Guestling Vacations from $698

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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.
Premier Inn Addlestone

Premier Inn Addlestone

2 out of 5
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
New York (NYC) to London (LGW)
10/10 Exceptional! (1 review)
Alexander House And Utopia Spa

Alexander House And Utopia Spa

5 out of 5
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to London (LGW)
8.4/10 Very Good! (466 reviews)
On arrival we were given a deluxe room which smelled damp and looked out onto a flat roof and pipes. We were moved to a modern upgraded room. Staff handled it all brilliantly. Food dinner. Formerly helpful staff. Near Gatwick.

Reviewed on Aug 10, 2025

Hotel du Vin & Bistro Tunbridge Wells

Hotel du Vin & Bistro Tunbridge Wells

4 out of 5
Tunbridge Wells Town Centre
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to London (LGW)
8.8/10 Excellent! (528 reviews)
Lovely hotel, not too big which is our preference. Great breakfast cooked to order, will visit Hotel Du Vin again

Reviewed on Jul 14, 2025

Best Western Princes Marine Hotel

Best Western Princes Marine Hotel

3 out of 5
Seafront
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to London (LGW)
8.8/10 Excellent! (1,000 reviews)
Very nice hotel, on the beach, easy walking to shops.

Reviewed on Aug 11, 2025

Warren wood Country Park

Warren wood Country Park

5 out of 5
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to London (LGW)
8.8/10 Excellent! (6 reviews)
Absolutely beautiful, a weekend of pure bliss and quite. Thankyou so much, i will definitely be back.

Reviewed on Jul 20, 2025

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Discover the most popular places to visit in Guestling

April 2014 A seemingly abandoned wheelchair sitting on Hastings beach in front of the burnt out remains of the town's pier. #BeachBound

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 which includes a small town or village, general coastal views and a park

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

$17
per traveler
Sussex Heritage Coast - Online Self Guided Road Trip Plan
Battle Abbey Gatehouse

1066 Battle of Hastings Guided Tour

$202
per adult
1066 Battle of Hastings Guided Tour
See all activities in Guestling

Guestling Hotel Deals

Guestling Hall Hotel

Guestling Hall Hotel

3.5 out of 5
Guestling Hall, Rye Road, Hastings, England
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $115 total per night from Aug 17 to Aug 18
$115 total
Aug 17 - Aug 18
Total includes taxes and fees
9/10 Wonderful! (436 reviews)
Great Hotel
"Love this chilled place set in beautiful mature woodland the decor is just incredible, service is really lovely and friendly. Rooms are also comfortable and clean, shower is excellent. Parking is plentiful. Bus Stop into Hastings is 5 minutes walk away. 5 star"

Reviewed on Aug 10, 2025

Guestling Hall Hotel
The Majestic Hotel

The Majestic Hotel

3.5 out of 5
26-34 ROYAL PARADE, Eastbourne, England
Fully refundable
6.6/10 (98 reviews)
"Wonderful! I went for 2 days and I stay for way longer!! Right on the beach, great location! Service the best! Just Wonderfull"

Reviewed on Aug 6, 2025

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The Majestic Hotel
The Burlington Hotel

The Burlington Hotel

3 out of 5
Grand Parade, Eastbourne, England
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $66 total per night from Aug 31 to Sep 1
$66 total
Aug 31 - Sep 1
Total includes taxes and fees
7.6/10 Good! (1,283 reviews)
"I absolutely love the Burlington Hotel. It's bang smack on the seafront, everything works, the beds are comfortable and it's at a very affordable price. Thank you Burlington, lovely."

Reviewed on Aug 11, 2025

The Burlington Hotel
See all 2,065 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.

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Frequently asked questions

How much does a Guestling vacation package cost?
You can grab a vacation package to this destination from $698 on Expedia. However, how much your vacation to Guestling costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Guestling?
If you'd like to score a cheap Guestling vacation package, consider planning a trip in February, September and December. You're likely to find better rates on airfares and hotels during these months — perfect for travelers wishing to save money.
How many days is enough for Guestling?
The ideal length of your Guestling vacation depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to visit all the major sights and discover some hidden spots along the way.
How to find the best Guestling package deals?
Use Expedia's filter tool to find some unbeatable Guestling package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Guestling package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Guestling vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Guestling vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Guestling?
If you're planning an impromptu Guestling getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Guestling vacation packages?
Set off on your perfect trip to Guestling with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until your next paycheck — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to budget for your trip and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.