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Portland Vacation Packages

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Portland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Price was $996, price is now $782 per person
$782
per person
Sep 19 - Sep 25
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, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Everything in room didn’t work

Reviewed on Aug 1, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,326, price is now $806 per person
$806
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip 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.
.

Reviewed on Aug 2, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $1,452, price is now $947 per person
$947
per person
Oct 2 - Oct 8
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.

AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
Save 100% on your flight
Price was $2,498, price is now $1,918 per person
$1,918
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.
Wonderful historic property updated with in-house suites & cabin-style lodgings. Adequate parking. Room was comfortable, new bathrooms & nice breakfast area. The breakfast itself was TDF!! The neighborhood is authentic. Walkable to downtown. Highly recommend.

Reviewed on Jul 20, 2026

Cape Arundel Inn and Resort

Cape Arundel Inn and Resort

3 out of 5
Save 100% on your flight
Price was $4,733, price is now $3,644 per person
$3,644
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this guesthouse in Kennebunkport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Dock Square and Wells Beach are located nearby.

The Francis

The Francis

3.5 out of 5
Price was $1,106, price is now $853 per person
$853
per person
Oct 25 - Oct 29
found 10 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions State Theatre and Cross Insurance Arena are located nearby.
The staff were super nice and welcomed us on arrival. Parking was plentiful and next to the building. The room was clean and big for our family. Breakfast was good just wished it was earlier than 9am. Overall very happy with our stay and highly recommend it!

Reviewed on Jul 25, 2026

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Save 100% on your flight
Price was $3,113, price is now $2,431 per person
$2,431
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.
Great location! Easy walk to shops and short bike to Walkers Point. Staff super helpful!

Reviewed on Jul 31, 2026

Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,430, price is now $1,123 per person
$1,123
per person
Oct 25 - Oct 29
found 10 hours ago
Roundtrip non-stop 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 a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Higgins Beach and Portland Head Light are located nearby.

Portland Vacation Packages 3-4 Night Stays

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

The Francis

3.5 out of 5
Parkside
Price was $1,106, price is now $853 per person
$853
per person
Oct 25 - Oct 29
found 10 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $1,946, price is now $1,355 per person
$1,355
per person
Oct 22 - Oct 25
found 16 hours ago
Roundtrip non-stop 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 $1,951, price is now $1,385 per person
$1,385
per person
Oct 22 - Oct 25
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,430, price is now $1,123 per person
$1,123
per person
Oct 25 - Oct 29
found 10 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)

Portland 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
Moody
Save 100% on your flight
Price was $1,326, price is now $806 per person
$806
per person
Oct 2 - Oct 8
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 $3,920, price is now $2,442 per person
$2,442
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Dormir

Dormir

3 out of 5
Save 100% on your flight
Price was $1,305, price is now $829 per person
$829
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip 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 $1,452, price is now $947 per person
$947
per person
Oct 2 - Oct 8
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
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 22 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $200 found 1 day ago
Breeze Airways
Tue, Aug 25 - Wed, Sep 9
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$219 Roundtrip, found 5 hours ago
$219
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Tue, Aug 25 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Sep 9, priced at $219 found 5 hours ago
Bargain Flight
Sat, Aug 29 - Fri, Sep 4
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$224 Roundtrip, found 1 hour ago
$224
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Sat, Aug 29 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Fri, Sep 4, priced at $224 found 1 hour ago
Bargain Flight
Tue, Aug 25 - Wed, Aug 26
CLT
Charlotte-Douglas Intl.
PWM
Portland Intl. Jetport
$258 Roundtrip, found 1 hour ago
$258
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Tue, Aug 25 from Charlotte-Douglas Intl. to Portland Intl. Jetport, returning Wed, Aug 26, priced at $258 found 1 hour ago