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Sleep area · Jamestown

Upper Jamestown

Upper JamestownJamestownsleep base

Quiet end of the valley by the foot of the Ladder: best for a dawn climb; a longer walk to the seafront.

Price band$$
BagsPainful Warning40 m (131 ft) from Transfer drop-off on the road
NoiseQuiet OKlight sleepers
FamiliesMixed Warning
Rules in force · 12Nine African countries on this site have no trip line bec…Steep kerbs and stairs into older buildings
  • Africa ↗When a route touches a yellow-fever country — even a transit of 12 hours or more — keep the original yellow card (ICVP) in your hand luggage; health desks and airlines can refuse boarding or entry without it.
  • Africa ↗Nine African countries on this site have no trip line because governments advise against travel; several others have no-go regions. Read your government's advice for every country on the route before paying deposits.
  • African islands ↗Sleep on the island you fly home from the night before your long-haul departure; inter-island flights and ferries in this region are cancelled or rescheduled often enough to break a same-day connection.
  • African islands ↗In the Indian Ocean islands book flexible rates for December to March: a cyclone warning can shut airports, ferries and roads for two or three days.
  • Saint Helena, Ascension and Tristan da Cunha ↗Entry rules are set by each island's government, not the UK: Saint Helena issues a short-term entry permit on arrival (about £20, cash) to visitors with a return ticket, booked accommodation and medical-evacuation insurance of at least £175,000 (check).
  • Saint Helena, Ascension and Tristan da Cunha ↗Ascension has no right of abode; visitors need a visa arranged before travel through the Ascension Island Government, with a return ticket, accommodation and at least £500,000 of medical insurance (check).
  • Saint Helena, Ascension and Tristan da Cunha ↗Tristan da Cunha requires prior approval from the Island Council, and berths on the few ships from Cape Town are limited.
  • Saint Helena, Ascension and Tristan da Cunha ↗Carry travel insurance that includes medical evacuation; hospital facilities are limited and evacuation is long and expensive.
  • Saint Helena ↗Flights follow a fixed pattern that can change and can be delayed by wind; keep spare days at both ends.
  • Jamestown ↗Steep kerbs and stairs into older buildings: large suitcases go from the car to the door, never on a walk.
  • Jamestown ↗Weather can delay or divert flights: keep a spare day at each end and do not book tight onward travel.
  • Jamestown ↗Bring pounds sterling in notes for the stay: card acceptance and cash machines are limited; ask your accommodation before relying on a card.
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Map of this area
Directions

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Plan

Whether your first night works, and which stay fits

Is this the right area for me?

desk verdicts · not reviews
Good fit
First-timer
Light sleeper
Depends
Family
Budget
Business
Look elsewhere
Night owl
Late arrival
Why, traveler by traveler
  • First-timerGood fitThe Ladder at the door; the seafront 10–15 minutes down.
  • FamilyDependsGood for hikers; steep for small children.
  • Night owlLook elsewhereNone; walk down for a drink.
  • Light sleeperGood fitVery quiet; near the foot of the Ladder.
  • BudgetDependsGuesthouses and self-catering.
  • BusinessDependsDesk hours vary · quiet 4/5 · bags and transfers 2/5. (combined from several scores)
  • Late arrivalLook elsewhereWalk home uphill in the dark; take a torch.

First night

From Transfer drop-off on the road: 40 m (131 ft), stairs_mix surface. Desk until null, no hard lock. 28-inch bags: painful. Morning to Jacob's Ladder and the upper town: 3–6 min.

Saint Helena Airport (HLE) · intl checked · land 21:00feasible

Take Pre-arranged transfer or taxi to the door at 23:30. Bed by ~00:25 (+1) (p90).

Open the arrival contract →
Saint Helena Airport (HLE) · intl cabin · land 21:00feasible

Take Pre-arranged transfer or taxi to the door at 22:30. Bed by ~23:25 (p90).

Open the arrival contract →

Your first-night card

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First night in Upper Jamestown, Jamestown

Area
Upper Jamestown (Upper Jamestown), Jamestown
Get off at
Transfer drop-off on the road, then about 40 m on foot (2–5 min)
Taxi drop-off
street le 100m
Morning route
Transfer from the airport to the guesthouse door · 0–0 min

Check the hotel’s own confirmation for its address and hours; this card covers the area, not one property.

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Not checked in the last 12 months (no check date on file).

On the ground

Arriving late, bags and steps, the walk at night, and who it suits

Arriving late

Reception
Desk until a set hour. Not printed until verified: ask each host about arrival arrangements.
If you land late
Call or message the hotel with your landing time; ask for the bell or door code

Luggage and steps

Big cases
painful
From the stop
40 m (131 ft) from Transfer drop-off on the road
Taxi drop-off
street le 100m
Surface
stairs mix
Steps
3 up, 0 down

Desk and extras

Package forwarding
Not accepted

Who it suits

  • MixedFamily · Good for hikers; steep for small children.
  • YesLight sleeper · Very quiet; near the foot of the Ladder.
  • NoLate arrival · Walk home uphill in the dark; take a torch.

Not checked in the last 12 months (no check date on file).

Map and nearby

Where this area is, the stations and sights near it, and where to eat

Upper JamestownUpper JamestownJacob's LadderMain Street and the Georgian town walkSt James’ ChurchMuseum of St HelenaGuesthouse dinner with plo and local fishFishcakes at a Main Street pubTea room, Main StreetBakery and shop picnic, Main Street

Map data © OpenStreetMap contributors

Map layers
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Directions

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Nearby places

Eat nearby

More detail

Prices, comparisons, checks before you book, and the small print

Times to sights and the airport

How far is everything

door to door · minutes

≈ est.: straight line from the area center ×1.3 for streets; walk at 5 km/h (3 mph) under about 1.9 km (1.2 mi), otherwise a ride with 8 min to find it. Other rows are routed times from our city graph.

Airport to this area

step by step · 2026 estimate

Saint Helena Airport (HLE)

  1. Landing to curb (immigration, bags)55–125 min
  2. 1.Pre-arranged transfer or taxi to the doorSHP 2035–50 min
  3. Curb to bed35–50 min

First service 00:00, last 30:00 (check the live timetable).

Landing after 22:00

  • Last resort: Overnight near the airport if arranged, otherwise ask your host to hold the room
  • Arrange the transfer before you fly and share your flight number with your host; do not count on a taxi appearing.
  • Flights can be delayed or diverted by wind: message your host early if the flight moves.
  • Keep spare days at both ends; entry conditions, insurance and proof of accommodation may be checked on arrival.
Compare areas and find a stay

Compare with another area

Upper Jamestown (this page)Main Street →
Price
SHP 60–90SHP 100–160
Quiet at night
4/53/5
Main noise
Very quiet; near the foot of the Ladder.Quiet at night; some pub noise on weekends.
Night safety
cautionok
Walk to sights
Jacob's Ladder and the upper town 3–6 min · Main Street 6–10 minMain Street 2–4 min · Castle Gardens and Grand Parade 6–9 min
Suits
familyfamily
Skip if
——
Airport
Saint Helena Airport: 35–50 min after the kerbSaint Helena Airport: 35–50 min after the kerb

Commute to my trip

from your saved places
Prices, stay types and scores

What a room costs

2026 estimate · per night · check

Typical nightly rates by room type across the city, the band this area mostly sells, and the months when rates jump.

  • Budget guesthouse bedSHP 35–80per bed
  • Budget doubleSHP 70per room
  • Mid-range doublemost common hereSHP 110per room
  • Upper-range doubleSHP 200per room
  • Family room or apartmentSHP 100–280per unit

Rates by month

  1. Janpeak
  2. Febpeak
  3. Marmid
  4. Aprmid
  5. Maymid
  6. Junlow
  7. Jullow
  8. Auglow
  9. Seplow
  10. Octmid
  11. Novmid
  12. Decpeak

Peak rates: Jan · Feb · Dec.

  • Book early: beds are limited and fill when a flight is scheduled.

City-wide desk estimates, checked: 2026-09. Month levels come from our month ratings, not live prices; check the rate for your dates.

Night, noise and late arrival in full

Nights here: safety and noise

Quiet
Very quiet; near the foot of the Ladder.
Nightlife
None; walk down for a drink.
Street lighting
unknown
  • Main Streetnight: okQuiet after 21:00; walk home in pairs if you can.
  • Upper Jamestown and the Laddernight: cautionSteep, unlit steps; do not climb at night or in wet or windy weather.

Late check-in, bags and drop-off

Reception
Desk until a set hour. Not printed until verified: ask each host about arrival arrangements.
If you land late
Call or message the hotel with your landing time; ask for the bell or door code.
Taxi drop-off
Car stops on the street, within about 100 m (330 ft); the walk in from the stop is about 40 m (130 ft) over stairs mix.
Dragging big cases
Painful; 3 steps up, 0 down.
Luggage storage
No public lockers; guesthouses hold bags.
Check-out day
Departure day: the airport transfer follows the flight; ask your host to hold bags until it.

Will you get in on time?

desk rule and walk from the guide

Use the local time. Times from 00:00 to 03:59 count as the night after check-in day.

Enter a time to see when you would reach the door.

Check before you book

Check before you book

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Questions this area's data says are worth asking a hotel in Upper Jamestown before you pay.

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Area facts, cons and small print

Area facts

Reception
unknown · forwarding not accepted
Walk to clusters
Jacob's Ladder and the upper town: 3–6 min · Main Street: 6–10 min
Night lighting
unknown
Taxi drop-off
street le 100m
Fits
family
Lodging tax
—

Cons

  • Steeper walk back from the seafront.
  • Fewer places to eat within a few minutes.

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Directions
26 pages, for the metro and roaming-off days
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