Title: Sentierelsa Trail Tours - Book Now | Expedia.com [Sentierelsa Trail Hotels](https://expedia.com/Sentierelsa-Trail-Hotels.0-l684137498050039808-0.Travel-Guide-Filter-Hotels)[Flights to Colle di Val d'Elsa](https://expedia.com/Cheap-Flights-To-Colle-Di-Val-DElsa.d4935.Travel-Guide-Flights)[Things to do in Colle di Val d'Elsa](https://expedia.com/Things-To-Do-In-Colle-Di-Val-DElsa.d4935.Travel-Guide-Activities)[Car Rentals in Sentierelsa Trail](https://expedia.com/Car-Rentals-In-Sentierelsa-Trail.d684137498050039808.Car-Rental-Guide)[Colle di Val d'Elsa Vacation Packages](https://expedia.com/Colle-Di-Val-DElsa.d4935.Destination-Travel-Guides) # Sentierelsa Trail Tours ## Visit Sentierelsa Trail Activities [Colle di Val d'Elsa Travel Guide](https://expedia.com/Colle-di-Val-dElsa.dx4935) --- --- ## Plan a trip to see Sentierelsa Trail Price found within the past 48 hours. Click for updated prices. ![c-hotels Ambasciatori](https://images.trvl-media.com/lodging/1000000/10000/1900/1829/ac4739c5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### c-hotels Ambasciatori Historic Centre of Florence $1,781 per person May 24 - May 26 found 1 day ago Roundtrip flight included Atlanta (ATL) to Florence (FLR) 8.2/10 Very Good! (1,000 reviews) It was amazing and clean and really really perfect Reviewed on Feb 17, 2026 ![The Hoxton Florence](https://images.trvl-media.com/lodging/105000000/104900000/104897200/104897196/3780a3c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Hoxton Florence Historic Centre of Florence $1,844 per person May 24 - May 26 found 1 day ago Roundtrip flight included Atlanta (ATL) to Florence (FLR) 9.6/10 Exceptional! (205 reviews) Staff, the cafe and bar were great. Not much storage space in the bedroom and the central courtyard looks a little unloved. Comfortable bed and great pillows, so overall would recommend Reviewed on Mar 8, 2026 ![Hotel La Scaletta Al Ponte Vecchio](https://images.trvl-media.com/lodging/2000000/1610000/1604300/1604285/d1c916cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel La Scaletta Al Ponte Vecchio Historic Centre of Florence $1,929 per person May 24 - May 26 found 1 day ago Roundtrip flight included Atlanta (ATL) to Florence (FLR) 8.8/10 Excellent! (967 reviews) Close to everything!! That is a plus, however, room was warm and no screams on the windows. Several mosquito bites Reviewed on Mar 6, 2026 ### Browse tours and tickets to explore Sentierelsa Trail ### Tours & day trips [See all 154 activities](https://expedia.com/things-to-do/search?&rid=684137498050039808&location=Sentierelsa+Trail&filter.categories=ToursDayTrips) ![Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](https://mediaim.expedia.com/localexpert/236697/0f88e6e6-ef95-4a56-8618-2b7fc4f041a9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch 12h 15m 7.8/10 153 verified reviews Free cancellation available $57 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscany-in-1-day-from-florence-pisa-san-gimignano-siena-with-lunch.a236697.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Chianti Half Day Wine Tour from Florence](https://mediaim.expedia.com/localexpert/510796/711ec9bb-4d40-40e5-a110-59519c36ce6d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Half Day Wine Tour from Florence 5h 30m 8.8/10 56 verified reviews Free cancellation available $28 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Florence Day Trip: Medieval Villages & Cooking Class](https://mediaim.expedia.com/localexpert/321506/6b5ddcd1-86fe-4d2a-800f-065567276e82.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence Day Trip: Medieval Villages & Cooking Class 9h 8.6/10 285 verified reviews Free cancellation available $161 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/florence-day-trip-medieval-villages-cooking-class.a321506.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence](https://mediaim.expedia.com/localexpert/46773619/ef900635-4e33-44a5-b043-5a52cc96c076.jpg?impolicy=resizecrop&rw=500&rh=280) ### Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence 11h 10/10 1 verified review Free cancellation available $64 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/medieval-tuscany-experience-monteriggioni-and-val-dorcia-from-florence.a46773619.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![From Florence Chianti Wine Tour with Tastings Half Day](https://mediaim.expedia.com/localexpert/51069909/7a9c46d4-027e-459b-bdcb-23c7a241b3f6.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Florence Chianti Wine Tour with Tastings Half Day 5h 30m Free cancellation available $57 includes taxes & fees per adult 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cancellation available $219 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/horseback-ride-in-s-gimignano-with-tuscan-lunch-chianti-tasting.a3085681.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![San Gimignano: Lunch or Dinner at a Winery with Wine Tasting](https://mediaim.expedia.com/localexpert/47751028/82947172-f2b1-4fa4-b023-d48bf18fd9da.jpg?impolicy=resizecrop&rw=500&rh=280) ### San Gimignano: Lunch or Dinner at a Winery with Wine Tasting 1h 30m 9.4/10 29 GetYourGuide reviews Free cancellation available $125 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/san-gimignano-lunch-or-dinner-at-a-winery-with-wine-tasting.a47751028.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Tuscan vineyard golf cart tour with wine tasting and lunch](https://mediaim.expedia.com/localexpert/50714289/9f60caad-e95d-4e57-aa55-4a2d443ae20e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan vineyard golf cart tour with wine tasting and lunch 2h 30m Free cancellation available $81 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/classic-tuscan-vineyard-golf-cart-tour-with-winetasting-and-lunch.a50714289.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Private Wine & Oil Tasting with Lunch](https://mediaim.expedia.com/localexpert/1097624/5fcd50d5-cbb8-472f-85a1-f7132e12c883.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Wine & Oil Tasting with Lunch 1h 30m 9.4/10 39 Viator reviews Free cancellation available $79 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-wine-oil-tasting-with-lunch.a1097624.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ### Private & custom tours [See all 51 activities](https://expedia.com/things-to-do/search?&rid=684137498050039808&location=Sentierelsa+Trail&filter.categories=Privatecustomtours) ![Private Wine & Oil Tasting with Lunch](https://mediaim.expedia.com/localexpert/1097624/5fcd50d5-cbb8-472f-85a1-f7132e12c883.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Wine & Oil Tasting with Lunch 1h 30m 9.4/10 39 Viator reviews Free cancellation available $79 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-wine-oil-tasting-with-lunch.a1097624.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Floren...](https://mediaim.expedia.com/localexpert/5102351/1e4b44eb-f574-438f-82c4-33617708c5d4.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Floren... 8h 10/10 3 Viator reviews Free cancellation available $125 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-tuscany-day-tour-san-gimignano-and-chianti-wine-region-from-florence.a5102351.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Private E-bike Tour in Chianti from San Gimignano](https://mediaim.expedia.com/localexpert/3084432/06d5ddb5-46ac-4e92-8585-9817311729c6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private E-bike Tour in Chianti from San Gimignano 6h 9/10 2 Viator reviews Free cancellation available $440 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/e-bike-tour-and-wine-tasting-from-san-gimignano.a3084432.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Private Ebike Tour in Chianti](https://mediaim.expedia.com/localexpert/3190447/49c30ff3-6a2f-41b5-9e78-885009370f19.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Ebike Tour in Chianti 6h 10/10 3 Viator reviews Free cancellation available $362 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/e-bike-tour-in-tuscany-with-wine-tasting.a3190447.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Private wine, Extra Virgin Olive Oils & Cheese Tasting](https://mediaim.expedia.com/localexpert/1097636/a714c8d3-62a7-41b9-9223-ef2aaba513bc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private wine, Extra Virgin Olive Oils & Cheese Tasting 45m 8/10 5 Viator reviews Free cancellation available $64 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-wine-extra-virgin-olive-oils-cheese-tasting.a1097636.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Private Wine and Extra Virgin Olive Oil Tasting](https://mediaim.expedia.com/localexpert/1097601/0267eb4d-6356-46c1-b05d-d07fdade6a6d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Wine and Extra Virgin Olive Oil Tasting 45m 10/10 3 Viator reviews Free cancellation available $49 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-wine-and-extra-virgin-olive-oil-tasting.a1097601.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Tuscan Vineyard Old Jeep Tour, Wine Tasting & Lunch](https://mediaim.expedia.com/localexpert/52039337/f1ece2b9-a062-45b6-aa1a-b7a81b21d6c5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Vineyard Old Jeep Tour, Wine Tasting & Lunch 2h Free cancellation available $77 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/classic-tuscan-vineyard-old-jeep-tour-wine-tasting-lunch.a52039337.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Floren...](https://mediaim.expedia.com/localexpert/5101470/2677a079-7b60-49d5-a099-b4acc218b8c5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Floren... 8h Free cancellation available $130 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-tuscany-day-tour-san-gimignano-and-chianti-wine-region-from-florence.a5101470.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![PRIVATE WINE TOUR TUSCANY Chianti Wineries, Expert English driver](https://mediaim.expedia.com/localexpert/995804/7a60477a-2ee8-4002-b4de-a87e64e6c777.jpg?impolicy=resizecrop&rw=500&rh=280) ### PRIVATE WINE TOUR TUSCANY Chianti Wineries, Expert English driver 8h 10/10 33 Viator reviews Free cancellation available $918 includes taxes & fees per traveler\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/wine-tours-vip-wines-and-ceramic-of-chianti-classico-private-tours.a995804.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Wine Tasting in Siena San Gimignano and Vernaccia](https://mediaim.expedia.com/localexpert/50323091/f12fa99d-4ac4-4789-8739-872c437bba93.jpg?impolicy=resizecrop&rw=500&rh=280) ### Wine Tasting in Siena San Gimignano and Vernaccia 9h Free cancellation available $866 includes taxes & fees per traveler\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/wine-tasting-in-siena-san-gimignano-and-vernaccia.a50323091.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ### Classes & workshops [See all 39 activities](https://expedia.com/things-to-do/search?&rid=684137498050039808&location=Sentierelsa+Trail&filter.categories=ClassesWorkshops) ![Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards](https://mediaim.expedia.com/localexpert/3575311/34d2cee2-49d7-407c-92ae-12e02671c095.jpg?impolicy=resizecrop&rw=500&rh=280) ### Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards 1h 15m 10/10 3 Viator reviews Free cancellation available $40 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/organic-wine-tour-tasting-overlooking-chianti-classico-vineyards.a3575311.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Private Cooking Class in Chianti from Siena](https://mediaim.expedia.com/localexpert/2180916/cb80912c-007c-4683-860a-34e71cbc602f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Cooking Class in Chianti from Siena 5h 10/10 5 Viator reviews Free cancellation available $424 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/cooking-class-in-tuscan-farmhouse-from-siena.a2180916.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Pici Class in a Tuscan Farm](https://mediaim.expedia.com/localexpert/50018697/ca16fa54-29ca-43f0-9d35-4d0c8b5fc76c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Pici Class in a Tuscan Farm 3h Free cancellation available $144 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/pici-class-in-a-tuscan-farm.a50018697.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Cooking Class: Italian Authentic Recipes with Lunch](https://mediaim.expedia.com/localexpert/48760354/15695096-597a-4270-9961-c13b9e1b4e89.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking Class: Italian Authentic Recipes with Lunch 3h Free cancellation available $89 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscan-and-italian-cooking-class-with-authentic-recipes.a48760354.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Chianti Truffle Hunting with Lunch or Dinner](https://mediaim.expedia.com/localexpert/5306928/56dc61e2-4497-4b14-b365-2036f07173a1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Truffle Hunting with Lunch or Dinner 3h 6/10 2 Viator reviews Free cancellation available $225 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/truffle-hunting-with-lunch-in-barberino-tavarnelle.a5306928.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Cooking Class in the Chianti Countryside with San Gimignano Visit](https://mediaim.expedia.com/localexpert/50779791/5203b46a-b188-44bc-80a5-b4656d449345.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking Class in the Chianti Countryside with San Gimignano Visit 8h Free cancellation available $312 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/cooking-class-in-the-chianti-countryside-with-san-gimignano-visit.a50779791.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Cooking Class: Dessert & Tuscan Wine Tasting](https://mediaim.expedia.com/localexpert/50731294/475f5df5-8ded-45bc-a672-ca18991623a6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking Class: Dessert & Tuscan Wine Tasting 3h Free cancellation available $73 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/cooking-class-dessert-tuscan-wine-tasting.a50731294.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Private Cooking Class in Chianti from San Gimignano](https://mediaim.expedia.com/localexpert/2215957/0955a864-2f61-45c5-b867-2994c4a381e5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Cooking Class in Chianti from San Gimignano 4h Free cancellation available $424 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/cooking-class-in-tuscan-farmhouse-from-san-gimignano.a2215957.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Tuscan Cooking Class](https://mediaim.expedia.com/localexpert/3177810/bfb9de49-470c-4d3d-bb49-abe3d18604bf.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Cooking Class 3h 10/10 110 Viator reviews Free cancellation available $150 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscan-cooking-class.a3177810.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Cooking class: become an Italian lasagna master](https://mediaim.expedia.com/localexpert/50726057/bc58ccb3-f69e-48c5-a428-38a2ab797e05.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking class: become an Italian lasagna master 3h Free cancellation available $89 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/cooking-class-master-the-italian-lasagna-with-wine-tasting.a50726057.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ### Adventure & outdoor [See all 19 activities](https://expedia.com/things-to-do/search?&rid=684137498050039808&location=Sentierelsa+Trail&filter.categories=AdventureOutdoor) ![Tuscany Hiking Tour from Siena Including Wine Tasting](https://mediaim.expedia.com/localexpert/1139505/eb9af263-6e20-4e1d-b783-b5bef201d588.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Hiking Tour from Siena Including Wine Tasting 4h 10/10 71 Viator reviews Free cancellation available $69 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscany-hiking-tour-from-siena-including-wine-tasting.a1139505.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Full Day bike tour in San Gimignano](https://mediaim.expedia.com/localexpert/514290/f5b3137f-e5f8-4097-bea0-d0905b12cd15.jpg?impolicy=resizecrop&rw=500&rh=280) ### Full Day bike tour in San Gimignano 7h 10/10 1 verified review Free cancellation available $75 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscany-by-electric-bike-from-san-gimignano.a514290.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Private E-bike Tour in Chianti from San Gimignano](https://mediaim.expedia.com/localexpert/3084432/06d5ddb5-46ac-4e92-8585-9817311729c6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private E-bike Tour in Chianti from San Gimignano 6h 9/10 2 Viator reviews Free cancellation available $440 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/e-bike-tour-and-wine-tasting-from-san-gimignano.a3084432.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Full-Day Chianti Bike Tour from Siena](https://mediaim.expedia.com/localexpert/229287/ccea3909-89dd-49b1-9be4-0e24c8ab251c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Full-Day Chianti Bike Tour from Siena 7h 10/10 2 verified reviews Free cancellation available $75 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/full-day-chianti-bike-tour-from-siena.a229287.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Private Ebike Tour in Chianti](https://mediaim.expedia.com/localexpert/3190447/49c30ff3-6a2f-41b5-9e78-885009370f19.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Ebike Tour in Chianti 6h 10/10 3 Viator reviews Free cancellation available $362 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/e-bike-tour-in-tuscany-with-wine-tasting.a3190447.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Explore Chianti's Beauty: E-Bike Tour & Wine Tasting](https://mediaim.expedia.com/localexpert/45716506/d10ae431-1dc0-45af-a410-dd709d50ff7f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Explore Chianti's Beauty: E-Bike Tour & Wine Tasting 4h $150 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/guided-chianti-e-bike-tour-with-wine-tasting.a45716506.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Tuscany Bike Tour from Florence](https://mediaim.expedia.com/localexpert/512295/3167280f-d65a-4621-988d-7541b5fe1182.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Bike Tour from Florence 7h 8/10 1 verified review Free cancellation available $121 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscany-by-e-bike-from-florence.a512295.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Private Off Road Wine Tour in Chianti](https://mediaim.expedia.com/localexpert/3100938/e204cd45-24c0-4c46-a502-cb2f60bb0409.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Off Road Wine Tour in Chianti 6h 9.6/10 4 Viator reviews Free cancellation available $385 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/off-road-tuscan-wine-tour-from-castellina.a3100938.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![Mensanello Valley Wine and Olive Tasting Hike](https://mediaim.expedia.com/localexpert/50000479/6c1559bd-8d4a-492b-90cf-83f4873edd79.jpg?impolicy=resizecrop&rw=500&rh=280) ### Mensanello Valley Wine and Olive Tasting Hike 3h Free cancellation available $127 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/mensanello-valley-wine-and-olive-tasting-hike.a50000479.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ![San Gimignano: Bike tour in the Tuscan Hills](https://mediaim.expedia.com/localexpert/48233488/bce0be68-ea33-4b02-85bb-4c4a7591b940.jpg?impolicy=resizecrop&rw=500&rh=280) ### San Gimignano: Bike tour in the Tuscan Hills 4h Free cancellation available $624 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/from-certaldo-bike-tour-in-the-tuscan-hills.a48233488.activity-details?&rid=684137498050039808&location=Sentierelsa+Trail&swp=off) ### Popular places to visit ![Cascate del Diborrato - Parco fluviale dell'Elsa Inside the residential area of Colle Val d'Elsa is a historic and natural landscape of enormous value thanks to the Elsa River which crosses the Val d'Elsa creating a unique territory. The river creates enchanting corners for hiking and observing: the engineering works for gathering water, the artifical canal system for carrying the water to the city, the caves. A particularly suggestive point is the Diborrato water falls, a 15m jump which is more than 10m deep, a sort of small lake where the locals used to go to cool off. Other places not to miss are the Grotta dell'Orso, the Conchina, the Masso Bianco, the Nicchia and the Spianata dei Falchi, each with its own particularities. This natural richness has been recognized with the institution of a protected area in the River Park of the Upper Val d'Elsa which includes the path of the river from the city of Colle Val d'Elsa which stretches from Ponte Santa Giulia to Ponte di Spugna and includes the Caldane, thermal springs which were known to the Etruscans and Romans. ](https://images.trvl-media.com/place/3000027885/3d52072f-6a1e-4294-8491-e30bc0d78a8f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Alta Val d'Elsa River Park Explore the great outdoors at Alta Val d'Elsa River Park, a lovely green space in Colle di Val d'Elsa. Discover the countryside and spas in this quaint area. [](https://expedia.com/Alta-Val-DElsa-River-Park-Colle-di-Val-dElsa.d794864780380164096.Vacation-Attraction) ![The main square of the fortress of Monteriggioni](https://images.trvl-media.com/place/5722/f8680b93-c9b1-45ae-9604-19481c36504b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Monteriggioni Castle 4/5(6 reviews) After visiting Monteriggioni Castle, make a plan to see the other sights and activities in Monteriggioni. Discover the area's beautiful countryside, or seek out its local tours. [](https://expedia.com/Monteriggioni-Castle-Monteriggioni.d6258231.Vacation-Attraction) #### Piazza Arnolfo di Cambio Learn about the local history of Colle di Val d'Elsa with a stop at Piazza Arnolfo di Cambio. Discover the beautiful countryside and wineries in this relaxing area. [](https://expedia.com/Piazza-Arnolfo-Di-Cambio-Colle-di-Val-dElsa.d6318571.Vacation-Attraction) #### Museo del Cristallo di Colle di Val d'Elsa You can study the exhibits at Museo del Cristallo di Colle di Val d'Elsa, a museum with a story of its own, during your trip to Colle di Val d'Elsa. Discover the beautiful countryside and wineries in this relaxing area. [](https://expedia.com/Museo-Del-Cristallo-Di-Colle-Di-Val-DElsa-Colle-di-Val-dElsa.d553248635175256830.Vacation-Attraction) #### Colle di Val d'Elsa Cathedral You can learn about the history of Colle di Val d'Elsa with a visit to Colle di Val d'Elsa Cathedral. Discover the beautiful countryside and wineries in this quaint area. [](https://expedia.com/Colle-Di-Val-DElsa-Cathedral-Colle-di-Val-dElsa.d6318573.Vacation-Attraction) #### Ranuccio Bianchi Bandinelli Archeological Museum You can study the exhibits at Ranuccio Bianchi Bandinelli Archeological Museum, a museum with a storied past, during your travels to Colle di Val d'Elsa. Discover the beautiful countryside and wineries in this quaint area. [](https://expedia.com/Ranuccio-Bianchi-Bandinelli-Archeological-Museum-Colle-di-Val-dElsa.d553248621532497710.Vacation-Attraction) --- ## Best Lodging Options Near Sentierelsa Trail ## Check availability on hotels close to Sentierelsa Trail [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=684137498050039808&startDate=2026-03-12&endDate=2026-03-13)[Mar 12 - Mar 13](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=684137498050039808&startDate=2026-03-12&endDate=2026-03-13) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=684137498050039808&startDate=2026-03-13&endDate=2026-03-14)[Mar 13 - Mar 14](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=684137498050039808&startDate=2026-03-13&endDate=2026-03-14) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=684137498050039808&startDate=3%2F13%2F2026&endDate=3%2F15%2F2026)[Mar 13 - Mar 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=684137498050039808&startDate=3%2F13%2F2026&endDate=3%2F15%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=684137498050039808&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026)[Mar 20 - Mar 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=684137498050039808&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026) ![Relais Della Rovere](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/1314d722_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Relais Della Rovere Via Piemonte 10 Colle di Val d'Elsa SI [](https://expedia.com/Colle-Di-Val-DElsa-Hotels-Relais-Della-Rovere.h520321.Hotel-Information) ![Hotel La Vecchia Cartiera](https://images.trvl-media.com/lodging/1000000/540000/538700/538623/db112677_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel La Vecchia Cartiera Via Oberdan 5/7/9 Colle di Val d'Elsa SI [](https://expedia.com/Colle-Di-Val-DElsa-Hotels-Hotel-La-Vecchia-Cartiera.h538623.Hotel-Information) ![The Photographer's House](https://images.trvl-media.com/lodging/37000000/36090000/36080400/36080339/51ae47d4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Photographer's House Colle di Val d'Elsa Toscana [](https://expedia.com/Colle-Di-Val-DElsa-Hotels-The-Photographers-House.h36080339.Hotel-Information) ![Hotel Palazzo San Lorenzo & SPA](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/db2128b8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Palazzo San Lorenzo & SPA Via Gracco Del Secco 113 Colle di Val d'Elsa SI [](https://expedia.com/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) ![Hotel Palazzo Renieri - 3stelle S](https://images.trvl-media.com/lodging/21000000/20080000/20078900/20078846/6a852e1d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Palazzo Renieri - 3stelle S Via Francesco Campana 6 Colle di Val d'Elsa SI [](https://expedia.com/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-Renieri.h20078846.Hotel-Information) ![Palazzo Pacini](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/0d96bb47_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Palazzo Pacini Via Gracco del Secco,14 Colle di Val d'Elsa SI [](https://expedia.com/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information) ![A Lovely Home in the heart Tuscany Colle di val d'Elsa near San gimignano](https://images.trvl-media.com/lodging/28000000/27130000/27120700/27120698/f45a07cb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### A Lovely Home in the heart Tuscany Colle di val d'Elsa near San gimignano Colle di Val D'Elsa (Siena) Toscana [](https://expedia.com/Colle-Di-Val-DElsa-Hotels-I-Wait-For-You-Hosting-You-With-Your-Family.h27120698.Hotel-Information) ![Hotel Ristorante Alcide](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/84e9dcbe_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Ristorante Alcide Viale Marconi, 67/A Poggibonsi SI [](https://expedia.com/Poggibonsi-Hotels-Hotel-Ristorante-Alcide.h1402058.Hotel-Information) ![Podere il Pino](https://images.trvl-media.com/lodging/5000000/4730000/4724100/4724071/711cef5e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Podere il Pino Localita Il Pino, n. 5 Poggibonsi SI [](https://expedia.com/Poggibonsi-Hotels-Podere-Il-Pino.h4724071.Hotel-Information) [See all 3,393 properties in Sentierelsa Trail](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=684137498050039808) 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. [Book now](https://expedia.com/deals?rfrr=DX_POI_Spring_PROMO_684137498050039808) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Colle di Val d'Elsa Hotels ](https://www.expedia.com/Colle-Di-Val-DElsa-Hotels.d4935.Travel-Guide-Hotels) - [Winery Hotels in Colle di Val d'Elsa ](https://www.expedia.com/Colle-Di-Val-DElsa-Hotels-Winery-Hotel.0-0-d4935-tWineryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Colle di Val d'Elsa ](https://www.expedia.com/Colle-Di-Val-DElsa-Hotels-Pet-Friendly-Hotel.0-0-d4935-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Apartments in Colle di Val d'Elsa ](https://www.expedia.com/Colle-Di-Val-DElsa-Apartments.d4935-aaApartments.Travel-Guide-Accommodation) - [B&B in Colle di Val d'Elsa ](https://www.expedia.com/Colle-Di-Val-DElsa-Bed-And-Breakfast.d4935-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts & Hotels with Spas in Colle di Val d'Elsa ](https://www.expedia.com/Colle-Di-Val-DElsa-Hotels-Spa-Hotel.0-0-d4935-tSpaHotel.Travel-Guide-Filter-Hotels) - 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