Southwold Vacations from $558

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Your Southwold Vacation

Create a custom vacation package to Southwold and get ready for your next big adventure. Base yourself in the neighborhood of Middleton, which is great for nature and coastal beaches, for a real taste of this vibrant city. If taking in sights is on the to-do list during your trip to Southwold, swing by popular attractions like Southwold Beach, Southwold Pier and Suffolk Coast National Nature Reserve. Check out Expedia's extensive range of travel options and begin planning your ultimate vacation to Southwold today.

The Latest Southwold vacation packages

Price found within the past 48 hours. Click for updated prices.
White house

White house

2 out of 5
Price was $602, price is now $558 per person
$558
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
New York (NYC) to London (STN)
2/10 (1 review)
The Great Hallingbury Manor Hotel

The Great Hallingbury Manor Hotel

4 out of 5
Price was $758, price is now $698 per person
$698
per person
Oct 9 - Oct 13
found 5 hours ago
Roundtrip flight included
New York (NYC) to London (STN)
7.6/10 Good! (1,004 reviews)
Beautiful Nature and surroundings

Reviewed on Aug 28, 2025

Holiday Inn Express Colchester by IHG

Holiday Inn Express Colchester by IHG

3 out of 5
Price was $735, price is now $678 per person
$678
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (STN)
8.2/10 Very Good! (1,005 reviews)
This was a surprising good hotel and placed near enough to town for convenience

Reviewed on Aug 26, 2025

BookedUK - Large Cosy Cottage

BookedUK - Large Cosy Cottage

3 out of 5
Price was $1,124, price is now $1,011 per person
$1,011
per person
Oct 6 - Oct 12
found 2 days ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (STN)
10/10 Exceptional! (1 review)
OYO The Rivenhall Hotel in Witham, Chelmsford

OYO The Rivenhall Hotel in Witham, Chelmsford

3 out of 5
Price was $2,969, price is now $2,768 per person
$2,768
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to London (STN)
6.6/10 (196 reviews)
The staff were helpful and security was good . On the whole better tn reviews

Reviewed on Aug 29, 2025

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Discover the most popular places to visit in Southwold

Southwold Beach

Southwold Beach

4.5/5(4 reviews)

If a restful vacation is part of your travel plans, Southwold Beach might be the perfect place to seek out during your trip to Southwold. Experience the area's museums and entertainment venues.

Southwold Beach
Southwold Pier at high tide creates lots of spectacular waves and spray - it's easy to get soaked! #perspective

Southwold Pier

Find out about the history of Southwold when you spend time at Southwold Pier. Experience the area's museums and entertainment venues.

Southwold Pier

Suffolk Coast National Nature Reserve

Explore the great outdoors at Suffolk Coast National Nature Reserve, a lovely green space in Walberswick. Wander the seaside and beautiful beaches in this relaxing area.

Suffolk Coast National Nature Reserve

Southwold Hotel Deals

The Swan

The Swan

3.5 out of 5
The Market Place, Reydon, England
$280 nightly
The price is $335 total per night from Sep 25 to Sep 26
$335 total
Sep 25 - Sep 26
Total with taxes and fees
The Swan
Driftwood Beach Hut, Southwold

Driftwood Beach Hut, Southwold

Suffolk
Get rates
Driftwood Beach Hut, Southwold
The Cliff Hotel

The Cliff Hotel

3 out of 5
Cliff Hill, Gorleston-On-Sea, Suffolk, Great Yarmouth, England
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $121 total per night from Oct 1 to Oct 2
$121 total
Oct 1 - Oct 2
Total with taxes and fees
The Cliff Hotel
See all 2,211 properties in Southwold
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.

Southwold Beach Vacation

Take a break from the stresses of daily life and let your mind, body and soul completely unwind on your Southwold vacation. Few things are more rejuvenating than the salty sea air and the soothing rhythm of waves breaking onto the shore. Plan your trip to Southwold the easy way by choosing one of our Southwold packages. Many travelers choose to stay near Southwold Beach, a local highlight only 1 mile from the downtown area.

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Frequently asked questions

How much does a Southwold vacation package cost?
You'll find cheap prices from $558 on Expedia for your Southwold getaway. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Southwold costs.
What are the cheapest months to go to Southwold?
You can typically find lower prices and greater availability in April, July and October. Take a look at our cheap Southwold vacation packages and you could land some excellent off-season deals.
How many days is enough for Southwold?
The ideal duration for your Southwold vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you plenty of time to visit all the major sights and discover some hidden spots along the way.
Is it worth booking a vacation package to Southwold?
Whether you're looking to check out key attractions like Southwold Beach and Pier on your Southwold vacation, or coming for its great coastal beaches, history and fishing, there's something for everyone here. With so much to do, you'll soon discover why so many visitors think Southwold is a good vacation destination.
How to find the best Southwold package deals?
Use Expedia's filters to help you find some unbeatable Southwold package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Southwold package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Southwold vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Southwold vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Southwold?
If you've got your Southwold travel dates locked in, book as soon as you can to bag some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Southwold vacation packages?
Set off on your perfect escape to Southwold with help from our Book Now, Pay Later vacations. No need to save up or wait until your next paycheck — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans let you spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to budget for your trip and snap up bargains before they disappear.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.