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Guisborough Vacation Packages

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A field of blue flowers, trees, and a hill with a mountain in the background.

Guisborough
England
United Kingdom
Europe
Hotwire.com

Guisborough Flight + Hotel Packages

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

Woodlands Guest House Windermere

4 out of 5

Price was $1,270, price is now $1,224 per person

$1,224

per person

Dec 5 - Dec 9

found 4 hours ago

Roundtrip flight included

Pensacola (PNS) to Durham (MME)

Stay at this guesthouse in Windermere. Enjoy free WiFi, free parking, and in-room massages. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lake Windermere and Windermere Jetty Museum of Boats, Steam and Stories are located nearby.

Lovely cosy B&B which was more like a mini-hotel. Friendly staff, well located and excellent freshly cooked breakfast. Would happily stay again.

Reviewed on Oct 22, 2026

Lindeth Howe Hotel

4 out of 5

Price was $1,427, price is now $1,317 per person

$1,317

per person

Dec 5 - Dec 9

found 4 hours ago

Roundtrip flight included

Pensacola (PNS) to Durham (MME)

Book a stay at this business-friendly hotel in Windermere. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Lake Windermere and Blackwell, The Arts & Crafts House are located nearby.

Wonderful little hotel, great room (windermere suite) lovely breakfast in bed a d the lovely addition of the birds of prey talk and display on Sunday morning.

Reviewed on Oct 11, 2026

Windermere Manor Hotel

3.5 out of 5

Price was $1,492, price is now $1,389 per person

$1,389

per person

Dec 5 - Dec 9

found 4 hours ago

Roundtrip flight included

Pensacola (PNS) to Durham (MME)

Stay at this hotel in Windermere. Enjoy free parking, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Lake Windermere and Orrest Head are located nearby.

The Brown Horse Inn

3.5 out of 5

Price was $1,625, price is now $1,523 per person

$1,523

per person

Dec 5 - Dec 11

found 1 hour ago

Roundtrip non-stop flight included

Charlotte (CLT) to Durham (MME)

Stay at this inn in Windermere. Enjoy free parking, room service, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Lake Windermere and Blackwell, The Arts & Crafts House are located nearby.

Denecrest Guest House

2 out of 5

Price was $1,406, price is now $1,340 per person

$1,340

per person

Dec 5 - Dec 9

found 4 hours ago

Roundtrip flight included

Pensacola (PNS) to Durham (MME)

Stay at this B&B in Windermere. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Lake Windermere and Orrest Head are located nearby.

Good location, easy to check in and out.

Reviewed on Sep 28, 2026

Briery Wood Country House Hotel

4 out of 5

Price was $1,260, price is now $1,239 per person

$1,239

per person

Dec 5 - Dec 9

found 4 hours ago

Roundtrip flight included

Pensacola (PNS) to Durham (MME)

Book a stay at this business-friendly hotel in Windermere. Enjoy free WiFi, free parking, and 4 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Lake Windermere and Treetop Trek are located nearby.

Gorgeous place, staff very friendly and professional. Drinks expensive but it's expected in a nice hotel

Reviewed on Oct 19, 2026

Beech Hill Hotel & Spa

4 out of 5

Price was $1,380, price is now $1,367 per person

$1,367

per person

Dec 5 - Dec 9

found 4 hours ago

Roundtrip flight included

Pensacola (PNS) to Durham (MME)

Stay at this hotel in Windermere. Enjoy free parking, 2 hot tubs, and breakfast (surcharge). Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Lake Windermere and Raw War Paintball are located nearby.

Stafford House Guest House

4 out of 5

Price was $1,350, price is now $1,337 per person

$1,337

per person

Dec 5 - Dec 9

found 4 hours ago

Roundtrip flight included

Pensacola (PNS) to Durham (MME)

Stay at this guesthouse in Penrith. Enjoy free parking, breakfast (surcharge), and daily housekeeping. Our guests praise the breakfast in our reviews. Popular attractions High Cup Winery and Hutton in the Forest are located nearby.

Comfortable stay at this lovely old house (Grade II listed). The owner was extremely helpful and made my stay a time to remember! Nice old furniture and well heated with a great breakfast.

Reviewed on Oct 24, 2026