Westbrook Vacation Packages 2025/2026 from $250

Westbrook flight + hotel vacation packages

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

InnSeason Resorts The Falls at Ogunquit

Save 100% on your flight

$250

per person

Nov 13 - Nov 16

found 12 hours ago

Roundtrip flight included

Detroit (DTW) to Portland (PWM)

This motel features an indoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities and barbecue grills are also provided.

Cliff House Maine

Save 100% on your flight

$524

per person

Nov 13 - Nov 16

found 12 hours ago

Roundtrip flight included

Detroit (DTW) 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 Weldon Hotel

Downtown Portland

$639

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Portland (PWM)

A 24-hour gym, self parking, and a virtual front desk are featured at this aparthotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Free WiFi in public areas is also provided.

Kennebunkport Captains Collection

$1,003

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Portland (PWM)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A garden, luggage storage, and concierge services are also on offer.

The McKernan Inn

$551

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Portland (PWM)

This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.

Top Westbrook hotels deals

Super 8 by Wyndham Portland ME

208 Larrabee Rd, Westbrook, ME

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$86 total

Oct 28 - Oct 29

Total with taxes and fees

This motel features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free continental breakfast each morning. Luggage storage is provided and the front desk is staffed around-the-clock.

Breakfast included

Pet friendly

Clarion Hotel Portland

1230 Congress St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$168 total

Oct 19 - Oct 20

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and perks like free self parking and a free cruise terminal shuttle.

Pool

Hot Tub

Germaine Inn South Portland

675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME

Free Cancellation

$85 nightly

$93 total

Oct 26 - Oct 27

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

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

340 Park Ave, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$154 total

Oct 26 - Oct 27

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and a free airport shuttle. Business travelers can take advantage of the business center. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Canopy by Hilton Portland Waterfront

9 Center Street, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$229 nightly

$253 total

Oct 27 - Oct 28

Total with taxes and fees

This hotel features 2 restaurants and a 24-hour gym. WiFi in public areas is free. Valet parking, a lobby fireplace, and a communal living room are also offered.

Pet friendly

Free WiFi

Portland Harbor Hotel

468 Fore Street, Portland, ME

$248 nightly

$274 total

Oct 26 - Oct 27

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

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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.

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 $250. 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.