Winchester Inn

Rental with Tennis

3 stars
35 South 2nd Street, Ashland, OR 97520
+1 541 488 1113
9.4
Wonderful
based on 541 reviews
541 verified ratings
Fri 7/31
-
Sat 8/1
2 guests, 1 room
Deals from
$177
/Cheapest rate per night
Room type
Provider
Nightly total
Double room
$177
Standard room
$221
Queen room
$223
19 more Winchester Inn deals
19 more Winchester Inn deals
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Winchester Inn photos
About
Rooms
Amenities
Reviews
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About Winchester Inn, Ashland

Cleanliness
9.6
Comfort
9.6
Location
9.8
Services
9.4
Staff
9.6
Value for money
9.2
Winchester Inn is situated in Ashland and is close to local landmarks, such as Lithia Park. It is also a short walk from IOOF Building and Ashland Masonic Lodge Building, and is close to many of the area's popular attractions. 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 rooms offer tea and coffee making facilities, a mini bar and a refrigerator. Bathrobes are also available for extra comfort. The area surrounding Winchester Inn has a range of cafés and restaurants. It is just two minute's walk from Lithia Springs Hotel.

Winchester Inn room price & deals

Fri 7/31
-
Sat 8/1
Deluxe room
bed type unknown
$495
nightly with fees
bed type unknown
$550
nightly with fees
King room
bed type unknown
$297
nightly with fees
bed type unknown
$344
nightly with fees
bed type unknown
$377
nightly with fees
Double room
1 queen bed
$177
nightly with fees
bed type unknown
$214
nightly with fees
bed type unknown
$220
nightly with fees
Queen room
bed type unknown
$223
nightly with fees
1 queen bed
$268
nightly with fees
bed type unknown
$283
nightly with fees
Standard room
bed type unknown
$221
nightly with fees
bed type unknown
$283
nightly with fees
bed type unknown
$364
nightly with fees
*Total includes estimated local taxes & fees payable on check out.

Inn Amenities & Facilities

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

General

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

Basics

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

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
  • Accessible parking
  • Allergy-free room
  • Toilet with grab rails
  • Upper floors accessible by stairs

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

Bathroom

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

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

Outdoor

  • Outdoor furniture
  • Garden
  • Terrace/Patio
  • Balcony

Parking and transportation

  • Free parking
  • Private parking
  • Street parking

Things to do

  • Gift shop
  • Golf
  • Hiking

Laundry

  • Laundry service
  • Iron and ironing board

Workspace

  • Fax/photocopying
  • Desk

Health and safety

  • Daily housekeeping
  • Carbon monoxide detector

Family friendly

  • Cribs available

Fitness

  • Tennis

Winchester Inn Reviews

9.4
Wonderful
541 verified ratings
Wonderful
454
Very good
45
Good
19
Okay
9
Fair
3
Mediocre
1
Poor
10
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Winchester Inn room booking info

Value for money

9.2

Location rating

9.8

Distance to city center

0.1 mi

Nearest Airport

Medford

Distance to airport

14.6 mi

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.

Frequently asked questions

  • How far is Winchester Inn from Medford?

    If there is no traffic, the 14.6 mi drive between Medford and Winchester Inn should only take about 43 mins. If your hotel is in a more metropolitan area, you may see the driving time increase due to traffic.

  • What is the best way to get to Winchester Inn from Medford?

    If you intend on renting a car to travel from Medford to the hotel, you will have peace of mind knowing that Winchester Inn offers parking on site. Car rentals in the area typically go for $69/day for a base model rental. Another more common option is to just take a taxi or rideshare service from the airport to Winchester Inn. The nearest airport to the hotel is Medford.

  • Are there food options at Winchester Inn?

    There is a restaurant at Winchester Inn that can be used by visitors of the hotel. You can sit down or take food to go. Call the front desk at +1 541 488 1113 for kitchen hours. One of the easiest dining options for Ashland guests staying in Winchester Inn is to get room service, which is available to all hotel guests.

  • Does Winchester Inn have a pool?

    Judging by our data, Winchester Inn does not have a pool on site, but hotels regularly make additions and changes to their venues and do not always notify us. It would be best to call Winchester Inn at +1 541 488 1113.

  • What is the phone number for Winchester Inn?

    For questions regarding the hotel or your stay at Winchester Inn, call +1 541 488 1113.

  • Does Winchester Inn have Wi-Fi available?

    Yes, Winchester Inn has Wi-Fi available to hotel guests.

  • What time is check-out for Winchester Inn?

    The required check-out time is 11:00 AM. Please plan accordingly before your departure to avoid any penalties or fees.

  • How much is a room at Winchester Inn?

    Depending on the room type you prefer and your travel dates, the cost will differ. Average price per night at Winchester Inn, Ashland is $393, but you may find great deals as low as $191. You can find rates for your trip in the form above.

  • Is there laundry service in Winchester Inn?

    Yes, laundry services are accessible for guests staying at Winchester Inn, Ashland. Irons and ironing boards are included as featured amenities.

  • How many operators does momondo search for hotels in Ashland?

    There are 250 operators available for hotels in Ashland as of July 2026.

  • When did momondo last update prices for hotels in Ashland?

    Prices for hotels in Ashland are updated daily.

Places of interest near Winchester Inn

Attractions in Ashland, Oregon curated by momondo
Winchester Inn location: 35 South 2nd Street, Ashland, OR 97520

Top landmarks

  • 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

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