Winchester Trips (flight + hotel)

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Top hotels in Winchester

Super 8 by Wyndham Giddings

Super 8 by Wyndham Giddings

2 out of 5
4002 E Austin St, Hwy 290 E, Giddings, TX
Fully refundableReserve now, pay when you stay
The price is P4,477 per night from Aug 22 to Aug 23
P4,477
P5,059 total
Aug 22 - Aug 23
includes taxes & fees
7.2/10 Good! (780 reviews)
"Not bad"

Reviewed on Jun 29, 2025

Super 8 by Wyndham Giddings
Best Western La Grange Inn & Suites

Best Western La Grange Inn & Suites

2.5 out of 5
600 E State Highway 71 Bypass, La Grange, TX
Fully refundableReserve now, pay when you stay
The price is P7,393 per night from Jul 28 to Jul 29
P7,393
P8,354 total
Jul 28 - Jul 29
includes taxes & fees
8.4/10 Very Good! (630 reviews)
"Room and bathroom was clean. No funky smells. Staff was friendly, courteous, and helpful. Breakfast was good as well. No complaints. Will stay there again."

Reviewed on Jul 11, 2025

Best Western La Grange Inn & Suites
Days Inn by Wyndham Bastrop

Days Inn by Wyndham Bastrop

2 out of 5
4102 Hwy 71 E, Bastrop, TX
Fully refundableReserve now, pay when you stay
The price is P3,868 per night from Jul 26 to Jul 27
P3,868
P4,400 total
Jul 26 - Jul 27
includes taxes & fees
7.2/10 Good! (817 reviews)
Budget friendly clean accomodation
"Somewhat older but updated budget hotel. Quite clean and staff very helpful. Second stay there"

Reviewed on Jul 15, 2025

Days Inn by Wyndham Bastrop
See all 275 properties in Winchester
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.

Popular places to visit

La Grange Visitors Center

You can find out about the history of La Grange with a stop at La Grange Visitors Center. Discover the area's museums and churches.

La Grange Visitors Center

Battle of the Salado Memorial

Find out about the history of La Grange when you spend time at Battle of the Salado Memorial. Discover the area's museums and churches.

Battle of the Salado Memorial

Frisch Auf Golf Course

Enjoy a round of golf in La Grange at Frisch Auf Golf Course. Take in the live music and countryside in the area.

Frisch Auf Golf Course

Frequently asked questions

How much does a Winchester vacation package cost?
You'll find cheap prices on Expedia for your Winchester getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Winchester costs.
What are the cheapest months to go to Winchester?
If you're looking to score a cheap Winchester vacation package, consider planning a trip in January, February and May. You'll usually find better rates on flights and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for Winchester?
With a well-planned itinerary, you can easily hit the main Winchester sights in a few days. But if you want to explore off the beaten track or go on day trips, think about booking your Winchester vacation for longer.
How to find the best Winchester package deals?
Bagging a cheap Winchester package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Winchester package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Winchester vacation as a package?
You can enjoy significant savings on your next Winchester getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Winchester?
Land amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Winchester escape.
How to plan a trip to Winchester?

  1. Choose when to get away: Check your diary and pack your bags. Your preferred season and the type of activities available will also help you decide when to visit Winchester.
  2. Set a budget: Factor in costs like flights, transportation and food when calculating how much to save for your trip to Winchester. Then, choose a property that fits your budget, whether that's a wallet-friendly option or a high-end retreat.
  3. Set the duration of your trip: Start by compiling a list of the attractions and activities you want to experience in Winchester. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized Winchester vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.