Madison Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
94 West Wharf Road Madison CT
3.95 km from city center
Book a stay at this beach hotel in Madison. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the helpful staff and the property condition ...
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
29.58 km from city center
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
26.78 km from city center
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd West Haven CT
33.5 km from city center
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
43.66 km from city center
Stay at this motel in Wethersfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
29.42 km from city center
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful ...
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
14.09 km from city center
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
11.68 km from city center
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
400 Sargent Dr New Haven CT
28.8 km from city center
Book a stay at this business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
30.41 km from city center
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
26.82 km from city center
Stay at this cottage in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
27.89 km from city center
Book a stay at this boutique hotel in Greenport. Enjoy free parking, free bicycles on site, and daily housekeeping. Popular attractions Greenport Harbor Brewing ...
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

2.5 out of 5
2260 Whitney Ave Hamden CT
28.91 km from city center
Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular ...
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
17.75 km from city center
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
44.71 km from city center
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Don't see what you're looking for?
See all available properties in Madison
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Avelo Airlines
Thu, Sep 17 - Sun, Sep 20
MYR
Myrtle Beach Intl.
HVN
Tweed - New Haven Regional
$110 Roundtrip, found 3 days ago
$110
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Thu, Sep 17 from Myrtle Beach Intl. to Tweed - New Haven Regional, returning Sun, Sep 20, priced at $110 found 3 days ago
Avelo Airlines
Thu, Sep 17 - Sat, Sep 19
MYR
Myrtle Beach Intl.
HVN
Tweed - New Haven Regional
$138 Roundtrip, found 3 days ago
$138
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Thu, Sep 17 from Myrtle Beach Intl. to Tweed - New Haven Regional, returning Sat, Sep 19, priced at $138 found 3 days ago
Avelo Airlines
Fri, Sep 18 - Mon, Sep 21
MYR
Myrtle Beach Intl.
HVN
Tweed - New Haven Regional
$148 Roundtrip, found 3 days ago
$148
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Fri, Sep 18 from Myrtle Beach Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $148 found 3 days ago
Breeze Airways
Thu, Sep 17 - Mon, Sep 21
MYR
Myrtle Beach Intl.
HVN
Tweed - New Haven Regional
$539 Roundtrip, found 3 days ago
$539
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 17 from Myrtle Beach Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $539 found 3 days ago