Winchester Guest Houses
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Guest Houses in Winchester
Farmstead Round Top
219 FM 954 Round Top TX
$248 nightly
The price is $261 total per night
$261 total
Dec 9 - Dec 10
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Round Top, Farmstead Round Top is within a 10-minute drive of Copper Shade Tree and Henkel Square Market.
Pool
Parking included
Short Street Studio
Smithville TX
$180 nightly
The price is $202 total per night
$202 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
With a stay at this guesthouse in Smithville (Downtown Smithville), you'll be within a 10-minute walk of World's Largest Gingerbread Man and James H. Long Railroad Park and Museum.
Pet friendly
Air conditioning
NEW Pool House, on A Ranch, 15 miles from Round Top
La Grange TX
Located in La Grange, this guesthouse is within a 10-minute drive of Lester Park and Jersey Barnyard.
Pool
Free WiFi
Wine, Dine, Unwind | Stay at Round Top Royale #2
Carmine TX
With a stay at this guesthouse in Carmine, you'll be within a 15-minute drive of Goerlitz Lake and Lee County Courthouse.
Air conditioning
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.
Winchester Guest Houses essential information
Accommodation | 5 Guest Houses |
|---|---|
Lowest Price | $202 |
Highest Price | $261 |
Popular accommodation | Farmstead Round Top, Short Street Studio, NEW Pool House, on A Ranch, 15 miles from Round Top, Wine, Dine, Unwind | Stay at Round Top Royale #2, Rest & relax in the country | Pool, Pool+2 King Beds+Grill+6 Min. To Round Top |