Guestling Vacations from $758
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Guestling Vacation
When a fun city getaway is calling, answer it with a vacation package to Guestling. The neighborhood 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 vacation to Guestling today.
The Latest Guestling vacation packages
Price found within the past 48 hours. Click for updated prices.
The Old Manor House B & B
Price was $2,082, price is now $2,036 per person
$2,036
per person
Dec 28 - Jan 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LGW)
9.8/10 Exceptional! (20 reviews)
A lovely, very old village property with lots of original features. A comfortable stay with a perfect host who was friendly, positive, quick to reply and charming. Good breakfast included. It’s worth being aware that this is a very old house with its own character, creaky floorboards and all! Good pub across the road for food. Walking distance on pavement (20-25 mins) to Westerham Golf Club for wedding functions.
Reviewed on Oct 25, 2021
Mallard Cottage
Price was $1,871, price is now $1,833 per person
$1,833
per person
Dec 28 - Jan 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LGW)
8.2/10 Very Good! (26 reviews)
Excellent value for money, a comfortable bed and nice room and a warm welcome.
Reviewed on May 11, 2025
Wards Hotel
Price was $1,481, price is now $1,110 per person
$1,110
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to London (LGW)
8.2/10 Very Good! (186 reviews)
Rooms spacious and clean. No Air Conditioning but outside night temp 70 degrees. Had windows to open. Good value for price. 15 minute drive to port to catch cruise ship. Would definitely book again if in area.
Reviewed on Aug 10, 2025
Discover the most popular places to visit in Guestling
Hastings Castle
Stir your imagination at the ruins of this once mighty clifftop fortress, built by William the Conqueror in the 11th century.
Hastings Pier
Explore the waterfront in Hastings with a trip to Hastings Pier. Wander the seaside and beautiful beaches in the area.
Hastings Country Park
Popular with dog walkers and exercisers, this expansive park provides a peaceful escape and coastal panoramas.
What to do in Guestling
Sussex Heritage Coast - Online Self Guided Road Trip Plan
$17
per traveler
Guestling Hotel Deals
Guestling Hall Hotel
Guestling Hall, Rye Road, Hastings, England
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $112 total per night from Nov 20 to Nov 21
$112 total
Nov 20 - Nov 21
Total with taxes and fees
9/10 Wonderful! (482 reviews)
everything fine. could do with better signage at entrance from road as easily missed. needs some lighting at entrance.
Reviewed on Nov 5, 2025
The Burlington Hotel
Grand Parade, Eastbourne, England
Fully refundableReserve now, pay when you stay
$38 nightly
The price is $46 total per night from Nov 30 to Dec 1
$46 total
Nov 30 - Dec 1
Total with taxes and fees
7.6/10 Good! (1,434 reviews)
Breakfast and evening meal excellent.staff helpful and pleasant.will go again.
Reviewed on Nov 7, 2025
The View Hotel
Grand Parade, East Sussex, Eastbourne, England
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $85 total per night from Nov 30 to Dec 1
$85 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
It’s ideal for the local theatres and restaurants A modern hotel which is very well maintained Across the road from the beach and sea and close to the band stand
Reviewed on Nov 7, 2025
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.
Find the Best Guestling Vacation Packages
Guestling Essential Information
Language | English |
|---|---|
Currency | British pounds sterling |
Max Temp Winter | 45ºF |
Max Temp Summer | 65ºF |
Top Sights | Carr Taylor Vineyard, Hastings Museum and Art Gallery and Blue Reef Aquarium |
More vacations you might like
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
