374/458c6839-92d8-434d-b960-f12da0ca8d07.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lexington Convention Center 3/5(1 review) Learn about the events happening in Lexington Convention Center during your trip to Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area. [](https://expedia.co.uk/Lexington-Convention-Center-Downtown-Lexington.d6173374.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-In-Lexington.d603003.Travel-Guide-Activities) --- ## 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 £160 22 Mar - 23 Mar includes taxes & fees Stay at this hotel in Lexington. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in their reviews. ... 9.6/10 Exceptional! (1,182 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 £94 12 Mar - 13 Mar includes taxes & fees Stay at this hotel in Lexington. Enjoy free Wi-Fi, an outdoor pool and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular attractions ... 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 Stay at this business-friendly hotel in Lexington. Enjoy 2 restaurants, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff ... 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) ![Hyatt Regency Lexington](https://images.trvl-media.com/lodging/1000000/10000/3500/3461/c0c49295_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Lexington 401 W High St Lexington KY £125 10 Mar - 11 Mar includes taxes & fees Stay at this business-friendly hotel in Lexington. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ... 8.8/10 Excellent! (1,008 reviews) Was in Lexington for a doctors appointment in the UK basketball game. The convenience of walking to the lobby of my hotel straight to rep Arena cannot be matched. Reviewed on 3 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=10%2F03%2F2026&endDate=11%2F03%2F2026&selected=3461&PinnedHotelID=3461&HadPinnedHotel=true®ionId=902672368221388800) ![Elwood Hotel & Suites](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219782/f131bcc5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Elwood Hotel & Suites 444 Parkway Drive Lexington KY £78 10 Mar - 11 Mar includes taxes & fees Stay at this hotel in Lexington. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in their reviews. ... 9.4/10 Exceptional! (1,039 reviews) Did not use Reviewed on 3 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=10%2F03%2F2026&endDate=11%2F03%2F2026&selected=2219782&PinnedHotelID=2219782&HadPinnedHotel=true®ionId=902672368221388800) ![Quality Inn Lexington -Horse Park](https://images.trvl-media.com/lodging/1000000/30000/22700/22656/6339efc4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn Lexington -Horse Park 1938 Stanton Way Lexington KY £57 29 Mar - 30 Mar includes taxes & fees Stay at this golf hotel in Lexington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ... 8.2/10 Very Good! (1,634 reviews) La habitación estaba impecable y el personal muy amable Reviewed on 1 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=22656&PinnedHotelID=22656&HadPinnedHotel=true®ionId=902672368221388800) [See all 838 properties in Castlewood](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&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/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=DX-NH_SPRING_PROMO_902672368221388800) ## Check Castlewood hotel availability [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=902672368221388800&startDate=2026-03-04&endDate=2026-03-05)[4 Mar - 5 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=902672368221388800&startDate=2026-03-04&endDate=2026-03-05) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=902672368221388800&startDate=2026-03-05&endDate=2026-03-06)[5 Mar - 6 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=902672368221388800&startDate=2026-03-05&endDate=2026-03-06) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=902672368221388800&startDate=06%2F03%2F2026&endDate=08%2F03%2F2026)[6 Mar - 8 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=902672368221388800&startDate=06%2F03%2F2026&endDate=08%2F03%2F2026) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=902672368221388800&startDate=13%2F03%2F2026&endDate=15%2F03%2F2026)[13 Mar - 15 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=902672368221388800&startDate=13%2F03%2F2026&endDate=15%2F03%2F2026) --- ### Other neighbourhoods around Castlewood ![Summer sunset over barn and fence row along Kentucky's backroads](https://images.trvl-media.com/place/553248635976471819/36eb3bf1-59cd-44a6-9f5a-dc22e010e5ba.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### North Upper Street Though North Upper Street may not have many top sights, you can venture to the surrounding area to see attractions like Lexington Opera House and Mary Todd Lincoln House. [](https://expedia.co.uk/Lexington-North-Upper-Street.dx553248635976480386) ![Amazing piece of art. Finally got to see it in person ](https://images.trvl-media.com/place/2054/d3ca1c23-97a4-4dd7-a777-641db2ae0cab.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Martin Luther King If you're spending some time in Martin Luther King, Lyric Theatre and Cultural Arts Center and Downtown Arts Center are top sights worth seeing. [](https://expedia.co.uk/Lexington-Martin-Luther-King.dx553248635976479326) ![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. [](https://expedia.co.uk/Lexington-Northside-District.dx553248635976469072) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Kenwick While there might not be top attractions in Kenwick, you can explore the larger area and discover places like Ashland Henry Clay Estate and Singletary Center for the Arts. [](https://expedia.co.uk/Lexington-Kenwick.dx944884315578441728) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Fairway While Fairway may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Ashland Henry Clay Estate and Singletary Center for the Arts. [](https://expedia.co.uk/Lexington-Fairway.dx553248635976478985) ![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 While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena. [](https://expedia.co.uk/Lexington-Downtown-Lexington.dx553248635982135102) --- --- - [Stays](?pwaLob=wizard-hotel-pwa-v2) - [Packages](?pwaLob=wizard-package-pwa) - [Flights](?pwaLob=wizard-flight-pwa) - [Things to do](?pwaLob=wizard-lx-pwa) - [Cruises](?pwaLob=wizard-cruise-pwa) - [Cars](?pwaLob=wizard-car-pwa) # Castlewood Travel Guide ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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