Winston Vacations from $1,832

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Your Winston Vacation

The exciting city of Winston is calling. Discover its hot spots and hidden treasures with a Winston vacation package that's customized to you. You'll want to take in the sights during your trip to Winston. Make time for famous attractions like Barnard Castle, Raby Castle and Bowes Museum. Expedia will help you escape the everyday. Tailor your vacation to Winston to suit your style of travel, whatever that may look like.

The Latest Winston vacation packages

Price found within the past 48 hours. Click for updated prices.
Richard III Hotel

Richard III Hotel

2 out of 5
Price was $1,903, price is now $1,832 per person
$1,832
per person
May 25 - May 30
found 11 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Durham (MME)
8/10 Very Good! (24 reviews)
Very friendly staff, nice food at very reasonable prices.Room spotless and hotel in a lovely location. Would definitely stay here again

Reviewed on Feb 6, 2026

Runa Farm

Runa Farm

3.5 out of 5
Price was $2,798, price is now $2,534 per person
$2,534
per person
May 25 - May 30
found 11 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Durham (MME)
9.4/10 Exceptional! (102 reviews)
Nice room. Only stayed one night. Breakfast was fab!

Reviewed on Mar 14, 2026

the black swan

the black swan

3 out of 5
Price was $2,158, price is now $1,963 per person
$1,963
per person
May 25 - May 30
found 11 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Durham (MME)
8/10 Very Good! (23 reviews)
The room was clean and pleasant, but the bed was too high for me and I had difficulty in getting in to it. The shower bathroom was clean and plenty of towels. The hotel was in the main street on the Market Square but there was no noise from outside. Breakfast was only continental although plenty of food available. The younger staff were excellent, pleasant and helpful, but there was an older man on duty one evening and he was more surly. Otherwise it was comfortable and clean, and central for what I wanted.

Reviewed on Oct 6, 2025

The Saddle Room Restaurant

The Saddle Room Restaurant

3 out of 5
Price was $2,405, price is now $2,242 per person
$2,242
per person
May 25 - May 30
found 11 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Durham (MME)
9.6/10 Exceptional! (69 reviews)
I can’t fault this place. Very friendly and helpful staff, amazing food, beautiful room. Looking forward to our next stay.

Reviewed on Oct 25, 2025

The Foresters Arms

The Foresters Arms

3.5 out of 5
Price was $1,885, price is now $1,842 per person
$1,842
per person
May 25 - May 30
found 11 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Durham (MME)
9.6/10 Exceptional! (62 reviews)
Very clean and spacious room. Very comfy bed and linen. Great shower. Excellent food and bar area. Very friendly staff. Brilliant location

Reviewed on Sep 26, 2025

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Discover the most popular places to visit in Winston

Reflection on the water

Raby Castle

Raby Castle is just one of the places to see in Raby with Keverstone, so why not enjoy the other things to explore during your travels? Check out the spas and top-notch restaurants in this relaxing area.

Raby Castle

Rockliffe Hotel Spa

You can take time to visit Rockliffe Hotel Spa during your travels to Hurworth-on-Tees. Check out the spas and lively bars in this relaxing area.

Rockliffe Hotel Spa

The Darlington Arena

Catch an event at The Darlington Arena during your trip to Darlington. Check out the spas and top-notch restaurants in this quaint area.

The Darlington Arena

Winston Hotel Deals

Delta Hotels Durham Royal County

Delta Hotels Durham Royal County

4 out of 5
Old Elvet Durham England
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $101 total per night from Mar 29 to Mar 30
$101 total
Mar 29 - Mar 30
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
Great location, have stayed here twice now with no issues.

Reviewed on Mar 16, 2026

Delta Hotels Durham Royal County
Radisson BLU Hotel Durham

Radisson BLU Hotel Durham

4 out of 5
Frankland Lane Durham England
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $117 total per night from Mar 29 to Mar 30
$117 total
Mar 29 - Mar 30
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Exellent Superior room, spacious and clean room, superking size bed, on the hard side but suited us, lovely foyer and bar area, very friendly and helpful staff. Location suited us with plenty parking ( you have to pay but this is getting normal these days), lovely to walk along the riverbank into ...

Reviewed on Mar 17, 2026

Radisson BLU Hotel Durham
Redworth Hall Hotel

Redworth Hall Hotel

4 out of 5
Redworth Newton Aycliffe England
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,003 reviews)
Lovely hotel, beautiful grounds, nice deluxe spa room, comfy bed, friendly, courteous staff, all across the hotel departments. The only negative is the evening meal. The restaurant had a nice ambience. The starters were nice then we both went for the Wagu cheeseburger which made your mouth water ...

Reviewed on Mar 16, 2026

Get rates
Redworth Hall Hotel
See all 2,051 properties in Winston
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 Winston Vacation Packages

Winston Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Teesside Intl. Airport (MME)
Top Sights
Raby Castle, Darlington Civic Theatre and Raby Castle

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Frequently asked questions

How much does a Winston vacation package cost?
Offering excellent value package deals from $1,832 on Expedia, you'll be surprised at how little a vacation to Winston costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Winston?
You can usually find lower rates and greater availability in December, January and February. Browse our cheap Winston vacation packages and you could land some great off-season discounts.
How many days is enough for Winston?
With a well-organized itinerary, you can easily visit the main Winston attractions in a handful of days. But if you prefer to discover hidden gems or take day trips, think about booking your Winston vacation for longer.
How to find the best Winston package deals?
Begin your search for a Winston package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Winston package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Winston adventure off to a flying start.
Is it cheaper to book a Winston vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still have the freedom to create a customized Winston vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Winston?
If you're considering a spur-of-the-moment Winston getaway, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Winston vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Winston trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.