Historic Downtown District Vacation Packages for 2025

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Historic Downtown District Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Pine Tree Inn

Pine Tree Inn

2 out of 5
City Center Medford
per person
Jul 20 - Jul 26
found 21 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Medford (MFR)
Book a stay at this business-friendly motel in Medford. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Rogue Valley Growers and Crafters Market and Cinemark Tinseltown Medford 15 are located nearby.

Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
per person
Jul 20 - Jul 26
found 21 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Medford (MFR)
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oregon Shakespeare Festival and Schneider Museum of Art are located nearby.

Paschal Winery

Paschal Winery

4.5 out of 5
per person
Jul 20 - Jul 26
found 21 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Medford (MFR)
Stay at this 4.5-star luxury cottage in Talent. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Oregon Shakespeare Festival and Paschal Winery are located nearby.

Relax Inn At Ashland

Relax Inn At Ashland

1.5 out of 5
per person
Jul 20 - Jul 26
found 21 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Medford (MFR)
Stay at this hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Oregon Shakespeare Festival and Weisinger Family Winery are located nearby.

My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
per person
Jul 20 - Jul 26
found 21 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Medford (MFR)
Stay at this 3-star business-friendly hotel in Medford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Medford Railroad Park and Rogue Valley Family Fun Center are located nearby.

Grandview of Ashland

Grandview of Ashland

3 out of 5
per person
Jul 20 - Jul 26
found 21 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Medford (MFR)
Stay at this 3-star vacation home in Ashland. Enjoy free WiFi, free parking, and a sauna. Popular attractions Oregon Shakespeare Festival and Thomas Theatre are located nearby.

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Top Hotel Deals

Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St, Ashland, OR
0.13 km from Historic Downtown District
Stay at this 3-star spa hotel in Ashland. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our ...
The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

2.5 out of 5
132 N Main Street, Ashland, OR
0.35 km from Historic Downtown District
Stay at this hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Winchester Inn

Winchester Inn

3.5 out of 5
35 S. 2nd St., Ashland, OR
0.27 km from Historic Downtown District
Stay at this 3.5-star inn in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd, Medford, OR
21.9 km from Historic Downtown District
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
4.3 km from Historic Downtown District
Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
Ramada by Wyndham Medford Airport North

Ramada by Wyndham Medford Airport North

2 out of 5
2111 Biddle Rd, Medford, OR
21.44 km from Historic Downtown District
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
2399 S Pacific Hwy, Medford, OR
16.31 km from Historic Downtown District
Stay at this 4-star golf hotel in Medford. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd., Ashland, OR
3.92 km from Historic Downtown District
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Motel 6 Medford, OR - North

Motel 6 Medford, OR - North

2 out of 5
2400 Biddle Rd, Medford, OR
21.93 km from Historic Downtown District
Stay at this motel in Medford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
580 Airport Rd, Medford, OR
23.64 km from Historic Downtown District
Stay at this 3-star business-friendly hotel in Medford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport

3 out of 5
3519 HEATHROW WAY, Medford, OR
23.29 km from Historic Downtown District
Stay at this 3-star business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

2.5 out of 5
285 Peninger Rd, Central Point, OR
25.02 km from Historic Downtown District
Book a stay at this business-friendly hotel in Central Point. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
0.67 km from Historic Downtown District
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
La Quinta Inn & Suites by Wyndham Central Point - Medford

La Quinta Inn & Suites by Wyndham Central Point - Medford

3 out of 5
1777 La Rue Dr, Central Point, OR
25.26 km from Historic Downtown District
Stay at this 3-star business-friendly hotel in Central Point. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Quality Inn & Suites Medford Airport

Quality Inn & Suites Medford Airport

2.5 out of 5
1950 Biddle Rd, Medford, OR
21.37 km from Historic Downtown District
Book a stay at this spa hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Hawaiian Airlines
Tue, Aug 12 - Sat, Aug 16
PDX
Portland Intl.
MFR
Rogue Valley Intl.
$137 Roundtrip, found 6 days ago
$137
Roundtrip
found 6 days ago
Select Hawaiian Airlines flight, departing Tue, Aug 12 from Portland Intl. to Rogue Valley Intl., returning Sat, Aug 16, priced at $137 found 6 days ago
Hawaiian Airlines
Tue, Sep 16 - Tue, Sep 16
SAN
San Diego Intl.
MFR
Rogue Valley Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Tue, Sep 16 from San Diego Intl. to Rogue Valley Intl., returning Tue, Sep 16, priced at $191 found 1 day ago
Delta
Tue, Jul 15 - Tue, Jul 22
LAX
Los Angeles Intl.
MFR
Rogue Valley Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 15 from Los Angeles Intl. to Rogue Valley Intl., returning Tue, Jul 22, priced at $197 found 1 day ago
Hawaiian Airlines
Wed, Jul 2 - Thu, Jul 10
SEA
Seattle - Tacoma Intl.
MFR
Rogue Valley Intl.
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Wed, Jul 2 from Seattle - Tacoma Intl. to Rogue Valley Intl., returning Thu, Jul 10, priced at $217 found 3 days ago