Westbrook Vacation Packages 2026 from $812

Westbrook flight + hotel vacation packages

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

Saco Bay Hotel

$812

per person

Jul 29 - Aug 2

found 4 hours ago

Roundtrip flight included

Dallas (DFW) to Portland (PWM)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Ogunquit River Inn & Suites

Save 100% on your flight

$1,045

per person

Jul 29 - Aug 2

found 4 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Cliff House Maine

Bald Head

Save 100% on your flight

$1,543

per person

Jul 27 - Jul 30

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.

The Docent's Collection at 121 Middle Street

Downtown Portland

Save 100% on your flight

$1,572

per person

Jul 16 - Jul 19

found 21 hours ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is also provided.

Newagen Seaside Inn

$867

per person

Jul 27 - Jul 30

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

This hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. There's fun for all ages with a bowling alley and a playground, and families will appreciate the picnic area. Enjoy the gym and perks like free self parking and free WiFi.

Top Westbrook hotels deals

Portland Harbor Hotel

468 Fore Street Portland ME

$241 nightly

$266 total

May 25 - May 26

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.

Portland Regency Hotel & Spa

20 Milk Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$182 total

May 27 - May 28

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.

Cambria Hotel Portland Downtown-Old Port

25 HANCOCK STREET Portland ME

$177 nightly

$196 total

May 26 - May 27

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.

HomeAwhile

205 Southborough Drive Scarborough ME

$125 nightly

$136 total

May 31 - Jun 1

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Holiday Inn Portland-By the Bay by IHG

88 Spring St Portland ME

Free Cancellation

$135 nightly

$149 total

May 17 - May 18

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like a free area shuttle.

Inn at St John Portland In-Town

939 Congress St Portland ME

$139 nightly

$152 total

May 18 - May 19

Total with taxes and fees

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A lobby fireplace, a computer station, and luggage storage are also on offer.

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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 $812. 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.