Hotels in Historic Downtown District, OR: Compare 10+ Sites & Save

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  4.  Oregon

  5.  Medford
  6.  Historic Downtown District

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50 Best Hotels in Historic Downtown District (Starting from $51)

Ashland Springs Hotel
Ashland Springs Hotel
Hotel
Ashland, OR, USA
0.1k from Historic Downtown District center

Accommodations, Parking, Spa, Boutique, Pet-friendly, 4-star, Lodgings, Places to stay, Family

8.5

Very Good

410 reviews

$237
Average price / night
Check Availability
The Columbia Hotel
The Columbia Hotel
Hotel
Ashland, OR, USA
0.2k from Historic Downtown District center

Kitchen, Internet, Air Conditioner, Entertainment, Guest Services, Laundry, Tv

9.7

Exceptional

3 reviews

$174
Average price / night
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Winchester Inn
Winchester Inn
Hotel
35 S. 2nd St., Ashland, OR, 97520, United States
0.3k from Historic Downtown District center

AC, Bar, Breakfast Included, Business Services, Free Parking, Heater, Housekeeping, Internet, Laundry

9.6

Exceptional

271 reviews

$229
Average price / night
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McCall House Boutique Hotel
McCall House Boutique Hotel
Hotel
Historic Downtown District, Ashland, Oregon, USA
0.2k from Historic Downtown District center

Luxury, Cheap, Accommodations, Parking, 5-star, Lodgings, Places to stay, Family

9.7

Exceptional

53 reviews

$332
Average price / night
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Plaza Inn & Suites at Ashland Creek
Plaza Inn & Suites at Ashland Creek
Hotel
98 Central Ave, Ashland, OR, 97520, United States
0.4k from Historic Downtown District center

AC, Breakfast Included, Business Services, Crib, Elevator, Extra Bed, Fitness Equipment, Free Parking, Frontdesk 24 Hour

8.8

Fabulous

1006 reviews

$143
Average price / night
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The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best Western
Hotel
132 N Main Street, Ashland, OR, 97520, United States
0.4k from Historic Downtown District center

AC, Breakfast Included, Business Services, Elevator, Free Parking, Frontdesk 24 Hour, Heater, Housekeeping, Internet

8.6

Fabulous

1004 reviews

$97
Average price / night
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The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodges
Hotel
243 4th St, Ashland, OR, 97520, United States
0.5k from Historic Downtown District center

AC, Free Parking, Internet, No Smoking, Outdoor Space

9.6

Exceptional

102 reviews

$178
Average price / night
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The Blue Moon House has 5 bedrooms, each with a private bath, plus kitchen, dining and living area.
The Blue Moon House has 5 bedrooms, each with a private bath, plus kitchen, dining and living area.
Hotel
Ashland, OR, 97520, United States
0.6k from Historic Downtown District center

AC, Fireplace, Kitchen, Microwave, No Smoking

9.4

Superb

12 reviews

$763
Average price / night
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The Peerless Hotel
The Peerless Hotel
Hotel
Ashland, OR, USA
0.5k from Historic Downtown District center

Luxury, Cheap, Accommodations, Parking, 4-star, Lodgings, Places to stay

9.3

Superb

142 reviews

$216
Average price / night
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Stratford Inn
Stratford Inn
Hotel
555 Siskiyou Blvd, Ashland, OR, 97520, United States
0.6k from Historic Downtown District center

AC, Barbecue, Breakfast Available, Business Services, Crib, Elevator, Free Parking, Frontdesk 24 Hour, Hot Tub

9.4

Superb

1742 reviews

$122
Average price / night
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Swank House- Downtown Suite-Pet Friendly
Swank House- Downtown Suite-Pet Friendly
Hotel
Ashland, OR, USA
0.5k from Historic Downtown District center

B&bs, Cheap, Accommodations, Parking, Inns, Pet-friendly, Lodgings, Places to stay, Family

9.4

Superb

11 reviews

$182
Average price / night
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2 units with 6 bedrooms, 6 bathrooms, a kitchen and large dining area.
2 units with 6 bedrooms, 6 bathrooms, a kitchen and large dining area.
Hotel
Ashland, OR, 97520, United States
0.6k from Historic Downtown District center

AC, Fireplace, Kitchen, Microwave, No Smoking, Patio

10.0

Exceptional

1 reviews

$1070
Average price / night
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Swank Boutique Suites
Swank Boutique Suites
Hotel
Ashland, OR, USA
0.6k from Historic Downtown District center

B&bs, Cheap, Accommodations, Inns, Pet-friendly, Lodgings, Places to stay, Family

9.4

Superb

7 reviews

$237
Average price / night
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1 bedroom, 1 bathroom cottage with sleeper sofa & full kitchen.
1 bedroom, 1 bathroom cottage with sleeper sofa & full kitchen.
Hotel
Ashland, OR, 97520, United States
0.6k from Historic Downtown District center

AC, Kitchen, Microwave, No Smoking

8.8

Fabulous

5 reviews

$235
Average price / night
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Palm Cottages
Palm Cottages
Hotel
1065 Siskiyou Boulevard, Ashland, OR, 97520, United States
1.6k from Historic Downtown District center

AC, Free Parking, Heater, Housekeeping, Internet, Outdoor Space, Pool, TV

9.2

Superb

213 reviews

$226
Average price / night
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Bayberry Inn B&B and Oregon Wellness Retreat
Bayberry Inn B&B and Oregon Wellness Retreat
Hotel
OR, USA
1.0k from Historic Downtown District center

Cheap, Accommodations, Parking, Spa, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

10.0

Exceptional

23 reviews

$294
Average price / night
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Ashland Motel - Oregon
Ashland Motel - Oregon
Hotel
1145 Siskiyou Blvd, Ashland, OR, 97520, United States
1.8k from Historic Downtown District center

AC, Internet, Microwave, No Smoking, Outdoor Space, Pool

7.8

Good

220 reviews

$86
Average price / night
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Prospero's Flagship Inn
Prospero's Flagship Inn
Hotel
1193 Siskiyou Blvd, Ashland, OR, 97520, United States
1.9k from Historic Downtown District center

AC, Barbecue, Breakfast Included, Free Parking, Frontdesk 24 Hour, Heater, Internet, Microwave, Outdoor Space

8.8

Fabulous

1267 reviews

$51
Average price / night
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Flagship Inn of Ashland
Flagship Inn of Ashland
Hotel
Historic Downtown District, Ashland, Oregon, USA
1.9k from Historic Downtown District center

Cheap, Accommodations, Pools, Motels, Parking, 3-star, Lodgings, Places to stay, Accessible hotels

8.3

Very Good

540 reviews

$137
Average price / night
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Timbers INN and Suites
Timbers INN and Suites
Hotel
1450 Ashland Street, Ashland, OR, 97520, United States
2.3k from Historic Downtown District center

AC, Free Parking, Housekeeping, Internet, Microwave, No Smoking, Outdoor Space, Pool

8.6

Fabulous

1002 reviews

$72
Average price / night
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Cedarwood Inn of Ashland
Cedarwood Inn of Ashland
Hotel
Siskiyou Blvd, 1801, Ashland, OR, 97520, United States
3.1k from Historic Downtown District center

AC, Barbecue, Business Services, Free Parking, Housekeeping, Internet, Microwave, Outdoor Space, Pool

7.4

Good

1001 reviews

$85
Average price / night
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Two Queen Bed Room, Scottish Inns Ashland, Right Off Interstate 5, Free Parking
Two Queen Bed Room, Scottish Inns Ashland, Right Off Interstate 5, Free Parking
Hotel
Ashland, OR, 97520, United States
3.9k from Historic Downtown District center

AC, Free Parking, Heater, Internet, Microwave, No Smoking, TV

10.0

Exceptional

1 reviews

$119
Average price / night
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Scottish Inns Ashland
Scottish Inns Ashland
Hotel
Ashland, OR, USA
3.9k from Historic Downtown District center

Fireplace/Heating, Security/Safety, Guest Services, Air Conditioner, Smoking, Internet, Parking

7.9

Good

136 reviews

$95
Average price / night
Check Availability
Family Stay Near California-Oregon Border | Free Parking & Complimentary Coffee
Family Stay Near California-Oregon Border | Free Parking & Complimentary Coffee
Hotel
Ashland, OR, 97520, United States
3.9k from Historic Downtown District center

AC, Free Parking, Heater, Internet, Microwave, No Smoking, TV

New to Booking
$119
Average price / night
Check Availability
Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland
Hotel
Ashland, OR, USA
3.9k from Historic Downtown District center

Cheap, Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Jacuzzis, Places to stay

8.2

Very Good

433 reviews

$107
Average price / night
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Comfortable Oren Stay Near Ashland Vineyards & Winery | Two Rooms, Free Parking
Comfortable Oren Stay Near Ashland Vineyards & Winery | Two Rooms, Free Parking
Hotel
Ashland, OR, 97520, United States
3.9k from Historic Downtown District center

AC, Free Parking, Heater, Internet, Microwave, No Smoking, TV

6.0

Review score

1 reviews

$238
Average price / night
Check Availability
Ashland Valley Inn
Ashland Valley Inn
Hotel
Historic Downtown District, Ashland, Oregon, USA
4.0k from Historic Downtown District center

Kitchen, Wheelchair Accessible, Air Conditioner, Smoking, Laundry, Guest Services, Pool

New to Booking
$71
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Hotels in Historic Downtown District.

Stay Near Historic Downtown District's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Historic Downtown District Hotels on the Map

Frequently Asked Questions

You can explore 50 verified hotels in Historic Downtown District. These include a range of options from luxury resorts and boutique hotels to budget-friendly accommodations suitable for different travel styles.

Hotel prices in Historic Downtown District vary depending on the season, location, and property type. Rates typically start from around $51 per night, with higher prices for premium hotels, central locations, or peak travel dates.

Most hotels in Historic Downtown District include amenities such as Guest Services, Kitchen, and Entertainment. Additional features like breakfast, parking, or resort facilities may vary by property, so it’s helpful to review the details before booking.

You can identify top-rated hotels in Historic Downtown District by sorting listings based on guest ratings and reviews. Looking at recent feedback, overall scores, and review volume can help you find properties that consistently deliver a high-quality experience.

For popular travel periods or busy locations, booking 30 to 60 days in advance is generally recommended to secure preferred options. During quieter periods, you may find more flexibility and availability closer to your travel dates.

Yes, some hotels in Historic Downtown District welcome pets. Currently, 15 listings allow pets, although policies may vary. It’s a good idea to review any pet-related rules before booking.

Many hotels in Historic Downtown District offer flexible or refundable booking options. Checking the cancellation policy before confirming your reservation can help you choose a rate that suits your travel plans.