Search Deals onPortland Vacation Packages
Portland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Meadowmere Resort
Price was $804, price is now $650 per person
$650
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip 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 Marginal Way are located nearby.
The sheets were never been changed. It’s smells urine.
Reviewed on Aug 31, 2026
Blind Tiger Portland - Danforth Street.
Save 100% on your flight
Price was $3,205, price is now $2,358 per person
$2,358
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.
Enjoyable
Reviewed on Aug 28, 2026
Evalina Hotel
Price was $1,032, price is now $794 per person
$794
per person
Nov 21 - Nov 24
found 1 day 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 Thompson's Point and Portland Head Light are located nearby.
The Weldon Hotel
Price was $900, price is now $698 per person
$698
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Portland Head Light are located nearby.
The room was very clean and nice. The only thing that was not so great was the loud motor going on and off for some of the night. Otherwise it was great!
Reviewed on Aug 26, 2026
AWOL Kennebunkport
Save 100% on your flight
Price was $1,802, price is now $1,417 per person
$1,417
per person
Oct 18 - Oct 23
found 13 hours ago
Roundtrip flight included
Tampa (TPA) to Portland (PWM)
Stay at this hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
large rooms, helpful staff
Reviewed on Aug 31, 2026
Kennebunkport Captains Collection
Save 100% on your flight
Price was $1,734, price is now $1,380 per person
$1,380
per person
Oct 13 - Oct 17
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
White Barn Inn & Spa, Auberge Collection
Save 100% on your flight
Price was $6,409, price is now $5,170 per person
$5,170
per person
Oct 5 - Oct 9
found 18 hours ago
Roundtrip non-stop flight included
Memphis (MEM) to Portland (PWM)
Book a stay at this luxury hotel in Kennebunk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Dock Square and Wells Beach are located nearby.
An amazing experience.
Wonderful place, wonderful accommodation (we had the loft suite). Staff was great and smiling.
Reviewed on Aug 10, 2026
The Docent's Collection at 121 Middle Street
Price was $1,694, price is now $1,376 per person
$1,376
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions State Theatre and Thompson's Point are located nearby.
We had two amazing stays at Docent 178 and Docent 121. Beautiful apartments situated in the heart of Old Port, Portland. You are in walking distance to some of the best food found in Maine. The staff were also incredibly helpful and one text message away. Maine in the summer is expensive, but if you are going to spend on hotels anyway, might as well do it with Docent!
Reviewed on Aug 31, 2026
Portland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Portland Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$196 Roundtrip, found 8 hours ago
$196
Roundtrip
found 8 hours ago
Sun, Sep 6 - Fri, Sep 11
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$226 Roundtrip, found 1 day ago
$226
Roundtrip
found 1 day ago
Wed, Oct 7 - Wed, Oct 14
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$233 Roundtrip, found 7 hours ago
$233
Roundtrip
found 7 hours ago
Mon, Sep 21 - Wed, Sep 23
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$241 Roundtrip, found 22 hours ago
$241
Roundtrip
found 22 hours ago
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