Winchester Holidays from £936

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Packages with flights are ATOL protected

Top Winchester Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Best stay in Austin

Best stay in Austin

4.5 out of 5
Montopolis
Price was £1,278, price is now £936 per person
£936
per person
5 Nov - 11 Nov
found 1 day ago
Return direct flight included
Glasgow (GLA) to Austin (AUS)
10/10 Exceptional! (15 reviews)
This was definitely “Best Stay in Austin”. The place had everything we needed for our home away from home getaway!!! We loved the place! Especially, the pillows.

Reviewed on 17 Aug 2025

Austin Proper Hotel, a Member of Design Hotels

Austin Proper Hotel, a Member of Design Hotels

5 out of 5
Downtown Austin
Save 100% on your flight
Price was £2,563, price is now £1,499 per person
£1,499
per person
24 Sept - 30 Sept
found 18 hours ago
Return flight included
Glasgow (GLA) to Austin (AUS)
9.2/10 Wonderful! (300 reviews)
the property was very clean and the personal very kindness. dinner is excellent

Reviewed on 9 Aug 2025

@ Marbella Lane - Amazing 4BR Lakeview Home

@ Marbella Lane - Amazing 4BR Lakeview Home

3 out of 5
Save 100% on your flight
Price was £2,234, price is now £1,489 per person
£1,489
per person
5 Nov - 11 Nov
found 13 hours ago
Return direct flight included
Glasgow (GLA) to Austin (AUS)
No reviews
Downright Austin, A Renaissance Hotel

Downright Austin, A Renaissance Hotel

4 out of 5
Downtown Austin
Price was £1,423, price is now £1,044 per person
£1,044
per person
5 Nov - 11 Nov
found 1 day ago
Return direct flight included
Glasgow (GLA) to Austin (AUS)
8.8/10 Excellent! (570 reviews)
I liked the swimming pool

Reviewed on 20 Aug 2025

The LINE Austin

The LINE Austin

4 out of 5
Downtown Austin
Price was £1,510, price is now £1,111 per person
£1,111
per person
5 Nov - 11 Nov
found 1 day ago
Return direct flight included
Glasgow (GLA) to Austin (AUS)
8.8/10 Excellent! (1,047 reviews)
The hotel is very good, great atmosphere, new and well located. The pool was overcrowded. There was no room for us. I don’t know if those people were hotel guest or guests of the guests.

Reviewed on 12 Aug 2025

Winchester Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
16ºC
Max Temp Summer
35ºC
Top Sights
Rohan Meadery, Fayette Heritage Museum and Library and Texas Quilt Museum

Top hotels in Winchester

Best Western La Grange Inn & Suites

Best Western La Grange Inn & Suites

2.5 out of 5
600 E State Highway 71 Bypass, La Grange, TX
Fully refundableReserve now, pay when you stay
The price is £109 per night from 25 Aug to 26 Aug
£109
25 Aug - 26 Aug
includes taxes & fees
8.4/10 Very Good! (633 reviews)
"Everything was very good"

Reviewed on 19 Aug 2025

Best Western La Grange Inn & Suites
Days Inn by Wyndham Bastrop

Days Inn by Wyndham Bastrop

2 out of 5
4102 Hwy 71 E, Bastrop, TX
Fully refundableReserve now, pay when you stay
The price is £57 per night from 24 Aug to 25 Aug
£57
24 Aug - 25 Aug
includes taxes & fees
7.2/10 Good! (823 reviews)
"It is a nice place to stay"

Reviewed on 2 Aug 2025

Days Inn by Wyndham Bastrop
Super 8 by Wyndham Giddings

Super 8 by Wyndham Giddings

2 out of 5
4002 E Austin St, Hwy 290 E, Giddings, TX
Fully refundableReserve now, pay when you stay
The price is £53 per night from 21 Aug to 22 Aug
£53
21 Aug - 22 Aug
includes taxes & fees
7.2/10 Good! (786 reviews)
"Ok for price."

Reviewed on 17 Aug 2025

Super 8 by Wyndham Giddings
See all 278 properties in Winchester
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

Popular places to visit

Lester Park

After visiting Lester Park, make a plan to see the other sights and activities in La Grange. While you're in the area, wander around the parks.

Lester Park

Frequently asked questions

How much does a Winchester travel package cost?
We make it simple for everyone to travel, with Winchester packages starting from as little as £936. You'll have the flexibility to combine your favourite airlines, hotels and car rental. For the ultimate getaway, why not add a few tours and experiences to your itinerary?
If I'm not able to travel, can I cancel my Winchester travel package?
Certainly, and we're here to help. You may be able to change or cancel your Winchester travel package at no cost if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If your circumstances unexpectedly change, look up our Customer Service Portal for further information.
How do I get a cheap travel package to Winchester?
Just imagine all the wonderful things you could do in Winchester with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your hotel and airfare bookings into a Winchester holiday package. You have loads of choice when you book with Expedia too. In fact, you can select from more than 550 air carriers and 1,000,000 properties around the world. Whether you're holidaying with the entire family or adventuring alone, organising a trip to Winchester is better with a package.
Does Expedia offer Book Now, Pay Later Winchester holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book an incredible getaway without exhausting your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that work for all budgets, so you can lock in that well-deserved holiday sooner.
  • Pay in instalments holidays: If you'd like to pay off your getaway in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan with Klarna.

What are the top hotels in Winchester?
Best Western La Grange Inn & Suites and River Valley Motor Inn are among the most sought-after properties in Winchester. Why not check out the facilities and amenities at each and then make a decision?
How far in advance should I book my Winchester holiday?
It's tricky picking the ideal time for airfares, but we generally suggest the earlier, the better. Plenty of international flights on Expedia become available up to a year in advance. If you're booking last minute, don't stress. Discounted prices occasionally appear just weeks before departure dates.
What does an Expedia Winchester travel package include?
With Expedia, you can choose a combination of car rentals, flights and hotels to build your perfect Winchester package. Once you've made your booking, you can add on the fun stuff like day tours and activities. Don't forget, the more you bundle, the more deals you'll score!
What should I know before booking a Winchester travel package?
Find deals to match your budget with an Expedia package. Flights, hotels, rental cars — we've got everything you need to plan your getaway. You'll save big dollars just for bundling your bookings. Whether you're taking off on an adventure in the snow or getting some sun on a warm beach, your ideal holiday is just clicks away.
Can I choose my airline with a Winchester Expedia travel package?
Yes — that's one of the best things about an Expedia package. You're in control. We have more than 550 partner airlines throughout the world, so you have loads of choice when planning your Winchester adventure.

* 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.