Search
Photos
Overview
Prices
Amenities
Reviews
Location
When to book
Tips & FAQs
Nearby stays
Winchester Inn
3 stars

Winchester Inn

35 South 2nd Street, Ashland, OR 97520, United States
Ashland, OR
See location+1 541 488 1113
From
$146
Cheapest

rate per night

9.5
Wonderful
based on 424 reviews
424 reviews
Room type
Provider
Nightly total
Double room
Standard room
King room

Photos of Winchester Inn

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.

9.5
Wonderful rating
Based on 424 verified guest reviews

Latest deals for Winchester Inn

qui 5/29
sex 5/30
King room
bed type unknown
bed type unknown
1 king bed
Superior room
bed type unknown
bed type unknown
Double room
1 queen bed
1 queen bed
1 queen bed
Deluxe room
bed type unknown
bed type unknown
Standard room
bed type unknown
bed type unknown
bed type unknown
Queen room
bed type unknown
bed type unknown
1 queen bed
*Total includes estimated local taxes & fees payable on check out.
Prices are based on 1 night, not including taxes and fees

Amenities at Winchester Inn

  • Tennis
  • Free Wi-Fi
  • Private bathroom
  • Complimentary breakfast
  • Coffee machine
  • Terrace/Patio
  • Balcony
  • Air-conditioned
  • Flat-screen TV
  • TV

Basics

  • Wi-Fi available in all areas
  • Internet
  • Fan
  • Fire extinguisher
  • Free toiletries
  • Smoke alarms
  • Heating
  • Air-conditioned
  • Free Wi-Fi
  • Linens
  • Towels
  • Shampoo
  • Body soap
  • Trash cans
  • Conditioner

General

  • Family rooms
  • Garden view
  • Hardwood or parquet floors
  • Inner courtyard view
  • Mountain view
  • Storage available
  • Quiet street view
  • Fireplace
  • Seating area
  • Sofa
  • Telephone
  • Carpeted
  • City view

Accessibility and suitability

  • Entire unit located on ground floor
  • Entire unit wheelchair accessible
  • Hypoallergenic
  • Hypoallergenic pillow
  • No smoking
  • Non-feather pillow
  • Private entrance
  • Increased accessibility
  • Roll-in shower
  • Allergy-free room
  • Toilet with grab rails
  • Upper floors accessible by stairs

Bathroom

  • Hairdryer
  • Bathrobe
  • Private bathroom
  • Shower
  • Shower cap
  • Additional bathroom
  • Bathtub
  • Spa bath
  • Toilet
  • Toilet paper
  • Toothbrush
  • Walk-in shower

Dining

  • Wine glasses
  • Electric kettle
  • Special diet menus (on request)
  • Restaurant
  • Bar/Lounge
  • Food can be delivered to guest accommodation
  • Minibar
  • Microwave
  • Tea/coffee maker
  • Kettle
  • Refrigerator
  • Coffee machine

Bedroom

  • Extra-long beds (> 2 meters)
  • Feather pillow
  • Fold-up bed
  • Socket near the bed
  • Alarm clock
  • Sofa bed
  • Clothes rack
  • Wardrobe or closet

Services and conveniences

  • Wake-up service
  • Concierge service
  • Meeting/Banquet facilities
  • Room service
  • Key access
  • Bottle of water

Media and entertainment

  • Flat-screen TV
  • Cable or satellite TV
  • Radio
  • TV
  • Smartphone dock

Outdoor

  • Outdoor furniture
  • Garden
  • Terrace/Patio
  • Balcony

Things to do

  • Gift shop
  • Golf
  • Hiking

Parking and transportation

  • Free parking
  • Private parking

Laundry

  • Laundry service
  • Iron and ironing board

Workspace

  • Fax/photocopying
  • Desk

Family friendly

  • Cribs available
  • Complimentary breakfast

Health and safety

  • Daily housekeeping

Fitness

  • Tennis

Reviews of Winchester Inn

9.5
Wonderful
424 verified ratings
Wonderful
354
Very good
36
Good
17
Okay
6
Fair
2
Mediocre
1
Poor
8

Summary of reviews

Pros (+)
Cons (-)
Sort by:Most recent

Show reviews that mention

Filters

All filters

Filters

Review rating
Traveler type
Time of year

Score by provider

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

November

High season

July

Average price (weeknight)

$255

Average price (weekend night)

$361
Cheapest month to stay with an average 59% drop in price.
Most expensive month to stay with an average 117% 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 Thursday or Monday. 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 $402, while the most expensive was $426.
  • How long should you stay at Winchester Inn? KAYAK users usually book their rooms here for 2 days.
See more tips

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 14.8 miles from Medford. Winchester Inn is 49.4 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.

See more FAQs

Nearby hotels and places to stay

2-star hotel
42% cheaperThe Columbia Hotel7.4 Good (59 reviews)0.05 miBar/Lounge, Free Wi-Fi, Wi-Fi available in all areas$172+
3-star hotel
41% cheaperAshland Springs Hotel8.6 Excellent (439 reviews)0.09 miSpa and wellness center, Fitness center, Restaurant$174+
Rental
New Downtown 3 Bedroom Upstairs Flat with views
0.1 miWi-Fi, Balcony, air-conditioned$376+
Rental
1907 Charmer, Perfect Downtown Location, So Clean!
0.1 miAir-conditioned, Coffee machine, grill$776+
Rental
80% cheaper
Cozy cottage just blocks to town and Lithia Park!
0.1 miKitchen, terrace/patio, Porch$60+
Rental
72% cheaper
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 3
0.29 miAir-conditioned$84+
Rental
71% cheaper
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 2
0.36 miAir-conditioned, Coffee machine$87+
Rental
67% cheaper
Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 1
0.3 miAir-conditioned, Coffee machine$99+
Rental
Swank House on Main St in Ashland
10 Excellent (3 reviews)0.22 miKitchen, air-conditioned, Coffee machine$443+
Rental
1% cheaper
Charming Space Next to Everything, Walk Anywhere!
10 Excellent (14 reviews)0.27 miAdults only, Kitchen, terrace/patio$293+
Rental
Pioneer Vacation Rentals - Pioneer Craftsman House
10 Excellent (1 review)0.22 miCity view, Kitchen, terrace/patio$557+
Rental
9% cheaper
High Street Cottage Artists' Garden Cottage Clean & Beautiful
10 Excellent (13 reviews)0.13 miAdults only, Kitchen, wifi$269+

Good to know

Value for money

9.2

Distance to city center

0.1 mi

Nearest Airport

Medford

Distance to airport

14.6 mi