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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.
Stonybrook Motel & Lodge

Stonybrook Motel & Lodge

2 out of 5
Price was $686, price is now $500 per person
$500
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Manchester (MHT)
Book a stay at this business-friendly motel in Franconia. Enjoy free breakfast, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Franconia Notch State Park and Gale River are located nearby.
The best part was outside at the rear side of the water flow,

Reviewed on Sep 9, 2026

The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

3.5 out of 5
Save 100% on your flight
Price was $2,463, price is now $1,721 per person
$1,721
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Cross Insurance Arena and Thompson's Point are located nearby.
Room was beautiful, new, and clean. Staff upon check in was extremely helpful and courteous, Excellent accommodations. Close to many sights, bars, and restaurants. Would stay again in a heartbeat.

Reviewed on Sep 12, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,060, price is now $765 per person
$765
per person
Oct 23 - Oct 26
found 10 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 Marginal Way are located nearby.
Our room

Reviewed on Sep 12, 2026

Mountain View Grand Resort & Spa

Mountain View Grand Resort & Spa

4 out of 5
Price was $749, price is now $542 per person
$542
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Manchester (MHT)
Book a stay at this spa hotel in Whitefield. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Santa's Village and Weathervane Theatre are located nearby.
Very family friendly, Incredible views from the front porch. Maybe not the best resort for a couples getaway.

Reviewed on Sep 11, 2026

Evalina Hotel

Evalina Hotel

2.5 out of 5
Price was $1,391, price is now $1,050 per person
$1,050
per person
Dec 3 - Dec 8
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Cross Insurance Arena and Thompson's Point are located nearby.

Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Price was $1,037, price is now $805 per person
$805
per person
Oct 15 - Oct 20
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this B&B in Fryeburg. Enjoy free WiFi, free parking, and a garden. Popular attractions Fryeburg Public Library and Bradley Memorial Park are located nearby.

Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,650, price is now $1,285 per person
$1,285
per person
Dec 4 - Dec 7
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.

Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,369, price is now $1,067 per person
$1,067
per person
Dec 3 - Dec 8
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Portland Head Light and Crescent Beach State Park are located nearby.
Beautiful location, quiet, but close to beach and shorelines. Lots of thoughtful luxuries provided like beach chairs, buckets, snacks, fruit and a nightly fire with smores.

Reviewed on Sep 11, 2026

Madison Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Stonybrook Motel & Lodge

Stonybrook Motel & Lodge

2 out of 5
Price was $686, price is now $500 per person
$500
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Manchester (MHT)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,060, price is now $765 per person
$765
per person
Oct 23 - Oct 26
found 10 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
Mountain View Grand Resort & Spa

Mountain View Grand Resort & Spa

4 out of 5
Price was $749, price is now $542 per person
$542
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Manchester (MHT)
Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Price was $1,161, price is now $898 per person
$898
per person
Dec 4 - Dec 7
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)

Madison Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Christmas Farm Inn and Spa

Christmas Farm Inn and Spa

3 out of 5
Price was $1,174, price is now $766 per person
$766
per person
Oct 15 - Oct 20
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Manchester (MHT)
The Inn at Thorn Hill & Spa

The Inn at Thorn Hill & Spa

4 out of 5
Save 100% on your flight
Price was $2,547, price is now $1,619 per person
$1,619
per person
Oct 15 - Oct 20
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Manchester (MHT)
The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,463, price is now $1,721 per person
$1,721
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $3,222, price is now $2,384 per person
$2,384
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip 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
Thu, Nov 19 - Sun, Dec 6
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$162 Roundtrip, found 10 hours ago
$162
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, Dec 6, priced at $162 found 10 hours ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$180 Roundtrip, found 6 hours ago
$180
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $180 found 6 hours ago
Breeze Airways
Wed, Oct 28 - Sun, Nov 8
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$191 Roundtrip, found 4 hours ago
$191
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from Orlando Intl. to Manchester-Boston Regional, returning Sun, Nov 8, priced at $191 found 4 hours ago
Breeze Airways
Fri, Nov 13 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$197 Roundtrip, found 4 hours ago
$197
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Fri, Nov 13 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Mon, Nov 16, priced at $197 found 4 hours ago