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Winchester Inn — exterior view
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Hotel · ASHLAND

Winchester Inn

South Second Street, 35, ASHLAND

Instant confirmation AED · taxes included
Location
Ashland
South Second Street, 35
What stands out
Wi-fi
Restaurant
Bar
Newspapers
24-hour reception
About this hotel

A stay at Winchester Inn places you in the heart of Ashland, steps from Oregon Cabaret Theatre and 3 minutes by foot from Ashland Library. This inn is 0.2 mi (0.4 km) from Thomas Theatre and 0.2 mi (0.4 km) from Angus Bowmer Theatre. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless Internet access. Additional amenities at this Victorian inn include concierge serv…

A stay at Winchester Inn places you in the heart of Ashland, steps from Oregon Cabaret Theatre and 3 minutes by foot from Ashland Library. This inn is 0.2 mi (0.4 km) from Thomas Theatre and 0.2 mi (0.4 km) from Angus Bowmer Theatre. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless Internet access. Additional amenities at this Victorian inn include concierge services and gift shops/newsstands. Featured amenities include complimentary newspapers in the lobby, dry cleaning/laundry services, and luggage storage. Free self parking is available onsite. At Winchester Inn, enjoy a satisfying meal at the restaurant. Quench your thirst with your favorite drink at the bar/lounge. A complimentary cooked-to-order breakfast is served daily from 8 AM to 9:30 AM. Make yourself at home in one of the 21 air-conditioned rooms featuring flat-screen televisions. Your pillowtop bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers.

Your stay
Check-in
28 Aug 2026
Check-out
31 Aug 2026
Guests
2A · 0C · 1R
3 nights
Amenities & services

17 facilities across 6 categories.

Facilities
11
  • Wheelchair-accessible
  • Concierge
  • Clothes dryer
  • Luggage room
  • Wi-fi
  • Newspapers
  • Car park
  • Terrace
  • Garden
  • Shop
  • 24-hour reception
Catering
2
  • Restaurant
  • Bar
Location
1
  • Total number of rooms (20)
Hotel type
1
  • hotel
Business
1
  • Meeting room
Meals
1
  • Breakfast
Room types at this hotel

9 room categories — choose live availability and pricing on the right.

Double · King
Sleeps 1–4
Double · Queen
Sleeps 1–4
Suite · 2b
Sleeps 1–8
Suite · 2b Cv
Sleeps 1–8
Suite · Gv
Sleeps 1–8
Suite · King
Sleeps 1–8
Suite · Queen
Sleeps 1–8
Suite · Su Vn
Sleeps 1–8
Triple · Queen
Sleeps 1–5
Location

South Second Street, 35, ASHLAND

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Good to know
Payment at the hotel

When you book through Green Apple, you pay in AED via Paymob — Visa, Mastercard, Amex, Apple Pay, 3DS-secure.

Things to keep in mind
  • Non-smoking establishment
Why book through Green Apple
Same hotel · better price

Net rates negotiated directly with Hotelbeds — often lower than the property's own site, always all-in.

Real humans on WhatsApp

Mid-trip change? Late arrival? Message +971 4 284 6712 — a person replies.

Established 2012

A DTCM-licensed Dubai travel house. IATA TIDS registered. 13+ years of arranging stays.

Frequently asked

What are the check-in and check-out times at Winchester Inn?
Most properties check guests in from around 14:00 and check out by around 12:00 — the exact times are set by the hotel and appear on your voucher. Early check-in or late check-out can be requested, subject to availability — message our concierge on WhatsApp and we'll arrange it where the property allows.

Can I cancel my booking at Winchester Inn?
Cancellation policy is set per rate. Each rate card in the booking widget shows whether it is refundable and the exact deadline. Free-cancellation rates can be cancelled in seconds from your confirmation email. Non-refundable rates are clearly flagged before payment.

Is breakfast included?
Some rates include breakfast and others don't. The board basis (Room Only / Bed & Breakfast / Half Board / Full Board / All Inclusive) is shown on every rate card, so the choice is yours.

What amenities does Winchester Inn offer?
Key amenities at Winchester Inn include Wi-fi, Restaurant, Bar, Newspapers, 24-hour reception. A full list of facilities is available in the amenities section of this page.

Why book through Green Apple Travel?
Green Apple is a Dubai-rooted travel house, established 2012 and IATA TIDS registered. We negotiate net rates directly with global suppliers (Hotelbeds) so you book the same hotel — often at a lower all-in price — and you get a real human on WhatsApp if anything changes mid-trip.
Need a hand?

Talk to a Dubai-based concierge.

Not sure on dates, room type, or rate? A real person replies on WhatsApp — same-day, in English, Arabic, or Russian.

Message on WhatsApp