Search Deals on
Cooleemee Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

Cooleemee
North Carolina
United States of America
North America
Hotwire.com

Cooleemee Flight + Hotel Packages

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

Julian Price House

3 out of 5

Price was $920, price is now $656 per person

$656

per person

Oct 1 - Oct 4

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

Book a stay at this golf guesthouse in Greensboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions First Horizon Coliseum and Wet 'n Wild Emerald Pointe Water Park are located nearby.

The owners were so accommodating and nice. The room was immaculate. The home is absolutely breath taking. We plan to stay here again on our next trip to Greensboro.

Reviewed on Aug 24, 2026

Pandora's Manor Bed & Breakfast

3.5 out of 5

Price was $1,423, price is now $1,135 per person

$1,135

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

Stay at this B&B in High Point. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Market Square and Centennial Station Arts Center are located nearby.

Exceptionally beautiful property and exceptional customer service. Graciously accommodated a change in plans, excellent communication throughout, friendly welcome and went the extra mile in all ways to make our very quick trip memorable!

Reviewed on Feb 20, 2026

King beds Hot Tub Arcade Luxury Showers

4.5 out of 5

Save 100% on your flight

Price was $4,766, price is now $3,836 per person

$3,836

per person

Oct 7 - Oct 12

found 11 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Greensboro (GSO)

Book a stay at this luxury vacation home in Kernersville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Walkertown Community Park and Old Walkertown Stadium are located nearby.

King Bed Pet Friendly BBQ Grill Peaceful

4 out of 5

Price was $2,269, price is now $1,847 per person

$1,847

per person

Oct 7 - Oct 12

found 11 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Greensboro (GSO)

Stay at this vacation home in Madison. Enjoy free breakfast, free WiFi, and free parking.

KingBed PetFriendly Washer Dryer Sleep16

4.5 out of 5

Save 100% on your flight

Price was $3,024, price is now $2,471 per person

$2,471

per person

Oct 7 - Oct 12

found 11 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Greensboro (GSO)

Landing Furnished Apartments Winston-Salem

3 out of 5

Price was $1,334, price is now $1,100 per person

$1,100

per person

Oct 7 - Oct 12

found 10 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Greensboro (GSO)

Stay at this apartment in Winston-Salem. Enjoy free parking, a fitness center, and an in-room coffeemaker. Popular attractions Hanes Mall and Airbound Trampoline Park are located nearby.

Proximity Hotel

4 out of 5

Price was $802, price is now $665 per person

$665

per person

Oct 9 - Oct 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

Book a stay at this business-friendly hotel in Greensboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions First Horizon Coliseum and Wet 'n Wild Emerald Pointe Water Park are located nearby.

Beautifully appointed hotel and bistro was excellent.

Reviewed on Aug 24, 2026

King Beds Hot Tub Arcade Grill & Firepit

4.5 out of 5

Price was $1,261, price is now $1,056 per person

$1,056

per person

Oct 3 - Oct 6

found 11 hours ago

Roundtrip flight included

Dallas (DFW) to Greensboro (GSO)

Book a stay at this luxury vacation home in Winston-Salem. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hanes Mall and Joe White Tennis Center at Hanes Park are located nearby.

Loved this little house and all the attention to detail! Would definitely return.

Reviewed on Jun 17, 2026