Southend is home to the largest pleasure pier in the world and is a traditional Victorian seaside town, with many parts of town featuring its unique and sophisticated architecture from this era. To this day, it remains steeped in history and showcases some major cultural and family events throughout the year. From various festivals, music and art, to Southend’s traditional family carnival closing the Summer season, leading into the Winter solstice with fireworks from the pier head throughout October and November where you can see and have exclusive, uninterrupted views from the guesthouse to finishing each year with the Christmas Panto running throughout December and January.

All roads lead to Rome and we’re no different as we are linked with two major roads leading into Southend from the M25, two main rail networks from the heart of London, and the ever expanding London Southend Airport is a short taxi journey. Clifftown Parade is ideally located for a lay-over and short break.


Southend Airport plane

London on Sea! - Southend Airport

Southend Airport is a short, 15 minute taxi journey from Gleneagles Guesthouse, making us an ideal lay-over or weekend stay, or even a week to explore everything this part of England has to offer any traveller. The airport is less than 40 miles east of central London with fast, easy rail and road access. London Southend Airport is continually growing and with more European destinations from 2017, it's a perfect retreat to relax and unwind after the hustle and bustle of City life, or a day out at the beach. Gleneagles guesthouse offers you the best of both worlds.
Southend Genting Casino

Genting Casino

A touch of glitz, glamour and gambling awaits you at the newly refurbished Genting Club on The Western Esplanade. There is also a brand new Fahrenheit Grill, with the former head chef of Five star London hotel Claridge’s Paul Farr at the helm, which offers courses throughout the day and evening. Membership is not required, however you can register in advance now for quicker entry on your first visit.
The Pipe of Port - Southend

The Pipe of Port (7-minute walk away)

An old Dickensian candle-lit dining rooms with mahogany tables and sawdust covered floors is one of the most atmospheric venues in town. All food is freshly made using top quality ingredients from some of the best suppliers in the county. In addition to their standard menu they always have a few “specials” and at lunchtime serve a light lunch/snack menu.
Fishermans Wharf - Southend

Fisherman’s Wharf (7-minute walk away)

A wonderful fish restaurant nestling in the cliffs with estuary views. The ethos of the restaurant is to serve fresh and good quality produce, specialising in fish that is freshly prepared and served for all the family.
The Mews - Southend

The Mews (5-minute walk away)

is a trendy bar and restaurant at 2 Nelson Mews in the heart of Southend conservation area, close to Southend High Street. Serving fine wines, draught beers and spirits. In a cosy atmosphere, you can enjoy fine dinning upstairs or eat from the bar menu downstairs.
The Railway Hotel - Southend Pub

The Railway Hotel (5 minute walk away)

is on the edge of the conservation area on Clifftown Road, Southend. This lovely Victorian pub was built in 1870. Famous for its live music, it boasts an original 1960s Cocktail Bar serving house cocktails Vodka martinis, shaken not stirred with flair. On Sundays you enjoy a good old fashioned roast, while seated by a log fire (out of Summer) entertained by a classical pianist. The Railway is fast becoming a great jazz venue on early Sunday evenings. Open every evening, and 12 to late on Friday and Saturday.
Rendezvous Casino

Rendezvous Casino (10-minute walk away)

ust along Southend Seafront heading towards Thorpe Bay is The Rendezvous Casino on Eastern Esplanade, Southend, next to the Kursaal. No need to join, entry is free. The Fahrenheit Bar is very chic with a host of live entertainers. Elements Restaurant has lovely stylish décor with an attractive menu for that special night out…Open 7pm till 11.30 pm. Try the Fahrenheit Bistro for casual eating. Early Bird menu 5pm till 7pm, the Bistro is open till 11 30 pm. All of these facilities overlook the casino, where if you wish, you can try your luck on the roulette tables.
Southend Cliffs Pavilion

The Cliffs Pavilion

The Cliffs Pavilion is Southend’s premier theatre showcasing travelling west-end shows, concerts of bands past and present. Whilst relaxing in The Foyer Bar you can experience the view of the dramatic sweep of the Thames Estuary from the panoramic windows that almost encircle the venue. Or step outside and enjoy the sunset whilst you wait on their open terrace with that all-important cocktail.
Southend Palace Theatre

The Palace Theatre

Originally opened in 1912, as the ``Palace of Varieties`` on 14 November, the theatre was built by Ward & Ward of London and was owned by Mr. Raymond of the Raymond Picture Company. By the standards of the day, it was a modern building, claiming to be the only building of its time to be fitted so that ``no matter from what part of the building spectators look up to the stage, there is a clear and uninterrupted view``. It seated 1500 compared to 603 today.
The theatre is under the newly formed Southend Theatres, formed by merging Southend's Cliffs Pavilion and The Palace Theatre and now is one of receiving smaller scale national tours, big name major productions, and intimate one-night shows featuring prominent performers.
Southend High Street

The Royals Shopping Centre and Southend High Street

Southend’s Royals Shopping Centre is an enclosed shopping centre close to the Seafront and stone’s throw from Gleneagles Guesthouse situated at the start of Southend’s extensive high street. With its major stores, coffee and pastry cafes to the cinema at the top end, the high street has all a visitor would need for a bit of retail therapy.
The Lynn Tait Gallery

The Lynn Tait Gallery

The Lynn Tait Gallery gift shop has been established in the Old Town of Leigh-on-Sea for over 20 years. Situated in the High Street of the old fishing village it is open every day from 10am until 5pm.

The shop has an extensive range of greeting cards and is an ideal place to browse for gifts. Inside the shop you will even find a restored old Southend-on-Sea Pier train!

Lynn Tait, owner of The Lynn Tait Gallery, has worked with key people in the Industry to assist and promote new publishers. Through the gallery's efforts to publish the outstanding work of internationally acclaimed photographers, Lynn has been privileged to curate successful exhibitions for Charlie Waite, Philip Plisson and Art Wolfe in London, America and Australia.

Old Leigh

Leigh Shopping

Leigh-on-Sea is just 15 minutes away by car, train or bus and combines a cosmopolitan mix of art and café culture with traditional fishing heritage.
Browse the many independently owned shops and boutiques to find designer dresses, antiques, books, furniture, home ware and other treasures.
Seek out paintings, ceramics and jewellery in galleries and speciality shops, or visit during Leigh Art Trail when artists open their homes and studios and you can purchase or commission a unique piece of art.
Grosvenor Casino

Grosvenor Casino

Is a stylish and intimate venue, where you can enjoy the thrill of gaming and much more. You have a choice of Poker tables, a range of Slot machines, Electronic Roulette and table games. There is a superb restaurant serving a great range of food, and a late-night bar with a fantastic selection of drinks. Plus, you can watch all the big games at Southend’s only 24/7 sports bar.
Southend Clifftown Studio - The Dixon Studio

Clifftown Theatre & Studios

Are located in the former Clifftown United Reformed Church which was built in 1865 and has been one of the finest sites in Southend for over a century. Purchased by the University of Essex in 2008, it has been transformed into a stunning state-of-the-art Theatre and performance space, and was awarded the Southend Society’s ‘Clifftown Award’ for 2010. With 5 rehearsal studios and a dynamic theatre space, Clifftown Theatre & Studios has given rise to a diverse range of shows, workshops, summer schools, community events and professional touring productions, and is home to the world renowned East 15 Acting School.
Southend Adventure Island

Adventure Island

Adventure Island on Western Esplanade, Southend is one of the best value ‘theme parks’ in the South East with over 60 great rides and attractions for all ages. No admission charge, you only ‘pay if you play’.
Southend Sealife Adventure

Sealife Centre

At the Sealife Centre on Eastern Esplanade, Southend, you will come face to face with many marine creatures that you would find locally in the Thames Estuary, such as Rays, Crabs, Starfish and many more. There is also a tropical section with an array of creatures from more exotic waters.
Southend Pier

Southend Pier

Southend Pier is the longest pleasure pier in the world. Standing for over a century it extends 2.158 metres (1.341 miles) into the Thames Estuary, and is a well loved and recognised symbol of Southend.The Pier is the perfect place to go for a breath of invigorating fresh air, experience the freedom of the sea or spend the day fishing. Visit the active RNLI station and gift shop, relax and take in the fantastic views from the superb sun-deck or stop by the new Royal Pavilion
Southend Planetarium Museum

Southend Museums

Southend Museums offer a great value day out for all the family. You can choose from local history, art, historic houses and even outer space. Southend’s Central Museum, The Beecroft Art Gallery, Southchurch Hall, Southend Planetarium and Prittlewell Priory all have an active year round event and exhibition programme.
Southend Beach

Southend Beach

With seven miles of seafront, there is a fantastic choice of beaches in Southend-on-Sea offering everything from sandcastles and traditional seaside amusements to fishing trips and kite surfing.
Southend Kursaal

Kursaal Bowling

Southend Kursaal is another one of Southend’s famous landmarks. This Grade II listed building known for its distinctive dome, and has been featured not only on a Royal Mail special edition stamp, but in various videos and films, opened in 1901. Through the decades it has seen many changes from being one of the world’s first purpose-built amusement parks to a dancing hall and amusement arcade, to now being returned to be a fully extensive family entertainment facility with bowling alley and soft play, as well as a fabulous venue for wedding receptions or party celebrations.
Southend Beecroft Art Gallery

Art Gallery (Beecroft)

Beecroft Art Gallery is located in Southend’s Central Library on Victoria Avenue and has a permanent collection of over 2000 works, ranging from 17th-century Dutch paintings to contemporary works. The collection includes examples by artists such as Molenaer, Ruisdael and Berchem plus 19th-century artists including Rossetti, Constable and Edward Lear. There are works by Carel Weight, the Great Bardfield Group, and a fine bronze by Jacob Epstein. The local artist Alan Sorrell is represented by his Drawings of Nubia series depicting a visit to Egypt prior to the building of the Aswan Dam. The Thorpe Smith Collection of local landscape views contains paintings, drawings and prints from as early as 1803.
Southend Garons Golf

Garon Park Golf Complex

A short drive, both golf complexes offer visitors the opportunity for golfers to practice their skills and drive, either during the height of summer when the light is at its most optimum, or during winter where both are flood lit for your pleasure. Failing that, Belfairs Park or Southend Sea Front offer families or competitive partners, a bit of crazy golf!

Leigh Folk Festival

A jewel in the crown is Leigh-on-Sea’s Folk Festival held in June of each year. Rather than drifting towards becoming another commercially driven, ticketed event, the team of volunteer organisers has doggedly held fast to the original grass roots, access-for-all ethos, and so the festival has retained its unique, eclectic and idiosyncratic atmosphere. The pastoral, village fete atmosphere of the Library Gardens and the bustling, waterfront location of Old Leigh are both fundamental to the spirit of the weekend, and offer a natural, unpretentious welcome to visitors.

Leigh Regatta

In September of each year, Old Leigh becomes the epicenter of Leigh-on-Sea’s Regatta. Transforming itself from a quiet fishing village to a bustling cauldron of fun and enjoyment for everyone. From live performances from folk bands and singers, to a whole host of games such as tug ‘o’ war and cockle-eating challenge, it’s a perfect excuse to sit back and bask in the sunshine.