Westbrook Vacation Packages 2026 from $763

Westbrook flight + hotel vacation packages

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

The Meadowmere Resort

$763

per person

Jul 27 - Jul 29

found 23 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

2 hot tubs, an indoor pool, and a gym are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. There's a restaurant and a bar/lounge for dining and drinks, and also a sauna on site.

Inn at Diamond Cove

Save 100% on your flight

$1,195

per person

Jul 30 - Aug 4

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Make the most of the gym and outdoor tennis court, and relax with drinks at one of the 3 bars/lounges.

Blind Tiger Portland - Danforth Street.

West End

Save 100% on your flight

$1,539

per person

Sep 3 - Sep 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

This bed & breakfast features free WiFi in public areas, concierge services, and self parking. Enjoy the free self-serve breakfast each morning. Luggage storage is also provided.

Ogunquit River Inn & Suites

Moody

$979

per person

Aug 10 - Aug 13

found 24 hours ago

Roundtrip non-stop flight included

Cedar Rapids (CID) to Portland (PWM)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a seasonal outdoor pool on site, and a terrace and a garden are also provided.

Inn By The Sea

$1,247

per person

Sep 14 - Sep 17

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Portland (PWM)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.

Top Westbrook hotels deals

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

340 Park Ave Portland ME

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$176 total

Jun 28 - Jun 29

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the free on-the-go breakfast each morning.

Pool

Breakfast included

Portland Harbor Hotel

468 Fore Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$349 nightly

$386 total

Jul 5 - Jul 6

Total with taxes and fees

This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.

Pet friendly

Free WiFi

Cambria Hotel Portland Downtown-Old Port

25 HANCOCK STREET Portland ME

Free Cancellation

$261 nightly

$289 total

Jul 5 - Jul 6

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A safe deposit box is provided and the front desk is staffed around-the-clock.

Pet friendly

Free WiFi

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

Free Cancellation

$99 nightly

$108 total

Jul 7 - Jul 8

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy the indoor pool and free perks like continental breakfast and free self parking.

Pool

Breakfast included

Portland Regency Hotel & Spa

20 Milk Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$230 nightly

$255 total

Jun 28 - Jun 29

Total with taxes and fees

A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.

Hot Tub

Spa

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME

Free Cancellation

$125 nightly

$136 total

Jun 28 - Jun 29

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Traveling on business? Take advantage of the express check-out, laundry service, and free train station pick-up. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Free airport shuttle

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Happy Wheels Skate Center

Enjoy an outing to Happy Wheels Skate Center during your stay in Westbrook. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Westbrook Performing Arts Center

Enjoy an outing to Westbrook Performing Arts Center during your stay in Westbrook. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

MAGAN Trailhead

You can take time to visit MAGAN Trailhead during your travels to Westbrook. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Frequently asked questions

How much are vacation packages to Westbrook?

Vacation packages, which provide both flights and hotels in Westbrook, are priced from as little as $763. Make your travel dreams a reality and book your trip with Travelocity today.

How long should my Westbrook vacation be?

Your Westbrook trip can be as long or as short as you like, but many travelers stay roughly 2 nights. Like to venture off the beaten path and uncover some hidden treasures? Lock in a couple more nights and experience a different side of this place.

Where can I get the best vacation package deals for Westbrook?

Find your dream escape at Travelocity. With access to 400 airline partners and 1,000,000 properties across the globe, finding the perfect Westbrook package deal couldn't be simpler.

Why should I purchase my Westbrook vacation bundle via Travelocity?

Whether you're on the hunt for the ultimate unplugged escape or after the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, money and hassle. No need to sift through hundreds of different websites for the best deal — our Price Match Guarantee ensures you'll always get the lowest possible price, and our team of customer service experts are available for you round-the-clock.

Can I save on my Westbrook car rental if I bundle it with hotels and flights?

Combining your hotel, car and flight into a Westbrook vacation package is an easy way to score better prices. Plus, having your own rental car gives you the freedom to find your way to all those famous sights you're eager to check out. Located 100 mi from Westbrook, Fenway Park is one attraction that should be on your agenda. Put together a driving playlist and make a day trip of it.

Which airport is best for Westbrook?

One option is Portland Intl. Jetport Airport (PWM). From here, you'll have to travel northwest for around 4 mi to reach inner Westbrook. Another convenient choice is Augusta State Airport (AUG), 55 mi away from central Westbrook.

What is there to do in Westbrook?

MAGAN Trailhead is just one of the memorable sights that make Westbrook such a tourist hot spot. But give yourself enough time to discover its lesser-known attractions too. This is sometimes where the best memories are created.

Where should I stay when visiting Westbrook?

Many visitors check in to the Sunny spot minutes from Portland. It's sure to be a great base for your Westbrook vacation.