Guestling Holidays from £158

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Your Guestling Holiday

When a fun city getaway is calling, answer it with a holiday package to Guestling. The neighbourhood of Winchelsea, which is great for nature, views and walking, makes an awesome base for your adventures. Like to explore? Blue Reef Aquarium, Hastings Castle and Hastings Pier are just three of the leading places to visit during your trip to Guestling. Browse Expedia's extensive range of travel options and book your perfect holiday to Guestling today.

Top Guestling Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Sandman Signature London Gatwick Hotel

Sandman Signature London Gatwick Hotel

4 out of 5
Price was £202, price is now £158 per person
£158
per person
26 Sept - 28 Sept
found 24 hours ago
Return flight included
Edinburgh (EDI) to London (LGW)
8.6/10 Excellent! (1,009 reviews)
Good stopover location for Gatwick airport. Bar closes a tad early and no food options for late arrival in hotel with last orders at 22:30. Well cleaned but looking worn in places. Overall happy with our stay, the breakfast and price.

Reviewed on 25 Aug 2025

Hilton London Gatwick Airport

Hilton London Gatwick Airport

4 out of 5
Save 100% on your flight
Price was £275, price is now £202 per person
£202
per person
9 Oct - 12 Oct
found 22 hours ago
Return flight included
Glasgow (GLA) to London (LGW)
9/10 Wonderful! (3,266 reviews)
Check-in was easy and service was great when we ate.

Reviewed on 24 Aug 2025

The Spa Hotel

The Spa Hotel

4 out of 5
Price was £286, price is now £234 per person
£234
per person
26 Sept - 28 Sept
found 22 hours ago
Return flight included
Edinburgh (EDI) to London (LGW)
8.8/10 Excellent! (1,001 reviews)
I thought the hotel was quite grand and very comfortable. Staff were friendly and accommodating. I very much enjoyed their thermal spa, pool and gym facilities.

Reviewed on 23 Aug 2025

Burlington Hotel, Best Western Premier Collection

Burlington Hotel, Best Western Premier Collection

4 out of 5
Price was £199, price is now £166 per person
£166
per person
21 Nov - 23 Nov
found 1 day ago
Return flight included
Glasgow (GLA) to London (LGW)
8.8/10 Excellent! (1,002 reviews)
The size of the rooms was excellent. The hours for breakfast in my opinion could have been extended by another half hour

Reviewed on 1 Aug 2025

Eastwell Manor, Champneys Hotel & Spa

Eastwell Manor, Champneys Hotel & Spa

4 out of 5
Price was £248, price is now £208 per person
£208
per person
21 Nov - 23 Nov
found 1 day ago
Return flight included
Glasgow (GLA) to London (LGW)
7.8/10 Good! (580 reviews)
The hotel was a splendid surprise being a true manor in the style of a stately home with extensive grounds. We stayed in the Mews cottages which provided a large well equipped room and bathroom.

Reviewed on 21 Jun 2025

Guestling Essential Information

Language
English
Currency
British pounds sterling
Max Temp Winter
7ºC
Max Temp Summer
18ºC
Top Sights
Carr Taylor Vineyard, Smugglers Adventure and Blue Reef Aquarium

Top hotels in Guestling

Guestling Hall Hotel

Guestling Hall Hotel

3.5 out of 5
Guestling Hall, Rye Road, Hastings, England
Fully refundableReserve now, pay when you stay
The price is £73 per night from 31 Aug to 1 Sept
£73
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (441 reviews)
"Really friendly staff. Beautiful house and rooms. Excellent value for koney"

Reviewed on 21 Aug 2025

Guestling Hall Hotel
The Burlington Hotel

The Burlington Hotel

3 out of 5
Grand Parade, Eastbourne, England
Fully refundableReserve now, pay when you stay
The price is £49 per night from 7 Sept to 8 Sept
£49
7 Sept - 8 Sept
includes taxes & fees
7.6/10 Good! (1,302 reviews)
4 star stay in 3 star hotel
"surprised how good it was, especially after utube reviews, the service, food, was excellent got upgrade to seaview room that I didnt ask for"

Reviewed on 23 Aug 2025

The Burlington Hotel
The Majestic Hotel

The Majestic Hotel

3.5 out of 5
26-34 ROYAL PARADE, Eastbourne, England
Fully refundable
The price is £48 per night from 31 Aug to 1 Sept
£48
31 Aug - 1 Sept
includes taxes & fees
6.8/10 (113 reviews)
Good budget hotel.
"Good budget hotel, clean with very friendly staff."

Reviewed on 23 Aug 2025

The Majestic Hotel
See all 1,969 properties in Guestling
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 Guestling Weekend Breaks

Discover a different side of the British Isles with a weekend break in Guestling. 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 Guestling weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Guestling.

Cheap Weekend Breaks to Guestling

There are lots of ways to take cheap weekend breaks to Guestling. 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 Guestling. 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  

Guestling Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Guestling. Whisking your lover away for a romantic Guestling 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 Guestling 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 Guestling

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

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

Popular places to visit

Hastings Pier

Hastings Pier

Explore the waterfront in Hastings with a trip to Hastings Pier. Wander the seaside and beautiful beaches in the area.

Hastings Pier
Hastings Castle featuring heritage elements and a ruin

Hastings Castle

Stir your imagination at the ruins of this once mighty clifftop fortress, built by William the Conqueror in the 11th century.

Hastings Castle
Hastings Country Park showing a small town or village, general coastal views and a garden

Hastings Country Park

Popular with dog walkers and exercisers, this expansive park provides a peaceful escape and coastal panoramas.

Hastings Country Park

What to do in Guestling

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
Battle Abbey Gatehouse

1066 Battle of Hastings Guided Tour

£150
per adult
1066 Battle of Hastings Guided Tour
See all activities in Guestling

Frequently asked questions

Why should I book my Guestling holiday with Expedia?
Choose Expedia to plan your next escape with ease, all in one convenient place. Our top tip for getting the best deal on a Guestling getaway? Bundle your flights, accommodation and/or car hire into a package holiday. Then throw in a few awesome tours and activities. Most bookings also include flexible cancellation policies, so there's no need to panic if you have to switch up your travel agenda. Round-the-clock assistance with amending and cancelling your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Guestling?
Guestling is at its busiest in March, April and May. If you want a more laid-back getaway, head there in February, September and December. Organise your trip to Guestling based on what style of adventure you're looking for. January is the coolest time of year, when daytime temperatures average 5ºC. In July, the warmest period, expect averages of 17ºC during the day.
What is the top hotel for my holiday in Guestling?
Offering many of the conveniences and comforts of home, Chatsworth Hotel will make the perfect base for your Guestling escape.
How do I get a cheap holiday to Guestling?
Our Guestling holidays promise plenty of savings for the savvy explorer. For the best deal, simply combine your hotel, flights and extras (including activities). But bargain prices are just the beginning of your next awesome adventure. Book with Expedia and you'll have more than 400 airlines and 321,000 properties across the globe to pick from. Whatever your budget, there's a holiday here with your name on it. 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 Guestling holiday?
There are plenty of places to visit while on your holiday in Guestling. Blue Reef Aquarium, Hastings Pier, White Rock Theatre and Hastings Castle are among this destination's key attractions.
Do I need a visa for my Guestling holiday?
Visa requirements for Guestling vary based on your nationality and the reason for your visit. We recommend checking official government websites to determine if you need a visa for your trip. This is also a good place to find the most up-to-date information, including details about application procedures or supporting documentation that may be necessary. Enquire about your visa requirements in advance to ensure a smooth travel experience. Finally, double-check to see that your passport is valid for at least six months from the date of your return.
What should I wear on my Guestling holiday?
Do some research into the sorts of clothing people in Guestling wear, and consider browsing style blogs for some fashion inspiration. Aim to create a versatile travel wardrobe full of pieces that work for your destination and show off your unique sense of style. Check the local weather forecast so you can pack appropriately. The warmest month in Guestling is July, with average daily temperatures of 17ºC. If you're travelling in the coolest month of January, the mercury averages 5ºC during the day.
What does an Expedia Guestling holiday include?
Select from any combination of hire cars, hotels and flights. Once you've made your booking, add some tours and activities. Want to pick your fare class? That's possible too. The choice is yours when it comes to planning your perfect Guestling getaway. Discover a huge range of property types and pick one that matches the size of your group. The most in-demand holiday rentals here are apartments and private holiday homes. With Expedia, it's a breeze to tailor-make your Guestling escape however you like.
Does Expedia offer Book Now, Pay Later Guestling holidays?
Expedia has teamed up with online lender Klarna to make your next break easier on your bank balance. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more money to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Browse these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna offers just that! Paying in several transactions will make that dream getaway possible.
  • No-deposit holidays: Clicking the "book now" button is easier with this payment option. With no deposit required for your escape, you can Book Now, Pay Later and start working on your travel itinerary.

Can I choose my airline with a Guestling Expedia holiday?
The choice is all yours! Expedia has access to more than 400 airlines globally, so you can tailor your Guestling getaway according to your travel 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.