Winchfield Vacations from $1,084

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Your Winchfield Vacation

Say bye-bye to planning worries and hello to a Winchfield vacation package. With your travel details organized before you go, you can focus on discovering this city, starting with Brookwood, which is great for hiking, adventure sports and golfing. A trip to Winchfield is a superb opportunity to take in the sights. Check out renowned attractions like Odiham Castle, West Green House Garden and St Marys Church. Check out Expedia's wide range of travel options and start organizing your dream vacation to Winchfield now.

The Latest Winchfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Woodlands Lodge Hotel

Woodlands Lodge Hotel

3 out of 5
Price was $1,742, price is now $1,084 per person
$1,084
per person
Dec 3 - Dec 5
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Southampton (SOU)
8.8/10 Excellent! (281 reviews)
A late arrival and early departure. Thank you.

Reviewed on Sep 29, 2025

Bartley Lodge Hotel

Bartley Lodge Hotel

4 out of 5
Price was $1,776, price is now $1,099 per person
$1,099
per person
Dec 3 - Dec 5
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Southampton (SOU)
7.6/10 Good! (259 reviews)
Better lighting in car park when it's dark. Difficult to see where the disabled spaces are

Reviewed on Sep 15, 2025

Best Western Chilworth Manor Hotel

Best Western Chilworth Manor Hotel

3 out of 5
Price was $1,779, price is now $1,107 per person
$1,107
per person
Dec 3 - Dec 5
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Southampton (SOU)
8/10 Very Good! (991 reviews)
Carpets need updating, food good.

Reviewed on Sep 27, 2025

room2 Southampton Hometel

room2 Southampton Hometel

4 out of 5
Southampton City Centre
Price was $1,793, price is now $1,115 per person
$1,115
per person
Dec 3 - Dec 5
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Southampton (SOU)
9.4/10 Exceptional! (1,101 reviews)
Great breakfast. Excellent rooms, very clean; helpful, pleasant staff

Reviewed on Sep 26, 2025

Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
The Polygon
Price was $1,744, price is now $1,086 per person
$1,086
per person
Dec 3 - Dec 5
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Southampton (SOU)
8.4/10 Very Good! (1,212 reviews)
Great room and extensive breakfast all great. The issue for us was the food in the evening. The cappuccino came out cold, the same with the pudding. The curry was a Thai green which isn’t a particularly spicy one normally but was so spicy I couldn’t finish it. The staff all seemed to be on training so it was hard to find someone who knew the menu etc. Shame as otherwise a good hotel.

Reviewed on Sep 21, 2025

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Discover the most popular places to visit in Winchfield

A picture of odiham castle through a small, nearby "information window". The drawing on the window and the castle perfectly align... if you're willing to get down on your knees!!

Odiham Castle

You can learn about the history of Hook when you stop by Odiham Castle. Check out the lively bars or top-notch restaurants in this quaint area.

Odiham Castle

West Green House Garden

Explore the great outdoors at West Green House Garden, a lovely green space in Hook. Check out the spas and lively bars in this quaint area.

West Green House Garden

Gallery Fifty Five

You can spend time studying the exhibits at Gallery Fifty Five in Hartley Wintney. Check out the spas and lively bars in this quaint area.

Gallery Fifty Five

Winchfield Hotel Deals

pentahotel Reading

pentahotel Reading

4 out of 5
Oxford Road, Reading, England
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $94 total per night from Oct 12 to Oct 13
$94 total
Oct 12 - Oct 13
Total with taxes and fees
8.2/10 Very Good! (1,023 reviews)
"Nice quiet room. Room was a bit hot but staff lent me a fan which helped me to sleep comfortably."

Reviewed on Sep 28, 2025

pentahotel Reading
De Vere Beaumont Estate

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire, Windsor, England
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $103 total per night from Oct 10 to Oct 11
$103 total
Oct 10 - Oct 11
Total with taxes and fees
7.8/10 Good! (1,011 reviews)
"we have stayed here before and returned again the surroundings are beautiful and the hotel is lovely . very clean and staff can’t do enough for you .Alex the manager was an absolute star as we had had an issue the night before he couldn’t so enough for us"

Reviewed on Sep 19, 2025

De Vere Beaumont Estate
Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street, Windsor, England
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $147 total per night from Oct 12 to Oct 13
$147 total
Oct 12 - Oct 13
Total with taxes and fees
9/10 Wonderful! (1,009 reviews)
"Perfectly situated in the middle of Windsor with wonderful views of the castle. The staff and property are amazingly comfortable."

Reviewed on Sep 21, 2025

Castle Hotel Windsor
See all 2,034 properties in Winchfield
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.

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Frequently asked questions

How much does a Winchfield vacation package cost?
You can snap up a vacation package to this top destination from $1,084 on Expedia. But how much your vacation to Winchfield costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Winchfield?
If you'd like to book a cheap Winchfield vacation package, consider traveling in February, November and December. You'll typically find better rates on hotels and airfares during these quieter months — ideal for a budget-friendly break.
How many days is enough for Winchfield?
Generally, a handful of days is enough to explore the top sights during your Winchfield vacation. However, if you want to have time to relax or take day tours, consider extending your itinerary.
How to find the best Winchfield package deals?
Finding a cheap Winchfield package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Winchfield package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Winchfield vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Winchfield vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Winchfield?
If you're considering a spur-of-the-moment Winchfield vacation, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Winchfield vacation packages?
If you're like us, you love traveling the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Winchfield break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.