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Madison Vacation Packages

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Madison Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,472, price is now $881 per person
$881
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Moody Beach are located nearby.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $1,912, price is now $1,175 per person
$1,175
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Save 100% on your flight
Price was $1,699, price is now $1,171 per person
$1,171
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
Save 100% on your flight
Price was $1,362, price is now $943 per person
$943
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.
Waldo Emerson Inn

Waldo Emerson Inn

3 out of 5
Save 100% on your flight
Price was $1,560, price is now $1,169 per person
$1,169
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Kennebunk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Save 100% on your flight
Price was $1,683, price is now $1,267 per person
$1,267
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
Save 100% on your flight
Price was $1,368, price is now $1,033 per person
$1,033
per person
Jul 21 - Jul 24
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Thompson's Point and Neal S. Dow House are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Save 100% on your flight
Price was $2,676, price is now $2,027 per person
$2,027
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions State Theatre and Thompson's Point are located nearby.

Madison Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
1802 House Bed and Breakfast

1802 House Bed and Breakfast

3.5 out of 5
Save 100% on your flight
Price was $869, price is now $666 per person
$666
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $1,398, price is now $992 per person
$992
per person
Aug 21 - Aug 24
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,590, price is now $1,131 per person
$1,131
per person
Aug 21 - Aug 24
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Save 100% on your flight
Price was $1,368, price is now $1,033 per person
$1,033
per person
Jul 21 - Jul 24
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)

Madison Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,472, price is now $881 per person
$881
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $1,912, price is now $1,175 per person
$1,175
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,699, price is now $1,171 per person
$1,171
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,362, price is now $943 per person
$943
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$188 Roundtrip, found 6 days ago
$188
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $188 found 6 days ago
JetBlue Airways
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $193 found 1 day ago
American Airlines
Wed, Aug 19 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, just found
$217
Roundtrip
just found
Select American Airlines flight, departing Wed, Aug 19 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $217 just found
Bargain Flight
Tue, Nov 10 - Tue, Nov 17
ATL
Hartsfield-Jackson Atlanta Intl.
MHT
Manchester-Boston Regional
$237 Roundtrip, found 1 hour ago
$237
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Tue, Nov 10 from Hartsfield-Jackson Atlanta Intl. to Manchester-Boston Regional, returning Tue, Nov 17, priced at $237 found 1 hour ago