Deals on vacations and trips to Madison

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Top Madison hotels deals

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
$204 nightly
The price is $226 total per night
$226 total
Sep 27 - Sep 28
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
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
$89 nightly
The price is $98 total per night
$98 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
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
$261 nightly
The price is $296 total per night
$296 total
Sep 23 - Sep 24
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
$445 nightly
The price is $489 total per night
$489 total
Sep 7 - Sep 8
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 8 - Sep 9
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
The Tidewater Inn

The Tidewater Inn

3 out of 5
101 E Dover St Easton MD
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $181 total per night
$181 total
Aug 31 - Sep 1
Total with taxes and fees
This traditional hotel features a full-service spa and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Spa
Parking 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.
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Frequently asked questions

How much are vacation packages to Madison?
Adventure awaits in Madison, with Travelocity vacation packages from as low as . 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.