Round Top Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

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.

Top Round Top Vacation Deals

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 CA $1,191, price is now CA $984 per person
CA $984
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Houston (IAH)
8.8/10 Excellent! (264 reviews)

Hotel Granduca Houston

Hotel Granduca Houston

4 out of 5
The Galleria
Price was CA $1,953, price is now CA $1,576 per person
CA $1,576
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Houston (IAH)
9.2/10 Wonderful! (1,000 reviews)
My wife and I had an incredible weekend!

Reviewed on Nov 8, 2026

Moxy Houston Downtown

Moxy Houston Downtown

3 out of 5
Downtown Houston
Price was CA $1,582, price is now CA $1,283 per person
CA $1,283
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Houston (IAH)
8.6/10 Excellent! (1,185 reviews)
The service was very accommodating. The 2 black ladies at the counter were really sweet and helped with any questions and concerns we had. Restaurants are close and next door to the hotel. I would stay here again

Reviewed on Nov 6, 2026

Deluxe Inn Motel Houston I-45 North

Deluxe Inn Motel Houston I-45 North

2.5 out of 5
Northside
Price was CA $1,251, price is now CA $1,023 per person
CA $1,023
per person
Dec 15 - Dec 20
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Houston (IAH)
No reviews

Le Meridien Houston Downtown

Le Meridien Houston Downtown

4 out of 5
Downtown Houston
Price was CA $1,654, price is now CA $1,371 per person
CA $1,371
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Houston (IAH)
9/10 Wonderful! (1,005 reviews)
Very nice! Loved the roof top!!

Reviewed on Nov 8, 2026

Ready to book your vacation to Round Top?

 

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Round Top Hotel Deals

Round Top Hotel

Round Top Hotel

2 out of 5
701 Texas 237 Round Top TX
The price is CA $334 per night from Nov 10 to Nov 11
CA $334
CA $377 total
Nov 10 - Nov 11
includes taxes & fees
Round Top Hotel
The Frenchie

The Frenchie

3 out of 5
311 Live Oak St Round Top TX
The price is CA $371 per night from Nov 16 to Nov 17
CA $371
CA $499 total
Nov 16 - Nov 17
includes taxes & 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
The price is CA $220 per night from Nov 10 to Nov 11
CA $220
CA $365 total
Nov 10 - Nov 11
includes taxes & fees
Flophouze Shipping Container Hotel
See all 685 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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Stay near popular Round Top attractions

Henkel Square Market

9.4/10 (15 reviews)
You can find the perfect gifts to bring home at Henkel Square Market during your visit to Round Top. Experience the area's entertainment venues and art scene.
See properties

Frequently asked questions

How much does a Round Top vacation package cost?
You'll find cheap prices from CA $984 on Expedia for your Round Top escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Round Top costs.
What are the cheapest months to go to Round Top?
February, August and November are the best times to look for cheap Round Top vacation packages. Choosing to travel in quieter months means you can typically find better prices on accommodations and flights.
How many days is enough for Round Top?
With a well-organized itinerary, you can easily visit the most popular Round Top sights in a few days. But if you want to venture off the beaten track or take 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 count on experiencing some top-notch culture and history. Leave enough room in your schedule to visit major sights like Henkel Square Market and Copper Shade Tree.
How to find the best Round Top package deals?
Bagging a cheap Round Top package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Round Top package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Round Top vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Round Top vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Round Top?
Land amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Round Top escape.
How to plan a trip to Round Top?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Round Top.
  2. Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and airfares. Your hotel will likely be the biggest expense during your trip to Round Top.
  3. 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. Pull together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the ideal Round Top vacation package for you.

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