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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.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Save 100% on your flight
Price was $838, price is now $644 per person
$644
per person
Jul 21 - Jul 24
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
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 19 hours 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.
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 11 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.
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,448, price is now $1,105 per person
$1,105
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Book a stay at this luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
USA Inn

USA Inn

2.5 out of 5
Price was $972, price is now $747 per person
$747
per person
Aug 8 - Aug 15
found 11 hours ago
Roundtrip flight included
New York (LGA) to Portland (PWM)
Stay at this motel in Wells. Enjoy free WiFi, free parking, and a beach shuttle (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wells Beach and Moody Beach are located nearby.
Old Orchard Beach Motel

Old Orchard Beach Motel

2 out of 5
Price was $1,799, price is now $1,387 per person
$1,387
per person
Aug 8 - Aug 15
found 11 hours ago
Roundtrip flight included
New York (LGA) to Portland (PWM)
Stay at this motel in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Old Orchard Beach and Palace Playland are located nearby.
Ocean Gate Inn

Ocean Gate Inn

3 out of 5
Save 100% on your flight
Price was $1,583, price is now $1,228 per person
$1,228
per person
Jul 17 - Jul 24
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this hotel in Southport. Enjoy free breakfast, an outdoor pool, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular attractions Juniper Point and Maine State Aquarium are located nearby.

Madison Vacation Packages 3-4 Night Stays

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

Dormir

3 out of 5
Price was $747, price is now $553 per person
$553
per person
Jul 31 - Aug 3
found 12 hours ago
Roundtrip flight included
New York (NYC) 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 7 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 7 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 11 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 19 hours 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
JetBlue Airways
Tue, Aug 4 - Wed, Aug 12
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$203 Roundtrip, found 6 days ago
$203
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Aug 4 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Aug 12, priced at $203 found 6 days ago
Breeze Airways
Wed, Aug 19 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 2 hours ago
$221
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Aug 19 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $221 found 2 hours ago