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Winchelsea Vacations

Pack those stellar shades. We have Winchelsea vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Winchelsea – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Winchelsea vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Winchelsea

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Winchelsea vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Winchelsea well.

Top Hotel Deals

See all 286 Hotels in Winchelsea
The Lodge at Winchelsea

The Lodge at Winchelsea

Hastings Road, Winchelsea
3.5 out of 5.0

Situated near the beach, this inn is 0.5 mi (0.8 km) from Church of St Thomas a Becket and within 3 mi (5 km) of Rye Heritage Centre and Lamb House. Camber Castle ...

The New Inn

The New Inn

German Street, Winchelsea
4.5 out of 5.0

Situated in the historical district, this inn is 0 mi (0.1 km) from Church of St Thomas a Becket and within 3 mi (5 km) of Rye Heritage Centre and Lamb House. ...

Strand House

Strand House

Tanyards Lane, Winchelsea nr. Rye, Winchelsea
4.5 out of 5.0

Situated in Winchelsea, this romantic guesthouse is 0.3 mi (0.5 km) from Church of St Thomas a Becket and within 3 mi (5 km) of Rye Heritage Centre and Lamb ...

$99

$99
The View Hotel

The View Hotel

Grand Parade, Eastbourne
3.5 out of 5.0

Located in Eastbourne Seafront, this beachfront hotel is in the city center and within a 10-minute walk of Eastbourne Bandstand and Eastbourne Pier. Redoubt ...

$65

$65
Congress Apartments

Congress Apartments

31-41 Carlisle Road, Eastbourne
4.5 out of 5.0

Located in Eastbourne Seafront, this apartment building is within a 15-minute walk of Congress Theatre and Eastbourne Pier. Redoubt Fortress and Military Museum ...

$33

$33
Hythe Imperial Hotel Spa & Golf

Hythe Imperial Hotel Spa & Golf

Princes Parade, Hythe
4.5 out of 5.0

Situated on the waterfront, this spa hotel is steps from Hythe Beach and Hythe Pool. St Leonard's Church and Sene Valley Golf Club are also within 1 mi (2 ...

$61

$61
The Grand Hotel Eastbourne

The Grand Hotel Eastbourne

King Edwards Parade, Eastbourne
5.0 out of 5.0

Known as the "White Palace," the historic Grand Hotel Eastbourne is within a mile of Eastbourne Pier, 4 miles from Beachy Head, and 10 miles from Drusillas Zoo ...

$144

$144
Citrus Hotel Eastbourne by Compass Hospitality

Citrus Hotel Eastbourne by Compass Hospitality

King Edward's Parade, Eastbourne
3.5 out of 5.0

Located in Eastbourne Seafront, this hotel is within a 10-minute walk of Congress Theatre, Devonshire Park Lawn Tennis Club, and Eastbourne Bandstand. Museum ...

$40

$40
The Langham Hotel

The Langham Hotel

43-49 Royal Parade, Eastbourne
4.5 out of 5.0

Located in Eastbourne Seafront, this beach hotel is within a 10-minute walk of Redoubt Fortress and Military Museum and Eastbourne Pier. Treasure Island and ...

$78

$78
Cavendish Hotel

Cavendish Hotel

38 Grand Parade, Eastbourne
3.0 out of 5.0

Offering direct access to the beach, this Eastbourne Seafront hotel is in the historical district and within a 10-minute walk of Eastbourne Bandstand and Eastbourne ...

$34

$34

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.