Winchester Inn

3 stars
Thu 11/13
-
Fri 11/14
1 room, 2 guests
Deals from
$146
/Cheapest rate per night
Room type
Provider
Nightly total
Double room
$146
Standard room
$161
King room
$205
Overview
Prices
Amenities
Reviews
Location
When to book
Tips & FAQs
Nearby stays

Overview

Winchester Inn is conveniently positioned for sightseeing, with Lithia Springs Hotel nearby and Ashland Masonic Lodge Building and IOOF Building within a five-minute walk. It is situated a brief walk from Lithia Park.

The bed & breakfast provides comfortable accommodation, in addition to a concierge, free Wi-Fi and luggage storage. In fine weather, an outdoor terrace offers a nice spot to relax.

The comfortable rooms at Winchester Inn include tea and coffee making facilities, a mini bar and a refrigerator. For added comfort, bathrobes are also provided.

For guests who enjoy making the most of local dining options, there is a great selection within walking distance. The helpful staff at the tour desk are available to book tours and sightseeing trips in Ashland.

9.3
Wonderful rating
Based on 463 verified guest reviews

Latest deals for Winchester Inn

Thu 11/13
Fri 11/14
King room
bed type unknown
$205
nightly with fees
bed type unknown
$297
nightly with fees
bed type unknown
$297
nightly with fees
Superior room
bed type unknown
$711
nightly with fees
bed type unknown
$711
nightly with fees
Standard room
bed type unknown
$161
nightly with fees
bed type unknown
$221
nightly with fees
bed type unknown
$256
nightly with fees
Double room
1 queen bed
$146
nightly with fees
1 queen bed
$203
nightly with fees
bed type unknown
$265
nightly with fees
Queen room
bed type unknown
$267
nightly with fees
1 queen bed
$440
nightly with fees
1 queen bed
$630
nightly with fees
Deluxe room
bed type unknown
$442
nightly with fees
*Total includes estimated local taxes & fees payable on check out.
Prices are based on 1 night, including fees but not including taxes.

Amenities at Winchester Inn

  • Free Wi-Fi
  • Coffee machine
  • Air-conditioned
  • Flat-screen TV
  • Meeting/Banquet facilities
  • Bar/Lounge
  • Laundry service
  • Room service
  • Hairdryer
  • Microwave

Dining

  • Bar/Lounge
  • Coffee machine
  • Kettle
  • Microwave
  • Minibar
  • Refrigerator

Basics

  • Free Wi-Fi
  • Heating
  • Fan
  • Air-conditioned

Accessibility and suitability

  • Non-smoking rooms available
  • Hypoallergenic

Bathroom

  • Hairdryer
  • Bathrobe

Laundry

  • Iron and ironing board
  • Laundry service

Things to do

  • Gift shop
  • Hiking

Services and conveniences

  • Room service
  • Meeting/Banquet facilities

Media and entertainment

  • Flat-screen TV

Outdoor

  • Garden

General

  • Storage available

Health and safety

  • Daily housekeeping

Reviews of Winchester Inn

9.3
Wonderful
463 verified ratings
Wonderful
386
Very good
38
Good
18
Okay
9
Fair
3
Mediocre
1
Poor
8

Summary of reviews

Pros (+)
Cons (-)
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Location

35 South 2nd Street, Ashland, OR 97520

What's nearby

  • Oregon Cabaret Theatre86 yd
  • Waterstone Spa120 yd
  • Lithia Springs Hotel148 yd
  • Ashland Library222 yd
  • Thomas Theatre237 yd
  • Elizabethan Stage - Allen Pavilion282 yd
  • Oregon Shakespeare Festival320 yd
  • Angus Bowmer Theater337 yd
  • IOOF Building0.3 mi
  • Lithia Park0.5 mi
  • ScienceWorks Hands-On Museum1.2 mi
  • Schneider Museum of Art1.2 mi

Policies

Check-in/Check-out

Check in anytime after 4:00 PM, check out anytime before 11:00 AM

Cancellation/prepayment

Cancellation/prepayment policies vary by room type and provider.

Essential information about Winchester Inn

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
May
$312
$557
Cheapest month to stay with an average 50% drop in price.
Most expensive month to stay with an average 113% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a room at Winchester Inn

Price per night. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

KAYAK's top tips for your stay at Winchester Inn

  • If you’re after a cheap room at Winchester Inn, then you should consider staying during the low season. The cheapest deals can generally be found in November and January.
  • Prices can also vary depending on which day of the week you stay. For the best room deals at Winchester Inn, plan to stay on a Sunday or Tuesday. The most expensive day is usually Friday.
  • The cheapest price a room at Winchester Inn was booked for on KAYAK in the last 2 weeks was $121, while the most expensive was $300.
  • How long should you stay at Winchester Inn? KAYAK users usually book their rooms here for 1 day.

FAQs when booking at Winchester Inn

  • Where is Winchester Inn located?

    Winchester Inn is located at 35 South 2nd Street in Downtown, 0.1 miles from the center of Ashland. Oregon Cabaret Theatre is the closest landmark to Winchester Inn.

  • When is check-in time and check-out time at Winchester Inn?

    Check-in time is 4:00 PM and check-out time is 11:00 AM at Winchester Inn.

  • Does Winchester Inn offer free Wi-Fi?

    Yes, Winchester Inn offers free Wi-Fi.

  • How far is Winchester Inn from the airport?

    Winchester Inn is 14.6 miles from Medford. Winchester Inn is 49.6 miles from Klamath Falls Kingsley Field.

  • How does KAYAK find such great Winchester Inn hotel deals?

    KAYAK scours the web for all room deals available at Winchester Inn in Ashland and lets you compare them to find the best rate for your stay. Many different travel sites will offer discounts or deals at different times for rooms at Winchester Inn and KAYAK will provide you with prices from a huge range of travel sites. That means that you can always find a great deal for Winchester Inn.

Nearby hotels and places to stay

3-star hotel
46% cheaperAshland Springs Hotel8.5 Excellent (456 reviews)0.09 miSpa and wellness center, Fitness center, Restaurant$102+
Rental
57% cheaper
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 2
0.12 miAir-conditioned, Coffee machine$80+
Rental
High Street Cottage Artists' Garden Cottage Clean & Beautiful
10 Excellent (16 reviews)0.13 miAir-conditioned, fireplace, grill$253+
Rental
Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
10 Excellent (19 reviews)0.13 miBalcony, air-conditioned$203+
Rental
62% cheaper
Newly built charming apartment next to Japanese gardens, trails and Lithia Park!
0.39 miAir-conditioned$72+
Rental
57% cheaper
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 2
0.12 miAir-conditioned, Coffee machine$80+
Rental
57% cheaper
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 3
0.28 miAir-conditioned, Coffee machine$80+
3-star hotel
49% cheaperStratford Inn8.6 Excellent (1,362 reviews)0.28 miIndoor pool, Free Wi-Fi, Tea/coffee maker$95+
Rental
High Street Cottage Artists' Garden Cottage Clean & Beautiful
10 Excellent (16 reviews)0.13 miAir-conditioned, fireplace, grill$253+
Rental
Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
10 Excellent (19 reviews)0.13 miBalcony, air-conditioned$203+
Rental
Second Spring Property - 3 bedroom 2 bath luxury home in the heart of Ashland
10 Excellent (25 reviews)0.14 miGame room, air-conditioned, Coffee machine$435+
Rental
44% cheaper
Charming 2-bedroom Victorian Gem - Across Beautiful Lithia Park & Ashland Plaza
10 Excellent (1 review)0.15 miAir-conditioned$106+

Good to know

Distance to city center

Nearest Airport

Distance to airport

0.1 mi
Medford
14.6 mi