Winchester Vacation Packages 2026 from $668

Winchester flight + hotel vacation packages

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

Warbrook House Heritage Hotel

$668

per person

Jan 29 - Feb 2

found 1 day ago

Roundtrip flight included

New York (JFK) to Southampton (SOU)

A restaurant and a bar/lounge are featured at this hotel. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. Free self parking, a terrace, and a garden are also offered.

Hampshire Court Hotel & Spa

$838

per person

Feb 28 - Mar 7

found 1 day ago

Roundtrip flight included

New York (JFK) to Southampton (SOU)

A full-service spa, 2 indoor pools, and 5 indoor tennis courts are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.

No.4 Carlton Hotel

The Polygon

$1,687

per person

Feb 18 - Feb 23

found 11 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Southampton (SOU)

A fireplace in the lobby, a communal living room, and dry cleaning are available at this hotel. Enjoy the free continental breakfast each morning. Concierge services are provided for your convenience.

Bartley Lodge Hotel

$1,273

per person

Feb 18 - Feb 23

found 11 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Southampton (SOU)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.

Hilton Southampton - Utilita Bowl

$1,272

per person

Feb 18 - Feb 23

found 11 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Southampton (SOU)

This smoke-free hotel features a golf course, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.

Top Winchester hotels deals

The Winchester Hotel & Spa

Worthy Lane Winchester England

Free Cancellation

Reserve now, pay when you stay

Get rates

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and laundry service. You'll appreciate the hot tub, bar/lounge, and laundry facilities.

Pool

Hot Tub

voco Winchester Hotel & Spa by IHG

Telegraph Way Morn Hill Winchester England

Free Cancellation

$91 nightly

$110 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Spa

Pet friendly

Norton Park Hotel, Spa & Manor House

Sutton Scotney Winchester England

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$114 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. Enjoy the gym and perks like free self parking.

Pool

Spa

Winchester Wessex Hotel by Sunday

Paternoster Row Winchester England

Free Cancellation

Reserve now, pay when you stay

$78 nightly

$93 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.

Pet friendly

Free WiFi

Marwell Hotel Winchester South

Thompson Lane Winchester England

Free Cancellation

Reserve now, pay when you stay

$64 nightly

$77 total

Jan 3 - Jan 4, 2026

Total with taxes and fees

This hotel features a restaurant, a sauna, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, luggage storage, and wedding services are also on offer.

Pet friendly

Parking included

Winchester Royal Hotel

St Peter Street Winchester England

Free Cancellation

$122 nightly

$146 total

Jan 12 - Jan 13, 2026

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking, a terrace, and a garden are also offered.

Pet friendly

Free WiFi

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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.

Popular places to visit

Winchester Cathedral

After visiting Winchester Cathedral, make a plan to see the other sights and activities in Winchester. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Marwell Wildlife which includes zoo animals and dangerous animals

Marwell Zoo

Visit the native and exotic animals who live at Marwell Zoo during your trip to Owslebury. Check out the stunning cathedral and lively bars in this walkable area.

Winchester Science Centre and Planetarium

You can spend an afternoon studying the exhibits at Winchester Science Centre and Planetarium during your travels in Chilcomb. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Frequently asked questions

How much are vacation packages to Winchester?

Your travel dreams can become a reality in Winchester for as low as $668. Our vacation packages include flights and hotels, so booking your trip will be nice and easy. The only thing you'll need to worry about is having a good time.

How long should my Winchester vacation be?

There are no rules for how long your vacation in Winchester should be, but the majority of people decide to stay around 3 nights. Got some leeway with your departure date? Extend your escape by an extra night or two. That way, you'll have loads of time to explore the area's hidden gems too.

Where can I get the best vacation package deals for Winchester?

Find your dream escape at Travelocity. With access to 400 airlines and 1,000,000 properties around the world, selecting the ultimate Winchester package deal couldn't be simpler.

Why should I book my Winchester vacation bundle via Travelocity?

By booking your flights, hotel, car rental and activities altogether, you'll save big bucks as well as precious time. We have round-the-clock customer support, and you'll know that you'll always score the lowest price possible with our Price Match Guarantee. So, what are you waiting for? Book your dream getaway today and start packing!

Will I save money on my Winchester car rental if I book it with my hotel or flight?

Absolutely — combine your car, hotel and flight into a Winchester vacation package and you can save a ton. With so many things to do in the Winchester area, having your own wheels will make exploring a breeze. Once you've slid into the driver's seat, crank up the tunes and find your way to Big Ben, a must-see sight roughly 60 mi from Winchester.

Which airport is best for Winchester?

Heathrow Airport (LHR), located around 45 mi northeast of central Winchester, is probably where you'll land. Your other options are Gatwick Airport (LGW) (50 mi away from central Winchester) and Southampton Airport (SOU) (8 mi away from central Winchester).

What is there to do in Winchester?

Winchester has plenty of places to explore, including Winchester Cathedral and Winchester Christmas Market. These two popular attractions are on most visitors' travel schedules.

Where should I stay when visiting Winchester?

The St Johns Croft is the number one choice of many travelers. Book as soon as possible to avoid missing out.