Winters Vacations

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Winters Hotel Deals

Cobblestone Inn & Suites - Winters

Cobblestone Inn & Suites - Winters

2.5 out of 5
800 S Main St, Winters, TX
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $131 total per night from Aug 18 to Aug 19
$131 total
Aug 18 - Aug 19
Total includes taxes and fees
9.4/10 Exceptional! (107 reviews)
"Overall just a great place to stay."

Reviewed on Aug 14, 2025

Cobblestone Inn & Suites - Winters
Scriv's Haus

Scriv's Haus

3 out of 5
724 Pecan Row Unit B, Winters, TX
Get rates
Scriv's Haus
Iconic West Texas Sunset and Scenic Views

Iconic West Texas Sunset and Scenic Views

Ovalo
$371 nightly
The price is $391 total per night from Aug 22 to Aug 23
$391 total
Aug 22 - Aug 23
Total includes taxes and fees
10/10 Exceptional! (9 reviews)
"Property was great. Check in was great. Follow signs on Property for "the lodge" there are numerous driveways and roads. Place is on the top of the hill with spectacular views. Be prepared for rocky steep driveway and unpaved roads. Kitchen had everything we needed and we enjoyed the dark skies - ..."

Reviewed on Aug 11, 2025

Iconic West Texas Sunset and Scenic Views
See all 44 properties in Winters
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.

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Frequently asked questions

How much does a Winters vacation package cost?
You'll find cheap prices on Expedia for your Winters getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Winters costs.
What are the cheapest months to go to Winters?
November, December and January are the best times to search for cheap Winters vacation packages. Choosing to travel in less busy periods means you can generally find better prices on flights and hotels.
How many days is enough for Winters?
The ideal duration for your Winters vacation depends on what you'd like to see. Usually, a handful of days to a week will give you enough time to go to all the top sights and discover some hidden gems along the way.
How to find the best Winters package deals?
Use Expedia's handy filters to help you find some tempting Winters package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Winters package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Winters vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still get the freedom to create a tailored Winters vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Winters?
If you're planning a spur-of-the-moment Winters vacation, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Winters?

  1. Choose the ideal time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to visit Winters.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to flights and experiences. Your accommodations will likely be the largest expense during your trip to Winters.
  3. Organize your Winters escape with Expedia's trip planning tool: Search for and book hotels and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Winters together.
  4. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to experience in Winters. Then, estimate how long you'll need for each, along with any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Winters vacation package.
  6. Book experiences or activities ahead of time: Whether it's entrance to a big attraction or a day trip in nature, you won't have to worry about missing out on Winters's best offerings. Find all the incredible things to do in Winters with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Winters vacation packages?
Secure your dream getaway to Winters with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next payday — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.