Round Top Vacations from $231
Book a Hotel + Flight or Car together to unlock savings
Your Round Top Vacation
The artistic creativity, rich history and spectacular views are just some of the reasons why travelers adore this rural city. Discover this wonderful destination the way you want with a Round Top vacation package. Henkel Square Market, Winedale Historical Complex and Copper Shade Tree are just some of the many sights you'll want to see during your trip to Round Top. Whoever you're taking time off with and whatever you plan to spend, your dream Round Top vacation is just a few clicks away with Expedia.
The Latest Round Top vacation packages
Price found within the past 48 hours. Click for updated prices.
Grand Tuscany Hotel
Fairbanks
$259
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Houston (IAH)
8.2/10 Very Good! (226 reviews)
Really enjoyed this hotel! It is now one of our favorites of the area. Pool time and the cabana area was a plus.
Reviewed on Aug 15, 2026
Experience a First Class Stay - 2 BDRM
$517
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Houston (IAH)
8/10 Very Good! (5 reviews)
This people have water that smells like poop. Sewage water is what they use for water. Remnants of trash, sticky nastiness in drawers, air vents falling off ceilings. Random kids belts found? Candy stuck to floor? Trash wasn’t even taken out. Mind you I have kids that found these things as well.
Oh and don’t even try and ask for them to refund you for their disgusting rental. They will give you the run around and then IGNORE YOU. Awful establishment and these people NEED TO BE SHUTDOWN.
Reviewed on Mar 11, 2022
Stay near popular Round Top attractions
Henkel Square Market
9.4/10 (15 reviews)
Step into a living museum where 19th-century buildings house boutiques and galleries beneath ancient oaks. Browse handcrafted jewelry and fine art before savoring homemade pie at Royers Pie Haven.
The Round Top Historical Society
Step back in time through preserved 19th-century buildings that tell Round Top's settler history. This free museum campus, open only on second Saturdays, offers glimpses into Texas pioneer life.
Winedale Historical Complex
8.4/10 (13 reviews)
Step back in time at this 225-acre complex featuring restored 19th-century German-Texan buildings with period furnishings. Experience rural Texas history through guided tours and seasonal Shakespeare performances.
Festival Hill Concert Hall
This architectural marvel houses a 1,000-seat concert hall with world-class acoustics. Experience classical performances in a venue where every note resonates with exceptional clarity amid intricate woodwork.
Round Top Hotel Deals
Round Top Hotel
701 Texas 237 Round Top TX
$221 nightly
$250 total
Aug 30 - Aug 31
Total with taxes and fees
9/10 Wonderful! (91 reviews)
"Location was handy and staff was very helpful"
Reviewed on Aug 10, 2026
The Frenchie
311 Live Oak St Round Top TX
$333 nightly
$377 total
Aug 19 - Aug 20
Total with taxes and fees
9.2/10 Wonderful! (31 reviews)
"⭐⭐⭐⭐⭐ We had such an amazing stay at the Frenchie! From the moment we arrived, everything exceeded our expectations. We stayed in the main house on the first floor, and the room was absolutely beautiful. The rooms and the entire property are so thoughtfully designed that every space feels photo shoot ..."
Reviewed on Jun 29, 2026
Flophouze Shipping Container Hotel
1132 FM 1291 N Round Top TX
$266 nightly
$277 total
Aug 24 - Aug 25
Total with taxes and fees
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.
Find the Best Round Top Vacation Packages
Round Top Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 90 |
Max Temp Winter | 60ºF |
Max Temp Summer | 95ºF |
Top Sights | Rohan Meadery, Henkel Square Market and Winedale Historical Complex |
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Frequently asked questions
How much does a Round Top vacation package cost?
Offering excellent value package deals from $231 on Expedia, you'll be thrilled with how little a vacation to Round Top costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Round Top?
May, July and December are great times to search for cheap Round Top vacation packages. Traveling in less busy periods means you can generally find lower prices on flights and hotels.
How many days is enough for Round Top?
With a well-organized travel plan, you can easily tick off the top Round Top attractions in a handful of days. But if you'd like to explore off the beaten track or go on day trips, think about booking your Round Top vacation for longer.
Is it worth booking a vacation package to Round Top?
During your Round Top vacation, you can look forward to experiencing some top-notch culture and history. Leave enough room in your itinerary to visit leading sights like Henkel Square Market and Copper Shade Tree.
How to find the best Round Top package deals?
Use Expedia's filters to find some great Round Top package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Round Top package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Round Top vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations individually. Better still, you can tailor your Round Top getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Round Top?
If you're planning a spur-of-the-moment Round Top vacation, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Round Top?
- Choose your travel dates: The things you want to do in Round Top and your favorite season can help you decide when to get away.
- Plan your budget wisely: In addition to the price of your accommodations, you should consider other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Round Top.
- Explore Round Top with our trip planning tool: Gain insights into the most popular attractions and best properties for your trip to Round Top. You can also save your favorite places, collaborate with your group and organize your plans in one place.
- Decide how long to go for: Now that you're up to speed on Round Top, you can work out the right length of your break. Create a rough plan and allocate enough time to cover everything you want to see.
- Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Round Top vacation package that brings all your bookings together.
- Add on experiences and excursions: Read our dedicated travel guide to find some fun things to do in Round Top. Book tickets or make reservations as soon as you can to save time and avoid the hassle of searching for activities when you arrive.
Does Expedia offer Book Now, Pay Later Round Top vacation packages?
Your Round Top trip is meant to be an escape from your busy life, not a source of money worries. So to give you a bit more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.