Title: James Monroe's Highland Tours - Book Now | Expedia.com [James Monroe's Highland Hotels](https://expedia.com/James-Monroes-Highland-Hotels.0-l6082901-0.Travel-Guide-Filter-Hotels)[Flights to Charlottesville](https://expedia.com/Cheap-Flights-To-Charlottesville.d6057012.Travel-Guide-Flights)[Things to do in Charlottesville](https://expedia.com/Things-To-Do-In-Charlottesville.d6057012.Travel-Guide-Activities)[Car Rentals in James Monroe's Highland](https://expedia.com/Car-Rentals-In-Ash-Lawn-Highland.d6082901.Car-Rental-Guide)[Charlottesville Vacation Packages](https://expedia.com/Charlottesville.d6057012.Destination-Travel-Guides) # James Monroe's Highland Tours ## Visit James Monroe's Highland Activities --- --- It's always interesting visiting houses from another era. Wander around Ash Lawn-Highland and try to imagine how this historic house once was. This historically significant residence is often on the itineraries of travelers to [Charlottesville](https://www.expedia.com/Charlottesville.dx6057012). But Ash Lawn-Highland isn't the area's only drawcard. Monticello, University of Virginia, and Downtown Mall are some other interesting sights close by. ## Plan a trip to see James Monroe's Highland Price found within the past 48 hours. Click for updated prices. ![The Draftsman, Charlottesville, University, Autograph Collection Hotel](https://images.trvl-media.com/lodging/22000000/21500000/21490500/21490417/0d9fbbcb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Draftsman, Charlottesville, University, Autograph Collection Hotel 10th and Page $1,144 per person Apr 3 - Apr 5 found 13 hours ago Roundtrip non-stop flight included Tampa (TPA) to Charlottesville (CHO) 9.4/10 Exceptional! (323 reviews) All of the above! Everyone was wonderful Reviewed on Feb 17, 2026 ![Kimpton The Forum Hotel by IHG](https://images.trvl-media.com/lodging/91000000/90010000/90001500/90001426/9e3e0bf0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton The Forum Hotel by IHG UVA $1,268 per person Apr 3 - Apr 5 found 13 hours ago Roundtrip non-stop flight included Tampa (TPA) to Charlottesville (CHO) 9.6/10 Exceptional! (397 reviews) Staff were super friendly,helpful…totally top notch. Service, food, value, ambience…all excellent. Reviewed on Feb 23, 2026 ![Oasis Near Charlottesville With Pool Grill](https://images.trvl-media.com/lodging/104000000/103160000/103154700/103154684/w3000h1997x0y0-f00a7868_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oasis Near Charlottesville With Pool Grill $2,648 per person Apr 3 - Apr 5 found 13 hours ago Roundtrip non-stop flight included Tampa (TPA) to Charlottesville (CHO) No reviews ### Popular places to visit ![Beautiful views, lots of good apple-related for and drink, and you can wander the orchard picking your own apples fresh off the tree.](https://images.trvl-media.com/place/553248621532661667/bb6f231b-1a70-402b-9284-2a1a9b8416ab.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Carter Mountain Orchard Enjoy an outing to Carter Mountain Orchard during your stay in Charlottesville. Experience the area's acclaimed theater scene or attend a sporting event. [](https://expedia.com/Carter-Mountain-Orchard-Charlottesville.d553248621532661667.Vacation-Attraction) ![Monticello showing a memorial and heritage architecture](https://images.trvl-media.com/place/6082929/abf8d200-964f-48b4-a110-32e63f1774c7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Monticello You may recognise this elegant plantation estate, the historic home of Thomas Jefferson, from its depiction on the back of some U.S. nickels. [](https://expedia.com/Monticello-Charlottesville.d6082929.Vacation-Attraction) ![Charlottesville showing cafe scenes and outdoor eating](https://images.trvl-media.com/place/6057012/fb86dd42-9ab9-4cb7-b65f-53d33793ed73.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ting Pavilion You can make plans for a show at Ting Pavilion during your trip to Charlottesville. [](https://expedia.com/Ting-Pavilion-North-Downtown.d763356084398436352.Vacation-Attraction) ![Vineyard in Charlottesville, Virginia. #Patterns #LifeAtExpedia ](https://images.trvl-media.com/place/6057012/7faf936a-de3d-4705-a574-8a1b92dfc2fa.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Downtown Mall During your trip to Charlottesville, you can find the perfect gifts to bring home at Downtown Mall. Experience the area's acclaimed theater scene or attend a sporting event. [](https://expedia.com/Downtown-Mall-North-Downtown.d6082911.Vacation-Attraction) #### Jefferson Vineyards You can enjoy a tasting or tour at Jefferson Vineyards during your travels to Charlottesville. Experience the area's acclaimed theater scene or attend a sporting event. [](https://expedia.com/Jefferson-Vineyards-Charlottesville.d6082917.Vacation-Attraction) #### David M. Rubenstein Visitor Center and Smith Education Center David M. Rubenstein Visitor Center and Smith Education Center is just one of the places to see in Charlottesville, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the wineries while you're in the area. [](https://expedia.com/David-M-Rubenstein-Visitor-Center-And-Smith-Education-Center-Charlottesville.d939093748590202880.Vacation-Attraction) --- ## Best Lodging Options Near James Monroe's Highland ## Check availability on hotels close to James Monroe's Highland [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6082901&startDate=2026-03-01&endDate=2026-03-02)[Mar 1 - Mar 2](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6082901&startDate=2026-03-01&endDate=2026-03-02) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6082901&startDate=2026-03-02&endDate=2026-03-03)[Mar 2 - Mar 3](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6082901&startDate=2026-03-02&endDate=2026-03-03) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6082901&startDate=3%2F6%2F2026&endDate=3%2F8%2F2026)[Mar 6 - Mar 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6082901&startDate=3%2F6%2F2026&endDate=3%2F8%2F2026) ![Colle | Historic Estate with Pool, Across from Jefferson Vineyards](https://images.trvl-media.com/lodging/84000000/83580000/83570400/83570335/2ea879f1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Colle | Historic Estate with Pool, Across from Jefferson Vineyards Charlottesville VA [](https://expedia.com/Charlottesville-Hotels-Colle-Historic-Estate-With-Pool.h83570335.Hotel-Information) ![Omni Charlottesville Hotel](https://images.trvl-media.com/lodging/1000000/30000/21600/21589/39d36ee6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Omni Charlottesville Hotel 212 Ridge McIntire Rd Charlottesville VA [](https://expedia.com/Charlottesville-Hotels-Omni-Charlottesville-Hotel.h21589.Hotel-Information) ![Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland](https://images.trvl-media.com/lodging/83000000/82500000/82493400/82493363/7d1052d1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland Charlottesville VA [](https://expedia.com/Charlottesville-Hotels-Farmhouse-On-14-Acres-Close-To-Monticello-Ash-Lawn-Highland.h82493363.Hotel-Information) ![Unit 5 - Cozy Lower Level Studio Suite](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315250/e9f0ef91_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Unit 5 - Cozy Lower Level Studio Suite Charlottesville VA [](https://expedia.com/Charlottesville-Hotels-Unit-5-Cozy-Lower-Level-Studio-Suite.h96315250.Hotel-Information) ![Unit 3 - Luxury King Suite with Private Balcony](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315238/d1b1cae5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Unit 3 - Luxury King Suite with Private Balcony Charlottesville VA [](https://expedia.com/Charlottesville-Hotels-Unit-3-Luxury-King-Suite-With-Private-Balcony.h96315238.Hotel-Information) ![Unit 4 - Luxury King Suite with Private Balcony](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315245/e96eb917_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Unit 4 - Luxury King Suite with Private Balcony Charlottesville VA [](https://expedia.com/Charlottesville-Hotels-Unit-4-Luxury-King-Suite-With-Private-Balcony.h96315245.Hotel-Information) ![Unit 1_Expansive Luxury Suite for up to 4 Persons](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315221/a03e5358_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Unit 1\_Expansive Luxury Suite for up to 4 Persons Charlottesville VA [](https://expedia.com/Charlottesville-Hotels-Unit-1Expansive-Luxury-Suite-For-Up-To-4-Persons.h96315221.Hotel-Information) ![Unit 2_Expansive Luxury Suite for up to 4 Persons](https://images.trvl-media.com/lodging/97000000/96320000/96315300/96315229/152fbef5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Unit 2\_Expansive Luxury Suite for up to 4 Persons Charlottesville VA [](https://expedia.com/Charlottesville-Hotels-Unit-2Expansive-Luxury-Suite-For-Up-To-4-Persons.h96315229.Hotel-Information) ![Loveshack, a charming tiny house on a 5 acre farm](https://images.trvl-media.com/lodging/91000000/90010000/90000300/90000231/50777058_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Loveshack, a charming tiny house on a 5 acre farm Charlottesville VA [](https://expedia.com/Charlottesville-Hotels-Loveshack.h90000231.Hotel-Information) [See all 443 properties in James Monroe's Highland](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6082901) 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-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. 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