Woodlands Vacations
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Your Woodlands Vacation
Take the stress and hassle out of organizing your next adventure with a Woodlands vacation package. Take in the sights and sounds of this enticing neighborhood and experience all it has to offer. When it's time to take in the sights, you'll find loads of awesome attractions nearby including Green Key Beach, Robert K Rees Memorial Park and James E. Grey Preserve. Tick off one or all during your trip to Woodlands. Expedia can help turn your ideal Woodlands vacation into reality, no matter your budget or travel plans.
- Wyndham Grand Clearwater Beach
Aug 3 - Aug 11Wyndham Grand Clearwater Beach + Flight
Clearwater Beach8 nights9.4/10 - Exceptional (3,298 reviews)"Lovely stay! Will stay again"Reviewed May 31, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • 1 stop TPA - BOS • 1 stop - Villa Valentino Luxury 8BR Villa & Pool
Jul 31 - Aug 3Villa Valentino Luxury 8BR Villa & Pool + Flight
Allen's Ridge3 nightsRoundtrip • New York (JFK) - Tampa (TPA)JFK - TPA • Nonstop TPA - JFK • Nonstop - The Residences at Siesta Key Beach by Hyatt Vacation Club
Aug 14 - Aug 19The Residences at Siesta Key Beach by Hyatt Vacation Club + Flight
South Village5 nights9.6/10 - Exceptional (356 reviews)"Clean room, great staff, great location, beach is outstanding, high end hotel."Reviewed May 29, 2026Roundtrip • New York (EWR) - Sarasota (SRQ)EWR - SRQ • Nonstop SRQ - EWR • Nonstop - La Tortuga Historic Downtown Pass A Grille
Aug 21 - Aug 27La Tortuga Historic Downtown Pass A Grille + Flight
Pass-a-Grille6 nights8.8/10 - Excellent (33 reviews)"This place is one of the cleanest hotels I’ve ever been to which is important to me. Great location on the island, I wish there was just better food around there."Reviewed May 23, 2026Roundtrip • New York (JFK) - Tampa (TPA)JFK - TPA • Nonstop TPA - JFK • Nonstop
Where to stay in Woodlands
Gulf Harbors
If you're looking for some top things to see and do in Gulf Harbors and surrounding area, you can visit Robert K Rees Memorial Park and Green Key Beach.
Woodlands Hotel Deals
Hilton Clearwater Beach Resort & Spa
"The hotel is very dated. From the minute you get into the hotel which is very old and not clean to the minute you enter your room which is a huge disappointment especially for the price the rooms are. Our shower floor was dingy and all stained which is gross. The toilet paper did not have a holder. ..."
Reviewed on May 30, 2026
Courtyard by Marriott Clearwater Beach
"Amazing staff and service."
Reviewed on May 28, 2026
Sandpearl Resort
"Beach view"
Reviewed on May 27, 2026
Discover the most popular places to visit in Woodlands
Robert K Rees Memorial Park
Commune with nature and explore the great outdoors at Robert K Rees Memorial Park during your travels in New Port Richey. Amble around this family-friendly area's waterfront, or seek out the golf courses.
Green Key Beach
If a restful vacation is part of your travel plans, Green Key Beach might be the perfect place to seek out during your trip to New Port Richey. Stroll along the waterfront or visit the shops in this family-friendly area.
Richey Suncoast Theater
You can enjoy a show at Richey Suncoast Theater during your stay in New Port Richey. Amble around this family-friendly area's waterfront, or seek out the golf courses.
Things to do
2 Hours Kayak Eco Tour in Tarpon Springs
