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

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  1. VBOR
  2. Family-Friendly Hotels
  3.  USA

  4.  Oregon

  5.  Medford
  6.  Historic Downtown District

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19 Best Family-Friendly Hotels in Historic Downtown District (Starting from $90)

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
Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
Hotel
2525 Ashland St, Ashland, OR, 97520, United States
4.3k from Historic Downtown District center

AC, Bar, Barbecue, Breakfast Available, Business Services, Elevator, Fitness Equipment, Free Parking, Frontdesk 24 Hour

8.8

Fabulous

1449 reviews

$124
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
Check Availability
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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Winchester Inn
Winchester Inn
Hotel
Ashland, OR, USA
0.3k from Historic Downtown District center

Accommodations, Parking, 5-star, Lodgings, Places to stay, Accessible hotels

9.5

Superb

396 reviews

$416
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
Ashland, OR, USA
0.4k from Historic Downtown District center

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

7.9

Good

818 reviews

$225
Average price / night
Check Availability
Plaza Inn & Suites at Ashland Creek
Plaza Inn & Suites at Ashland Creek
Hotel
Ashland, OR, USA
0.4k from Historic Downtown District center

Accommodations, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Places to stay, Family, Accessible hotels

8.5

Very Good

503 reviews

$195
Average price / night
Check Availability
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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Stratford Inn
Stratford Inn
Hotel
Ashland, OR, USA
0.7k from Historic Downtown District center

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

8.6

Fabulous

1403 reviews

$170
Average price / night
Check Availability
Ashland Motel - Oregon
Ashland Motel - Oregon
Hotel
Ashland, OR, USA
1.8k from Historic Downtown District center

Cheap, Accommodations, Pools, Motels, Parking, Lodgings, Places to stay

7.9

Good

176 reviews

$102
Average price / night
Check Availability
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
Ashland, OR, USA
2.3k from Historic Downtown District center

Cheap, Accommodations, Motels, Parking, Pet-friendly, Lodgings, Places to stay

8.1

Very Good

1127 reviews

$98
Average price / night
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Cedarwood Inn of Ashland
Cedarwood Inn of Ashland
Hotel
Historic Downtown District, Ashland, Oregon, USA
3.1k from Historic Downtown District center

Cheap, Accommodations, Motels, Parking, Lodgings, Places to stay, Accessible hotels, Ski resorts

7.8

Good

382 reviews

$121
Average price / night
Check Availability
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
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
Check Availability
Relax Inn At Ashland
Relax Inn At Ashland
Hotel
Ashland, OR, USA
4.3k from Historic Downtown District center

Accommodations, Motels, Parking, Pet-friendly, Lodgings, Places to stay

6.6

Good

25 reviews

$90
Average price / night
Check Availability
Best Western Windsor Inn
Best Western Windsor Inn
Hotel
Ashland, OR, USA
4.4k from Historic Downtown District center

Cheap, Accommodations, Pools, Parking, Best western , Pet-friendly, 3-star, Lodgings, Hot tubs

8.5

Very Good

519 reviews

$141
Average price / night
Check Availability
Holiday Inn Express Hotel & Suites Ashland by IHG
Holiday Inn Express Hotel & Suites Ashland by IHG
Hotel
Ashland, OR, USA
4.4k from Historic Downtown District center

Cheap, Accommodations, Pools, Parking, Holiday inn , Lodgings, Places to stay, Family, Accessible hotels

8.9

Fabulous

274 reviews

$140
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 Family-Friendly Hotels in Historic Downtown District.

Stay Near Historic Downtown District's Top Attractions

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Historic Downtown District Family-Friendly Hotels on the Map

Frequently Asked Questions

You can explore 19 verified family-friendly hotels in Historic Downtown District. These include kid-friendly resorts, suite-style accommodations, and hotels designed to make traveling with children more comfortable.

Prices for family-friendly hotels in Historic Downtown District vary depending on the season, room size, and occupancy. Rates typically start from around $90 per night, with larger family suites or peak travel dates often costing more.

Many family-friendly hotels in Historic Downtown District offer cribs, pack-and-play options, or rollaway beds upon request. Availability and fees can vary, so it’s helpful to review the property details before booking.

Yes, some hotels in Historic Downtown District offer dedicated kids' clubs, play areas, and supervised activities. These features can help keep children entertained and give parents more flexibility during their stay.

For busy travel periods such as school holidays or summer months, it’s a good idea to book 60 to 90 days in advance to secure the best options. During quieter periods, you may find more availability closer to your travel dates.

Family-friendly hotels in Historic Downtown District often include amenities such as Child Friendly, Security/Safety, and Internet. These features are designed to make stays more convenient and comfortable for both adults and children.

Yes, some hotels in Historic Downtown District cater to both families and pets. Currently, 12 listings allow pets, although policies may vary. You can filter your search to find accommodations that welcome both children and pets.