Medstead Holidays from £365

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Your Medstead Holiday

Book a customised Medstead holiday package that includes everything you need and no unnecessary extras. Great for walking, views and families, consider staying in the neighbourhood of Alresford. Every trip to Medstead needs a well-crafted itinerary. Fill yours with major attractions such as Jane Austens House Museum, Gilbert Whites House and Garden and The Oates and Church of St Lawrence. Whoever you're taking time off with and whatever you plan to spend, your dream Medstead holiday is just clicks away with Expedia.

Top Medstead Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Best Western Chilworth Manor Hotel

Best Western Chilworth Manor Hotel

3 out of 5
Price was £424, price is now £365 per person
£365
per person
4 Sept - 7 Sept
found 18 hours ago
Return flight included
Jersey (JER) to Southampton (SOU)
8/10 Very good! (1,006 reviews)
Beautiful old building, lovely grounds Would stay again

Reviewed on 29 Jul 2026

Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
The Polygon
Price was £652, price is now £547 per person
£547
per person
4 Sept - 7 Sept
found 18 hours ago
Return flight included
Jersey (JER) to Southampton (SOU)
8.6/10 Excellent! (1,400 reviews)
Clean room, staff our friendly, breakfast buffet was good

Reviewed on 3 Aug 2026

Forest Lodge

Forest Lodge

4 out of 5
Price was £555, price is now £468 per person
£468
per person
4 Sept - 7 Sept
found 18 hours ago
Return flight included
Jersey (JER) to Southampton (SOU)
8.2/10 Very good! (234 reviews)

STANWELL HOUSE

STANWELL HOUSE

4 out of 5
Price was £581, price is now £498 per person
£498
per person
4 Sept - 7 Sept
found 18 hours ago
Return flight included
Jersey (JER) to Southampton (SOU)
9.2/10 Wonderful! (76 reviews)
Beautifully decorated throughout. Breakfast was very good and staff were very polite and helpful. The only thing I would make everyone aware of is that car park isn’t on sight of the hotel but at the opposite side of the road through an alleyway and it’s very small so we weren’t able to get a space so had to pay for the long stay car park which cost us over £10 in all and it would have been a nice gesture if the hotel offered to compensate those who can’t get into their car park. That said I would definitely stay there again next time I’m in lymington

Reviewed on 1 Aug 2026

The Crown Manor House Hotel

The Crown Manor House Hotel

4 out of 5
Price was £487, price is now £418 per person
£418
per person
4 Sept - 7 Sept
found 18 hours ago
Return flight included
Jersey (JER) to Southampton (SOU)
9.2/10 Wonderful! (1,001 reviews)

Medstead Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Southampton Airport (SOU)
Max Temp Winter
7ºC
Max Temp Summer
21ºC
Top Sights
Curtis Museum, Blacknest Golf and Country Club and Gilbert Whites House and Garden and The Oates

Top hotels in Medstead

De Vere Wokefield Estate

De Vere Wokefield Estate

3.5 out of 5
Wokefield Park, Goodboys Lane Reading England
Fully refundableReserve now, pay when you stay
The price is £82 per night from 5 Aug to 6 Aug
£82
5 Aug - 6 Aug
includes taxes & fees
8.2/10 Very good! (644 reviews)
"At check in we were directed to our room, in completely the wrong direction.. ended up on quite the mission. Then on entering our room there was a poo in the toilet - not great! The room was hot with no air con, and one of the windows didn't open at all. There was a fan in the room which was appreciated. ..."

Reviewed on 2 Aug 2026

De Vere Wokefield Estate
Village Hotel Southampton Eastleigh

Village Hotel Southampton Eastleigh

4 out of 5
Bournemouth Road Eastleigh England
Fully refundableReserve now, pay when you stay
The price is £85 per night from 16 Aug to 17 Aug
£85
16 Aug - 17 Aug
includes taxes & fees
Village Hotel Southampton Eastleigh
New Place

New Place

4 out of 5
Shirrell Heath Southampton England
Fully refundableReserve now, pay when you stay
The price is £79 per night from 16 Aug to 17 Aug
£79
16 Aug - 17 Aug
includes taxes & fees
New Place
See all 1,145 properties in Medstead
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

What to do in Medstead

Basingstoke iFLY Indoor Skydiving Experience - 2 Flights & Certificate

Basingstoke iFLY Indoor Skydiving Experience - 2 Flights & Certificate

£40
per adult
Basingstoke iFLY Indoor Skydiving Experience - 2 Flights & Certificate
Private Sightseeing from Southampton Cruise to Jane Austens House

Private Jane Austens House Sightseeing from Southampton Cruise

£190
per adult
Private Jane Austens House Sightseeing from Southampton Cruise
See all activities in Medstead

Frequently asked questions

Why should I book my Medstead holiday with Expedia?
With great-value airfares, car hire and hotel options all in one place, Expedia makes planning your Medstead break hassle-free. What's more, we can help you bundle your bookings into a package holiday so you can get even more savings. Select from amazing properties, add flights and/or a car hire (and maybe even some exciting activities!) and get incredible prices. Need to change your plans? Expedia has a flexible cancellation policy for many reservations. To discover more, make your way to our Customer Service Portal link.
When is the best time of year to holiday in Medstead?
If you enjoy the buzz of peak season, visit Medstead in May, June and September. If you're looking for a more relaxed vibe, February, October and December will suit you better. With average daytime temperatures of 4ºC, January is the coolest month in Medstead. The warmest month is July, when you can expect average temperatures of 17ºC throughout the day. Whatever the weather conditions, you'll discover plenty to keep you busy here.
What is the top hotel for my holiday in Medstead?
Unwind in Medstead by choosing The Angel Hotel as your gateway to exploration and adventure.
How do I get a cheap holiday to Medstead?
Creating your own Medstead holiday with Expedia is a smart way to save. We have more than 400 partner airlines and 321,000 hotel options across the globe. With such a fantastic range to pick from, you'll have no issues putting together your next dream adventure. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Medstead holiday?
Make sure your next holiday in Medstead is one to remember by stopping by its best attractions. Jane Austens House Museum, Blacknest Golf and Country Club, Gilbert Whites House and Garden and The Oates and Anstey Park are some of the things to put on your itinerary while you're here.
Do I need a visa for my Medstead holiday?
Visa requirements for Medstead vary based on your nationality and purpose of your visit. Be sure to check official government websites to determine if you need a visa for your holiday. They'll also give you the most up-to-date information, including details about application procedures and any supporting documentation you might need. Enquire about your visa requirements in advance to ensure a smooth travel experience. Also check to see that your passport has a minimum of six months validity from your return date.
What should I wear on my Medstead holiday?
Although everyone's style differs, it can help to have a few guidelines for what to wear on your holiday in Medstead. Think about browsing style blogs before you head off for inspiration on local dress codes or fashion trends. Daytime temperatures in January, Medstead's coolest month, average around 4ºC. July marks this destination's warmest month when the average temperature reaches 17ºC. Our top piece of advice? Take the guesswork out of what to pack and check the weather forecast.
What does an Expedia Medstead holiday include?
Flights, hotels and a cool set of wheels for all your road trip adventures. Simply choose your preferred bundle and get access to great discounts. Once you've made your booking, add on a few tours and activities and watch your savings grow. When it comes to crafting your Medstead holiday, you're the boss! You'll always have the flexibility and freedom to design your holiday the way you want with Expedia.
Does Expedia offer Book Now, Pay Later Medstead holidays?
Expedia has joined forces with online lender Klarna to make your next break a little easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that fits into your budget. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that suit all types of budgets, so you can take that well-deserved holiday now.
  • No-deposit holidays: If no upfront fee for your getaway makes pressing that "book now" button easier, go for a no-deposit holiday plan from Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Medstead Expedia holiday?
Yes — and it's simple too. Expedia has access to more than 400 partner airlines all over the world. Our packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.

* 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.