Round Top Vacations from $202

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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.
Heritage Place Houston Brookhollow

Heritage Place Houston Brookhollow

3 out of 5
Lazybrook/Timbergrove
Price was $394, price is now $202 per person
$202
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Houston (IAH)
8.8/10 Excellent! (264 reviews)
Been staying here for a while and the location is on the decline. Rooms always have an odor, ice machine not working. Gotta have a suite for a microwave when that used to not be the case a while back. Pricing is fair, location in good but i can also get this + elsewhere now.

Reviewed on Oct 27, 2026

Experience a First Class Stay - 2 BDRM

Experience a First Class Stay - 2 BDRM

3.5 out of 5
Price was $2,034, price is now $1,200 per person
$1,200
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
New York (JFK) 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

Tx Home Group- Houston

Tx Home Group- Houston

2 out of 5
Northside
Save 100% on your flight
Price was $437, price is now $273 per person
$273
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Houston (IAH)
No reviews

Dejs' Modern Retreat

Dejs' Modern Retreat

2 out of 5
Southeast Houston
Save 100% on your flight
Price was $460, price is now $295 per person
$295
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Houston (IAH)
10/10 Exceptional! (1 review)

2824 Aeon Living

2824 Aeon Living

3 out of 5
Southeast Houston
Save 100% on your flight
Price was $624, price is now $413 per person
$413
per person
Dec 10 - Dec 14
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Houston (IAH)
No reviews

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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.
See properties

Round Top Hotel Deals

Round Top Hotel

Round Top Hotel

2 out of 5
701 Texas 237 Round Top TX
$236 nightly
The price is $267 total per night from Nov 1 to Nov 2
$267 total
Nov 1 - Nov 2
Total with taxes and fees
8.8/10 Excellent! (98 reviews)
"The best thing about the property was the location. What was bad was the expensive price per nite poorly constructed done by handy man and no central ac, a mini split, flooring buckled a safety hazard as it was that bad. Beds were ok, at least sheets were clean and bath room reasonably clean . No ..."

Reviewed on Oct 26, 2026

Round Top Hotel
The Frenchie

The Frenchie

3 out of 5
311 Live Oak St Round Top TX
$301 nightly
The price is $340 total per night from Nov 28 to Nov 29
$340 total
Nov 28 - Nov 29
Total with taxes and fees
9.2/10 Wonderful! (33 reviews)
"Cute property - definitely a girlie place."

Reviewed on Sep 25, 2026

The Frenchie
Flophouze Shipping Container Hotel

Flophouze Shipping Container Hotel

2.5 out of 5
1132 FM 1291 N Round Top TX
$270 nightly
The price is $281 total per night from Nov 2 to Nov 3
$281 total
Nov 2 - Nov 3
Total with taxes and fees
Flophouze Shipping Container Hotel
See all 654 properties in Round Top
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 $202 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.