Hotels in Winchester
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Where to stay in Winchester?
Katy House Bed and Breakfast
Katy House Bed and Breakfast
3.0 star property
Downtown Smithville
9.2 out of 10, Wonderful, (409)
9.2/10
Wonderful
(409)
The price is $164
$164
$186 total
includes taxes & fees
Dec 29 - Dec 30
River Valley Motor Inn
River Valley Motor Inn
2.5 star property
La Grange
7.6 out of 10, Good, (36)
7.6/10
Good
(36)
The price is $75
$75
$85 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hampton Inn La Grange
Hampton Inn La Grange
2.5 star property
La Grange
8.6 out of 10, Excellent, (422)
8.6/10
Excellent
(422)
The price is $98
$98
$110 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Executive inn & Suites
Executive inn & Suites
2.0 star property
La Grange
8.0 out of 10, Very Good, (22)
8.0/10
Very Good
(22)
The price is $85
$85
$96 total
includes taxes & fees
Dec 29 - Dec 30
Best Western La Grange Inn & Suites
Best Western La Grange Inn & Suites
2.5 star property
La Grange
8.4 out of 10, Very Good, (657)
8.4/10
Very Good
(657)
The price is $136
$136
$154 total
includes taxes & fees
Dec 29 - Dec 30
The Oak Motel
The Oak Motel
2.5 star property
La Grange
7.6 out of 10, Good, (387)
7.6/10
Good
(387)
The price is $66
$66
$75 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Studio 6 – Giddings, Tx
Studio 6 – Giddings, Tx
2.0 star property
Giddings
9.0 out of 10, Wonderful, (53)
9.0/10
Wonderful
(53)
The price is $67
$67
$76 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Country Inn-Giddings
Country Inn-Giddings
2.5 star property
Giddings
6.4 out of 10, (44)
6.4/10
(44)
The price is $53
$53
$60 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Budget Inn Giddings by Mukhi Hotels
Budget Inn Giddings by Mukhi Hotels
2.5 star property
Giddings
7.2 out of 10, Good, (81)
7.2/10
Good
(81)
The price is $43
$43
$49 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Americas Best Value Inn Giddings
Americas Best Value Inn Giddings
2.0 star property
Giddings
6.4 out of 10, (133)
6.4/10
(133)
The price is $64
$64
$72 total
includes taxes & fees
Dec 29 - Dec 30
Super 8 by Wyndham Giddings
Super 8 by Wyndham Giddings
2.0 star property
Giddings
7.4 out of 10, Good, (827)
7.4/10
Good
(827)
The price is $71
$71
$80 total
includes taxes & fees
Dec 29 - Dec 30
Giddings Executive Inn
Giddings Executive Inn
2.0 star property
Giddings
7.0 out of 10, Good, (223)
7.0/10
Good
(223)
The price is $70
$70
$79 total
includes taxes & fees
Dec 29 - Dec 30
Flophouze Shipping Container Hotel
Flophouze Shipping Container Hotel
2.5 star property
Round Top
9.6 out of 10, Exceptional, (57)
9.6/10
Exceptional
(57)
The price is $193
$193
$297 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Farmstead Round Top
Farmstead Round Top
3.0 star property
Round Top
9.8 out of 10, Exceptional, (47)
9.8/10
Exceptional
(47)
The price is $213
$213
$261 total
includes taxes & fees
Dec 29 - Dec 30
Best Western Giddings Inn & Suites
Best Western Giddings Inn & Suites
2.5 star property
Giddings
8.4 out of 10, Very Good, (294)
8.4/10
Very Good
(294)
The price is $130
$130
$147 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Days Inn by Wyndham Bastrop
Days Inn by Wyndham Bastrop
2.0 star property
Bastrop
7.4 out of 10, Good, (856)
7.4/10
Good
(856)
The price is $72
$72
$82 total
includes taxes & fees
Dec 30 - Dec 31
Super 8 by Wyndham Bastrop TX
Super 8 by Wyndham Bastrop TX
2.0 star property
Bastrop
6.6 out of 10, (521)
6.6/10
(521)
The price is $68
$68
$77 total
includes taxes & fees
Jan 3 - Jan 4, 2026
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.
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.
Go beyond your typical stay in Winchester
Pet friendly
Cottage
Check out reviews of Winchester hotels guests love
River Valley Motor Inn
10/10 Excellent
"Room very clean! Plenty towels
Front desk person so nice! "
Studio 6 – Giddings, Tx
10/10 Excellent
"Good"
Hampton Inn La Grange
10/10 Excellent
"Very nice. Check in was a breeze. The lady that checked us in was a delight! So sweet. Room was nice, clean as well as bathroom. Loved that there was lots of towels🤗 Not that we needed them all, but nice to have instead of having to call for additional. Every person working at the front were happy & very welcoming. "
Best Western Giddings Inn & Suites
10/10 Excellent
"Great stay. The room was clean, comfortable, and spacious. The staff as very friendly and helpful. "
Best Western La Grange Inn & Suites
10/10 Excellent
"The staff was so nice, breakfast was great, room clean and comfy. "
Days Inn by Wyndham Bastrop
10/10 Excellent
"Great customer service at check-in "
Super 8 by Wyndham Giddings
10/10 Excellent
"The rooms were clean beds were great . Only thing better if the air-conditioner would have been on before arrival. "
The Oak Motel
10/10 Excellent
"Great staff clean rooms close to shopping and dining "
Americas Best Value Inn Giddings
10/10 Excellent
"Room was very clean and sheets were crisp and clean.
Staff was very friendly
Not going to lie was very skeptical about this place
We stayed on the single story side
And we will stay here in Giddings,Tx again."
Frequently asked questions
What hotels do travelers like in Winchester?
Guests like Executive inn & Suites.
Can I book a refundable hotel in Winchester?
If you want the flexibility to change your travel plans to Winchester, most hotels provide refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Winchester be like during my vacation?
August and July are typically the warmest months in Winchester when the average temp is 83°F. January and February are the coldest months when the average temperature is 55°F. May and April are the months with the most rain.
Why should I book my Winchester hotel with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.