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Madison flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3 out of 5
Price was $359, price is now $296 per person
$296
per person
Sep 24 - Sep 27
found 15 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Salisbury (SBY)
A golf course and a 24-hour gym are featured at this smoke-free lodge. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A picnic area, laundry facilities, and barbecue grills are also on offer.
Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Price was $1,565, price is now $1,225 per person
$1,225
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
This aparthotel features a seasonal outdoor pool and a rooftop terrace. Guests will appreciate free perks like free self parking and WiFi in public areas. Dry cleaning and laundry facilities are also provided.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,708, price is now $1,366 per person
$1,366
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Luggage storage is also provided.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,477, price is now $1,195 per person
$1,195
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Americana Princess Suites and Condos

Americana Princess Suites and Condos

2.5 out of 5
Downtown Ocean City
Price was $1,412, price is now $1,157 per person
$1,157
per person
Sep 22 - Sep 25
found 4 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.

Top Madison hotels deals

St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $100 total per night
$100 total
Aug 31 - Sep 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the conference center and conference space on site. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.
Pool
Breakfast included
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Free Cancellation
Reserve now, pay when you stay
$237 nightly
The price is $264 total per night
$264 total
Aug 18 - Aug 19
Total with taxes and fees
A marina, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Make the most of the 24-hour gym and seasonal outdoor pool, and relax with drinks at one of the 2 bars/lounges.
Pool
Spa
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Free Cancellation
Reserve now, pay when you stay
$272 nightly
The price is $309 total per night
$309 total
Aug 26 - Aug 27
Total with taxes and fees
This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's pool. Enjoy the 2 outdoor pools and perks like free self parking and free WiFi.
On private beach
Pool
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
$666 nightly
The price is $733 total per night
$733 total
Sep 3 - Sep 4
Total with taxes and fees
This luxury hotel features a golf course, a full-service spa, and a marina. Families will appreciate complimentary bicycles, kid-friendly dining, and in-room childcare. Enjoy the 3 outdoor tennis courts and perks like free valet parking and free WiFi.
Pool
Hot Tub
avid hotel California - Lexington Park by IHG

avid hotel California - Lexington Park by IHG

3 out of 5
23274 Three Notch Road California MD
Free Cancellation
$93 nightly
The price is $103 total per night
$103 total
Sep 3 - Sep 4
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
Breakfast included
Pet friendly
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5
2917 Ocean Gateway Cambridge MD
Free Cancellation
Reserve now, pay when you stay
$73 nightly
The price is $81 total per night
$81 total
Aug 27 - Aug 28
Total with taxes and fees
The hotel doesn't skimp on freebies - guests receive free continental breakfast and free self parking. Traveling on business? Take advantage of the 24-hour business center and onsite conference space. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Pool
Breakfast included
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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.

Stay near popular Madison attractions

Harriet Tubman Underground Railroad National Historical Park

9.6/10 (95 reviews)
You can spend time studying the exhibits at Harriet Tubman Underground Railroad National Historical Park in Madison. While you're in the area, stroll along the riverfront.
See properties

Frequently asked questions

How much are vacation packages to Madison?
Adventure awaits in Madison, with Travelocity vacation packages from as low as $296. Including both hotels and flights, these sensational deals make it a breeze to visit all corners of the world.
Where can I get the best vacation package deals for Madison?
Travelocity will be able to help you get an unbeatable Madison package deal. With 400 air carriers and 1,000,000 properties worldwide, there's no doubt you'll be able to put together the perfect itinerary.
Why should I book my Madison vacation package via Travelocity?
We offer 24/7 customer support, high-quality service and a Price Match Guarantee. Life's a great big journey — and we have incredible destinations for you to journey to in all four corners of the globe. Explore with us and make your hip pocket happy.
Will I save money on my Madison car rental if I book it with a hotel or flight?
Combining your car, flight and hotel into a Madison vacation package is an easy way to score the best deal. Plus, having your own set of wheels gives you freedom to make your way to all those famous sights you're hoping to explore. Located 50 mi from Madison, White House is one place that should be on your itinerary. Fill up the tank and make a day trip of it.
Which airport is best for Madison?
For plenty of visitors, a stay in Madison means going through Ronald Reagan Washington National Airport (DCA). This buzzing airport is located 50 mi northwest of the city center. You could also jet into Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (50 mi away from central Madison) or Salisbury - Ocean City Wicomico Regional Airport (SBY) (40 mi away from central Madison).
Where should I stay when visiting Madison?
Many visitors stay at the Farmhouse by the bay! Beach and pier access.. It's sure to be a great base for your Madison escape.

Photos of local treasures

Browse Madison vacation photos for more inspiration

A mural of a boat with people and a quote about praying to God.
A modern building with large glass windows, a metal roof, and a small tree in the foreground.
A sculpture of a woman in a field, a quote on the wall, and a display case with a model.
A statue of a person holding a child, with a quote about family and slavery on the wall behind.