East Madison Vacations from $364

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest East Madison Vacation Packages

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

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was $713, price is now $364 per person
$364
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
No reviews
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $2,383, price is now $1,387 per person
$1,387
per person
Feb 21 - Feb 28
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
This place was a great surprise ! So friendly so helpful ! Great location and rooms super clean . Tons of amenities too! Will definitely stay again

Reviewed on Dec 8, 2025

Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $634, price is now $370 per person
$370
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
room was very good clean and comfortable

Reviewed on Dec 7, 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,506, price is now $881 per person
$881
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
AC was really good. Good size TV, in good position to watch from the sofa or bed. Staff very helpful. Plenty of free parking. Great location for Ringling Museum and other attractions, and nice walking areas without driving. Breakfast was very good and well worth getting included. It is a coupon for $35 per too, which was more than enough if two.

Reviewed on Nov 21, 2025

Where to stay in East Madison

Find the best East Madison areas and neighborhoods for the activities you enjoy most. Learn more about East Madison
Default Image

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

East Madison Hotel Deals

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 Dec 21 to Dec 22
$122 total
Dec 21 - Dec 22
Total with taxes and fees
9.4/10 Exceptional! (1,004 reviews)
Spacious and very clean room. Ridiculously comfy king bed, and heavenly pillows! Breakfast was fair. There were a lot of choices, but things didn’t get replenished. Customer service was excellent. We would stay there again!

Reviewed on Dec 7, 2025

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
HomeTowne Studios by Red Roof Tampa - Airport

HomeTowne Studios by Red Roof Tampa - Airport

2 out of 5
6121 West Sitka Street Tampa FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $81 total per night from Dec 17 to Dec 18
$81 total
Dec 17 - Dec 18
Total with taxes and fees
8.4/10 Very Good! (713 reviews)
Its was spotless no worries about the room.

Reviewed on Dec 6, 2025

HomeTowne Studios by Red Roof Tampa - Airport
Comfort Suites Tampa Airport North

Comfort Suites Tampa Airport North

2.5 out of 5
5421 West Waters Ave. Tampa FL
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $108 total per night from Dec 21 to Dec 22
$108 total
Dec 21 - Dec 22
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Clean room good parking nice hot tub

Reviewed on Dec 8, 2025

Comfort Suites Tampa Airport North
See all 3,183 properties in East Madison
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 East Madison

Green Key Beach

4/5(10 reviews)

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

Jay B. Starkey Wilderness Park

2.5/5(2 reviews)

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

Rasmussen College New Port Richey - West Pasco Campus

Enjoy the collegiate vibe at Rasmussen College New Port Richey - West Pasco Campus during your stay in New Port Richey. Amble around this family-friendly area's waterfront, or seek out the golf courses.

Rasmussen College New Port Richey - West Pasco Campus

Things to do

2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

$54
per adult
2 Hours Kayak Eco Tour in Tarpon Springs
Spring Bayou

Tarpon Springs Ghost & History Tour by Silent Slayer Ghost Tours

$40
per adult
Tarpon Springs Ghost & History Tour by Silent Slayer Ghost Tours
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
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.