Search Deals onWestbrook Vacation Packages
Westbrook Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland
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.
there was no complimentary breakfast the bathroom did not have any safety bars in case of falls plus it was so small the staff was very friendly and professional the hotel was clean
Reviewed on Aug 2, 2026
Evalina Hotel
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)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Cross Insurance Arena and Casco Bay Lines Ferry Terminal are located nearby.
The accommodations were perfect for a family of 4. The 2 bedroom/2 bath was very spacious, very well laid out and in an excellent location. We really enjoyed our stay!
Reviewed on Jul 28, 2026
Blind Tiger Portland - Danforth Street.
Save 100% on your flight
Price was $2,759, price is now $1,882 per person
$1,882
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 State Theatre and Cross Insurance Arena are located nearby.
This hotel is amazing. The rooms, beds, and all the details are so incredible. I wish I could have stayed longer. Check in was a breeze as well. You can tell they take a lot of care and thought into the property. I will definitely be back
Reviewed on Jul 25, 2026
The Meadowmere Resort
Save 100% on your flight
Price was $1,652, price is now $1,176 per person
$1,176
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.
Chebeague Island Inn
Price was $1,281, price is now $916 per person
$916
per person
Sep 27 - Oct 1
found 2 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John Island Preserve and Winslow Memorial Park are located nearby.
Ogunquit River Inn & Suites
Price was $1,165, price is now $838 per person
$838
per person
Oct 19 - Oct 24
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 Francis
Price was $1,106, price is now $853 per person
$853
per person
Oct 25 - Oct 29
found 22 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
The Docent's Collection at 121 Middle Street
Save 100% on your flight
Price was $2,424, price is now $1,881 per person
$1,881
per person
Oct 2 - Oct 8
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 Casco Bay Lines Ferry Terminal and Cross Insurance Arena are located nearby.
Would stay again for sure.
Reviewed on Jul 31, 2026
Westbrook Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Westbrook 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.
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
Tue, Aug 25 - Wed, Sep 9
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$219 Roundtrip, found 8 hours ago
$219
Roundtrip
found 8 hours ago
Sat, Aug 29 - Fri, Sep 4
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$224 Roundtrip, found 13 hours ago
$224
Roundtrip
found 13 hours ago
Tue, Aug 25 - Wed, Aug 26
CLT
Charlotte-Douglas Intl.
PWM
Portland Intl. Jetport
$258 Roundtrip, found 9 hours ago
$258
Roundtrip
found 9 hours ago
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