Benenden Holidays from £138

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Your Benenden Holiday

Lock in a Benenden holiday package that includes everything you need and no unnecessary extras. Great for nature, views and walking, think about staying in the neighbourhood of Winchelsea. Every trip to Benenden needs a well-crafted itinerary. Fill yours with big-name attractions like Sissinghurst Castle and Garden, Bedgebury National Pinetum and Forest and Cranbrook Museum. No matter your travel plans or budget, organising your ultimate tailored Benenden holiday is a cinch with Expedia.

Top Benenden Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Trivelles Gatwick

Trivelles Gatwick

4 out of 5
per person
8 Sept - 11 Sept
found 21 hours ago
Return flight included
Belfast (BFS) to London (LGW)
6.8/10 (600 reviews)
Staff are great hotel's all you would want

Reviewed on 27 Jul 2025

Best Western Princes Marine Hotel

Best Western Princes Marine Hotel

3 out of 5
Seafront
Save 100% on your flight
per person
10 Oct - 13 Oct
found 8 hours ago
Return flight included
Edinburgh (EDI) to London (LGW)
8.8/10 Excellent! (1,006 reviews)
close to beach,parking limited,single bed duvet too small,

Reviewed on 29 Jul 2025

Holly House

Holly House

4 out of 5
per person
8 Sept - 11 Sept
found 21 hours ago
Return flight included
Belfast (BFS) to London (LGW)
10/10 Exceptional! (106 reviews)
A lovely room and a magnificent garden. Dee the host was a delight. For those who like a couple of pints with their evening meal the local pub is within easy walking distance and they have a lovely menu, a wide range of decent beers and friendly efficient staff. Intend to stay again sometime in the not too distant future.

Reviewed on 5 Jul 2025

The Gatwick White House Hotel

The Gatwick White House Hotel

2 out of 5
per person
26 Sept - 28 Sept
found 22 hours ago
Return flight included
Inverness (INV) to London (LGW)
7/10 Good! (672 reviews)
Small outdated hotel but nice staff and convenient.

Reviewed on 20 Jul 2025

Alexander House And Utopia Spa

Alexander House And Utopia Spa

5 out of 5
per person
26 Sept - 28 Sept
found 22 hours ago
Return flight included
Inverness (INV) to London (LGW)
8.4/10 Very Good! (460 reviews)
Room was very comfortable but air con totally inadequate. Water from taps and showers dangerously hot. Lounges comfortable.

Reviewed on 14 Jul 2025

Benenden Essential Information

Language
English
Currency
British pounds sterling
Population
790
Max Temp Winter
7ºC
Max Temp Summer
21ºC
Top Sights
Sissinghurst Castle and Garden, Cranbrook Museum and Morgan Museum

Top hotels in Benenden

Ashford International Hotel & Spa

Ashford International Hotel & Spa

4 out of 5
Simone Weil Avenue, Ashford, England
Fully refundableReserve now, pay when you stay
The price is £90 per night from 10 Aug to 11 Aug
£90
10 Aug - 11 Aug
includes taxes & fees
7.8/10 Good! (1,012 reviews)
First visit
"Nice hotel and comfortable room"

Reviewed on 27 Jul 2025

Ashford International Hotel & Spa
ORIDA Maidstone Hotel

ORIDA Maidstone Hotel

3 out of 5
Bearsted Rd, Maidstone, England
Fully refundableReserve now, pay when you stay
The price is £59 per night from 10 Aug to 11 Aug
£59
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very Good! (1,045 reviews)
"Excellent"

Reviewed on 27 Jul 2025

ORIDA Maidstone Hotel
Village Hotel Maidstone

Village Hotel Maidstone

3.5 out of 5
Castle View, Forstal Road, Sandling, Maidstone, England
Fully refundableReserve now, pay when you stay
The price is £68 per night from 3 Aug to 4 Aug
£68
3 Aug - 4 Aug
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"The property was easy to get to via cab, I would not advise you to try and walk it as the road gets busy. The staff were very friendly and helpful. The room was large and spacious, only thing I didnt like was the room had no AC, but a Dyson fan was in full use. The room had no fridge to put your ..."

Reviewed on 7 Jul 2025

Village Hotel Maidstone
See all 2,182 properties in Benenden
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.

The Advantages of Benenden Weekend Breaks

Discover a different side of the British Isles with a weekend break in Benenden. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Benenden weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Benenden.

Cheap Weekend Breaks to Benenden

There are lots of ways to take cheap weekend breaks to Benenden. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Benenden. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience  

Benenden Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Benenden. Whisking your lover away for a romantic Benenden weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Benenden and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire.

Family Weekend Breaks in Benenden

Set some time aside to experience family weekend breaks in Benenden. There are plenty of excellent family-friendly hotels in Benenden within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Benenden. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Benenden family weekend breaks.

All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Sissinghurst Castle and Garden

Sissinghurst Castle and Garden

4.5/5(27 reviews)

Sissinghurst Castle and Garden is just one of the places to see in Cranbrook, so why not enjoy the other things to explore during your travels? Visit the spas and top-notch restaurants in this quaint area.

Sissinghurst Castle and Garden

Bedgebury National Pinetum and Forest

Enjoy an outing to Bedgebury National Pinetum and Forest during your stay in Cranbrook. Amble within picturesque gardens or visit the spas in this relaxing area.

Bedgebury National Pinetum and Forest

Go Ape at Bedgebury

You can take time to visit Go Ape at Bedgebury during your travels to Cranbrook. Amble around this quaint area's picturesque gardens and enjoy its top-notch restaurants.

Go Ape at Bedgebury

What to do in Benenden

Battle Abbey Gatehouse

1066 Battle of Hastings Guided Tour

£150
per adult
1066 Battle of Hastings Guided Tour
Sussex Heritage Coast - Online Self Guided Road Trip Plan

Sussex Heritage Coast - Online Self Guided Road Trip Plan

£13
per traveller
Sussex Heritage Coast - Online Self Guided Road Trip Plan
See all activities in Benenden

Frequently asked questions

Why should I book my Benenden holiday with Expedia?
With top-value flights, car hire and accommodation options all in one place, Expedia makes booking your Benenden getaway a piece of cake. Moreover, we can help you bundle your bookings into a package holiday so you can save even more. Choose from wonderful stays, add your flights and/or a hire car (and maybe even some fun tours!) and score unbeatable prices. Need to change your plans? Expedia offers a flexible cancellation policy for many reservations. To learn more, check out our Customer Service Portal link.
When is the best time of year to holiday in Benenden?
Benenden is very popular in March, June and August, so if you want to steer clear of the crowds, pack your bags for July, November and December. Organise your getaway to Benenden according to what kind of adventure you're looking for. January is the coolest time of year, when average daytime temperatures are 4ºC. In July, the warmest month, you will experience averages of 17ºC during the day.
What is the top hotel for my holiday in Benenden?
Put your feet up and relax in comfort in Benenden by choosing The Royal Oak Historic Commercial Inn as your home-away-from-home and gateway to exploration and adventure.
How do I get a cheap holiday to Benenden?
If you love amazing deals, bundle your bookings into a Benenden holiday. Whether you need flights, hotels, hire cars or tours, you can browse and book them all in one place. You'll have lots of choice at your fingertips as well. Expedia has over 400 partner airlines and 321,000 hotel options around the globe to choose from. Fly with who you want, stay wherever you like and save a pretty penny — now that's the ideal getaway! Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Benenden holiday?
With top attractions like Sissinghurst Castle and Garden and Bedgebury National Pinetum and Forest, a holiday in Benenden promises plenty of exciting things to see and do. Hole Park Gardens and Cranbrook Museum are a couple of other sights worth exploring.
Do I need a visa for my Benenden holiday?
Official government websites are the best source of information on visa requirements, application procedures and any necessary documentation. Your nationality and reason for your visit, whether it be for tourism or business, will determine if you need a visa for Benenden. Also make sure your passport is up to date and has a minimum of six months validity remaining beyond the date of your intended return. Finalise all your travel planning well ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Benenden holiday?
Do a little research into the sorts of clothing people in Benenden wear, and consider browsing fashion pages on social media for inspiration. Aim to create a versatile travel wardrobe filled with pieces that work for your destination and show off your unique style. Take a look at the weather forecast so you can pack your bags accordingly. The warmest time of year in Benenden is July, with average daily temperatures of 17ºC. If you're on holiday in the coolest month of January, the mercury averages 4ºC during the day.
What does an Expedia Benenden holiday include?
Flights, hotels and hire cars — we have them covered. With Expedia, you can create your Benenden travel package the way you want. All you have to do is decide exactly what you need. Once you've made your booking, why not add extras like activities and experiences? The more you bundle, the bigger your savings! Expedia features all sorts of properties, with the most popular in Benenden being cottages and private holiday homes. With Expedia, you'll always enjoy the flexibility and freedom to customise your holiday however you want.
Does Expedia offer Book Now, Pay Later Benenden holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book your dream getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's convenient instalment plans. If paying across multiple instalments sounds right for you, pick this option during the checkout process.
  • No-deposit holidays: If not paying upfront for your getaway makes hitting 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 Benenden Expedia holiday?
You can. We offer more than 400 airline partners globally, so go with the carrier that best fits your budget needs.

* 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.