Longsword Vineyard Tours and Activities

Plan a trip to see Longsword Vineyard

Price found within the past 48 hours. Click for updated prices.
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
per person
Sep 27 - Sep 29
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Medford (MFR)
9/10 Wonderful! (1,424 reviews)
Really enjoyed this hotel. The grounds and hotel are well kept. While it is a bit of a drive to downtown Ashland, the area felt really safe and was easy to drive to the more populated area. We had our dog with us and this hotel was very dog friendly and accommodating for our pet. My only regret was that we got in late and had to the leave the next morning. Would definitely stay again.

Reviewed on Jul. 12, 2025

Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
Historic Downtown District
per person
Sep 27 - Sep 29
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Medford (MFR)
9.4/10 Exceptional! (1,002 reviews)
Simple old fashioned elegance without being pompous. The Victorian themed nature collections of leaves, shells, butterflies, etc. that decorated the lobby, elevator, and halls were fascinating and added to the ambience of a step back in time. Dinner cuisine at the Larks Kitchen was beautifully prepared and served.

Reviewed on Jul. 12, 2025

McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Historic Downtown District
per person
Sep 27 - Sep 29
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Medford (MFR)
9.2/10 Wonderful! (565 reviews)
What a phenomenal experience! Our stay was lovely, the staff was so kind and friendly, everything was in walking distance and the Shakespeare experience was incredible. We can’t wait to come back. Thank you for a wonderful stay at the Inn.

Reviewed on May 16, 2025

Popular places to visit

Red Lily Vineyards

Red Lily Vineyards

You can enjoy a tasting or tour at Red Lily Vineyards during your travels to Jacksonville. Discover the coffeehouses and festivals in this relaxing area.

Red Lily Vineyards

Fiasco Winery

You can enjoy a tasting or tour at Fiasco Winery during your travels to Jacksonville. While in this family-friendly area, you can savor the top-notch restaurants.

Fiasco Winery

Ruch Library

Ruch Library is just one of the places to see in Ruch, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can savor the top-notch restaurants.

Ruch Library

Valley View Winery

You can enjoy a tasting or tour at Valley View Winery during your travels to Jacksonville. Check out the charming coffeehouses or top-notch restaurants in this family-friendly area.

Valley View Winery

Devitt Winery and Vineyards

You can enjoy a tasting or tour at Devitt Winery and Vineyards during your travels to Jacksonville. Discover the coffeehouses and festivals in this relaxing area.

Devitt Winery and Vineyards

East Applegate Ridge - East Trailhead

You can take time to visit East Applegate Ridge - East Trailhead during your travels to Jacksonville. Discover the restaurants and live music in this relaxing area.

East Applegate Ridge - East Trailhead

Best Lodging Options Near Longsword Vineyard

The Lindsay Lodge & Restaurant
The Lindsay Lodge & Restaurant
2 out of 5
15100 Oregon 238, Jacksonville, OR
The Lindsay Lodge & Restaurant
Rogue Regency Inn and Suites
Rogue Regency Inn and Suites
3 out of 5
2300 Biddle Rd, Medford, OR
Rogue Regency Inn and Suites
The Orth House Inn by Remotion
The Orth House Inn by Remotion
3.5 out of 5
105 W Main St, Jacksonville, OR
The Orth House Inn by Remotion
Wine Country Inn
Wine Country Inn
3 out of 5
830 N 5th St, Jacksonville, OR
Wine Country Inn
Magnolia Hotel
Magnolia Hotel
3 out of 5
245 North 5th Street, Jacksonville, OR
Magnolia Hotel
McCully House Inn
McCully House Inn
3.5 out of 5
240 E California St, Jacksonville, OR
McCully House Inn
Quality Inn & Suites Medford Airport
Quality Inn & Suites Medford Airport
2.5 out of 5
1950 Biddle Rd, Medford, OR
Quality Inn & Suites Medford Airport
The Rellik House and Winery
The Rellik House and Winery
3.5 out of 5
968 Old Stage Rd, Central Point, OR
The Rellik House and Winery
Hummingbird Estate Wine & Suites
Hummingbird Estate Wine & Suites
4.5 out of 5
1677 Old Stage Rd, Central Point, OR
Hummingbird Estate Wine & Suites
See all 988 properties in Longsword Vineyard
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.