Woodlands Vacations from $261

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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.

The Latest Woodlands Vacation Packages

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

GALAXY HOTEL

3.5 out of 5
Downtown St. Petersburg
Save 100% on your flight
Price was $413, price is now $261 per person
$261
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (362 reviews)
Very clean and well kept. Parking a bit of an issue

Reviewed on Sep 2, 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $949, price is now $502 per person
$502
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,006 reviews)
This property is very convenient to all shopping and beaches.

Reviewed on Sep 2, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,576, price is now $863 per person
$863
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (609 reviews)
Very nice place and very clean! Great price, will be back!

Reviewed on Sep 1, 2025

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,376, price is now $807 per person
$807
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,061 reviews)
Staff was excellent. Comfortable room with great views. Good Breakfast with plenty of options. The only bad thing is that they make you wait every day to assigned you a table at the restaurant even when there are empty tables!

Reviewed on Sep 2, 2025

Clearwater Suites

Clearwater Suites

2.5 out of 5
Save 100% on your flight
Price was $543, price is now $342 per person
$342
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (19 reviews)
Estuvimos dos noches en el hotel y nos gustó mucho, todo muy limpio lo mismo dentro de la habitación que en la piscina, la atención excelente, la playa super serca del hotel es solo cruzar la calle, está ubicado céntrico, una experiencia satisfactoria la esatacia, lo volvería a repetir!!!

Reviewed on Aug 31, 2025

Where to stay in Woodlands

Find the best Woodlands areas and neighborhoods for the activities you enjoy most. Learn more about Woodlands
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Trinity

The restaurants and lake views are a few reasons travelers visit Trinity. Want to see more of the surrounding area? Lake Tarpon and Tarpon Springs Performing Arts Center are a few top sights nearby.

Find hotels in Trinity

Woodlands Hotel Deals

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
$221 nightly
The price is $250 total per night from Sep 9 to Sep 10
$250 total
Sep 9 - Sep 10
Total with taxes and fees
Hilton Clearwater Beach Resort & Spa
Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

3 out of 5
455 East Shore Drive, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $175 total per night from Sep 7 to Sep 8
$175 total
Sep 7 - Sep 8
Total with taxes and fees
Courtyard by Marriott Clearwater Beach
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
3990 Tampa Rd, Oldsmar, FL
Fully refundable
$108 nightly
The price is $122 total per night from Sep 7 to Sep 8
$122 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (990 reviews)
"Wonderful"

Reviewed on Aug 31, 2025

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
See all 3,360 properties in Woodlands
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Woodlands

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.

Green Key Beach

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.

Robert K Rees Memorial Park

Jay B. Starkey Wilderness Park

Explore the lovely green spaces of Jay B. Starkey Wilderness Park and enjoy the golf courses in New Port Richey. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.

Jay B. Starkey Wilderness Park

Things to do

Audio Guide to New Port Richey's History and Quirky People

Audio Guide to New Port Richey's History and Quirky People

$7
per adult
Audio Guide to New Port Richey's History and Quirky People
Tarpon Springs Train Depot at Night

Tarpon Springs: Ghost and Haunted History Tour

$40
per adult
Tarpon Springs: Ghost and Haunted History Tour
Goodacre's "Naiads" at the Sponge Docks

I Came, I Saw... I GREEKED!

$165
per adult
I Came, I Saw... I GREEKED!
See all activities in New Port Richey
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.