Hilltop Holidays from £1,095

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Your Hilltop Holiday

Skip the hassle of planning your next exciting adventure with a Hilltop holiday package. Whether you're visiting for its history, food or other highlights, this city offers countless exciting experiences to delve into. Fill your trip to Hilltop with tours of its most popular attractions. First up? You won't want to miss Gosch Athletic Field. Whoever you're going away with and whatever you plan to spend, your ultimate Hilltop holiday is just clicks away with Expedia.

Top Hilltop Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Wild Oak Ranch, San Antonio

Hyatt Vacation Club at Wild Oak Ranch, San Antonio

3.5 out of 5
Far West Side
per person
22 Oct - 26 Oct
found 1 day ago
Return flight included
London (LHR) to San Antonio (SAT)
9/10 Wonderful! (1,014 reviews)
Overall, we loved our one night stay here and would love to return. That being said, there are definitely some improvements that could be made such as clearer instructions to getting to your room, more dining options, and pest control. We rented the 2 bedroom villa and encountered quite a few water bugs in our room, we even watched one come out from underneath the front door even though it was closed. I was disappointed by the dining options as well. This is a huge, beautiful property with one single restaurant that only serves “ready made breakfast” from 8 am to 10 am I believe. That didn’t work with our schedule. The pool is very nice and the lazy river with a small beach was definitely the highlight of the trip. The grounds are sprawling and there is definitely a lot of walking to be done. It was very hot but there was thankfully a lot of shade around the property.

Reviewed on 16 Aug 2025

Hotel Contessa

Hotel Contessa

4 out of 5
Downtown San Antonio
per person
22 Oct - 26 Oct
found 1 day ago
Return flight included
London (LHR) to San Antonio (SAT)
9/10 Wonderful! (3,149 reviews)
Nicely decorated, clean, and comfortable rooms. The rooftop pool and fitness center are very nice. Friendly staff. Perfectly located in the center of downtown. The riverwalk is right outside the hotel. All the best restaurants and attractions are walking distance from the hotel. It’s been a real treat staying here. Well worth it, and would definitely stay here again.

Reviewed on 17 Aug 2025

InterContinental San Antonio Riverwalk by IHG

InterContinental San Antonio Riverwalk by IHG

4.5 out of 5
Downtown San Antonio
per person
22 Oct - 26 Oct
found 1 day ago
Return flight included
London (LHR) to San Antonio (SAT)
9.4/10 Exceptional! (505 reviews)
The staff was very friendly. Bed was comfy

Reviewed on 10 Aug 2025

Canopy by Hilton San Antonio Riverwalk

Canopy by Hilton San Antonio Riverwalk

4 out of 5
Downtown San Antonio
per person
22 Oct - 26 Oct
found 1 day ago
Return flight included
London (LHR) to San Antonio (SAT)
9.2/10 Wonderful! (1,517 reviews)
Great location, right on the riverwalk. Walkable to shopping and dining and the staff was wonderful! Would definitely stay there again.

Reviewed on 16 Aug 2025

Home2 Suites by Hilton San Antonio Riverwalk, TX

Home2 Suites by Hilton San Antonio Riverwalk, TX

3 out of 5
Downtown San Antonio
per person
22 Oct - 26 Oct
found 1 day ago
Return flight included
London (LHR) to San Antonio (SAT)
8.8/10 Excellent! (1,238 reviews)
The beds were very comfortable an that the room's had a kitchen sink microwave and a fill size refrigerator with dishes as well that was a plus for are family

Reviewed on 15 Aug 2025

Hilltop Essential Information

Language
English
Currency
U.S dollars
Population
290
Max Temp Winter
18ºC
Max Temp Summer
35ºC

Top hotels in Hilltop

La Quinta Inn & Suites by Wyndham Pearsall

La Quinta Inn & Suites by Wyndham Pearsall

3 out of 5
170 Medical Dr, Pearsall, TX
Fully refundableReserve now, pay when you stay
The price is £43 per night from 22 Aug to 23 Aug
£43
22 Aug - 23 Aug
includes taxes & fees
8/10 Very Good! (337 reviews)
Great stay
"The reception clerk is super friendly and helpful, overall a great stay, especially for the price."

Reviewed on 12 Aug 2025

La Quinta Inn & Suites by Wyndham Pearsall
Holiday Inn Express Hotel & Suites Pearsall by IHG

Holiday Inn Express Hotel & Suites Pearsall by IHG

2.5 out of 5
412 IH - 35 South, Pearsall, TX
Fully refundable
The price is £60 per night from 22 Aug to 23 Aug
£60
22 Aug - 23 Aug
includes taxes & fees
8.4/10 Very Good! (284 reviews)
"Everything was perfect"

Reviewed on 30 Jun 2025

Holiday Inn Express Hotel & Suites Pearsall by IHG
Microtel Inn & Suites by Wyndham Cotulla

Microtel Inn & Suites by Wyndham Cotulla

2 out of 5
499 N IH 35, Cotulla, TX
Fully refundableReserve now, pay when you stay
The price is £45 per night from 14 Sept to 15 Sept
£45
14 Sept - 15 Sept
includes taxes & fees
7.8/10 Good! (446 reviews)
"Perfect"

Reviewed on 16 Aug 2025

Microtel Inn & Suites by Wyndham Cotulla
See all 44 properties in Hilltop
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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

Why should I book my Hilltop holiday with Expedia?
Expedia has you covered for every aspect of your next Hilltop trip. You'll always get the best deals, but when you bundle your flights, hotel and/or car hire into a holiday package, you can save even more. Looking to really make the most of your escape? Add some fun tours and activities to your customised package. Expedia offers flexible cancellation policies on most bookings, so you won't need to stress if your travel plans change. Visit our Customer Service Portal link to discover more.
When is the best time of year to holiday in Hilltop?
Hilltop is busy in May, August and November. If you're not into crowds and prefer a calmer pace, lock in your getaway for January, April and December. Arrange your getaway to Hilltop based on what type of holiday you're looking for. January is the coolest time of year, when daytime temperatures average 12ºC. In August, the warmest period, you'll experience averages of 31ºC during the day.
What is the top hotel for my holiday in Hilltop?
Best Western Plus Dilley Inn & Suites is an ideal base for a memorable trip to Hilltop, offering all the comforts and amenities you need and more.
How do I get a cheap holiday to Hilltop?
Combine your flights and hotels, add extras such as activities, and save with a Hilltop holiday. You won't just enjoy superb discounts on your adventure — you'll have plenty of choice within your reach too. When you book through Expedia, you can choose from more than 400 air carriers and 321,000 properties worldwide. Your unforgettable holiday starts right here, right now! Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Hilltop holiday?
Travellers who go on a holiday in Hilltop enjoy visiting Gosch Athletic Field. Other well-known attractions here include Blue Star Memorial and Dilley City Park. When it comes to things to see and do in this city, the choices are almost endless!
Do I need a visa for my Hilltop holiday?
Look up the latest rules on official government websites. Your nationality and whether you're travelling for work or pleasure will determine if you'll need a visa for Hilltop. Get familiar with the application process, including any required documentation, fees and turnaround times. Finalise your application well in advance to allow sufficient processing time. Some visas may take many weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Hilltop holiday?
Think about the type of activities planned during your trip to Hilltop and choose versatile pieces that you can mix and match. For fashion inspiration or even information on dress codes, browse a few style blogs or social media accounts. Have a look at the local weather forecast so you can pack appropriately. The warmest month in Hilltop is August, with average daytime temperatures of 31ºC. If you're on holiday in the coolest month of January, the mercury hovers around 12ºC during the day.
What does an Expedia Hilltop holiday include?
Hotels, flights and a cool car for your road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you've made your booking, add on some activities and tours and watch your savings grow. When it comes to planning your Hilltop trip, you're in control! Expedia allows you the flexibility and freedom to design your holiday your way.
Does Expedia offer Book Now, Pay Later Hilltop holidays?
Expedia has teamed up with online lender Klarna to make your next getaway a little easier on the wallet. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that suits your budget. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple transactions that suit all budgets, so you can lock in that well-deserved holiday sooner.
  • No-deposit holidays: If not paying upfront for your getaway makes clicking that "book now" button easier, opt for a no-deposit holiday plan from Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Hilltop Expedia holiday?
Expedia has access to more than 400 partner airlines worldwide, so you sure can! Simply pick the carrier that suits you and craft the perfect Hilltop escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.