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.
- Ocean Club Treasure Island Hotel
Aug 14 - Aug 21Ocean Club Treasure Island Hotel + Flight
Sunshine Beach7 nights9.6/10 - Exceptional (995 reviews)"Modern, clean, location is very convenient"Reviewed June 3, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • Nonstop - Cedar Cove Resort and Cottages
Aug 14 - Aug 21Cedar Cove Resort and Cottages + Flight
Holmes Beach7 nights9.2/10 - Wonderful (523 reviews)"My husband and I just had a very relaxing and comfortable mini-vacation in the Wildflower Cottage. If you're looking for a laid back, quiet, beachy vibe without hustle and bustle, this is the spot. The location is great and close to everything, their beach is quiet, uncrowded, and relatively private with lots of chairs, umbrellas, and towels, the rooms are well kept, clean and comfortable, the staff is friendly and helpful, the mango slushies are yummy, and I could go on and on. We quite enjoyed..."Reviewed June 2, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • Nonstop - The Marker
Aug 16 - Aug 22The Marker + Flight
Clearwater Beach6 nights6.0/10 - (3 reviews)Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • Nonstop - The Don CeSar
Aug 14 - Aug 21The Don CeSar + Flight
St. Pete Beach7 nights9.0/10 - Wonderful (1,157 reviews)"Highly recommend! The Don CeSar is truly one of Florida's most iconic beachfront destinations. The location on St. Pete Beach is exceptional, with beautiful white sand and some of the most amazing sunsets you'll ever see. The staff was welcoming and attentive throughout our stay, and the resort amenities made it easy to relax and enjoy every moment. Whether lounging by the pool, walking the beach, or enjoying a cocktail while watching the sunset, the experience felt luxurious and memorable. I..."Reviewed June 2, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • 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
"It was a beautiful location"
Reviewed on Jun 4, 2026
Courtyard by Marriott Clearwater Beach
"Great location , beautiful view of the bay and the ocean ! Loved it"
Reviewed on Jun 3, 2026
Sandpearl Resort
"It was such an amazing stay The hotel , the staff the amenities were great best place to stay in Clearwater Beach Clean room ,, rich toiletries . Everything was great"
Reviewed on Jun 3, 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.
Summertree Golf Course
Enjoy a round of golf in New Port Richey at Summertree Golf Course. Stroll along the waterfront in this family-friendly area, or check out its top-notch restaurants.
Things to do
2 Hours Kayak Eco Tour in Tarpon Springs
Tarpon Springs Ghost Tour — Haunted History & True Crime
