Welcome to The Cutty Sark, your cozy 2-star motel nestled in the charming town of Dennis Port, Massachusetts! Just a hop, skip, and a jump away from the city center (a breezy 0.2mi), this delightful gem offers a perfect blend of comfort and convenience for your getaway. With prices starting at just $99 a night, you can experience the best of coastal New England without breaking the bank!

Dive into relaxation at our refreshing outdoor swimming pool or soak up the sun with your loved ones. Our spacious, air-conditioned rooms are designed with your comfort in mind, featuring non-smoking spaces and free toiletries to enhance your stay. You’ll also love our complimentary Wi-Fi that keeps you connected, along with free private parking to make your adventures around town even easier. With a total of 48 enthusiastic reviews, fellow travelers have praised the welcoming atmosphere and attentive service that The Cutty Sark provides!

Situated just a stone’s throw from beautiful beaches and local attractions, The Cutty Sark is the perfect base for your exploration of all that Dennis Port has to offer. Whether you’re seeking thrilling outdoor activities or simply want to unwind by the shore, our friendly motel ensures you’ll feel right at home. Come and discover your new favorite retreat on Old Wharf Road!

At The Cutty Sark, your adventure doesn’t end outside your door! Imagine starting each day with a splash in our inviting outdoor pool, where you can lounge and soak up the sun to feel rejuvenated for your upcoming escapades. Whether you’re traveling with family or friends, our pool area is the ideal spot to create cherished memories while enjoying the refreshing breeze. Don’t forget your favorite book or a fun floatie to enhance your poolside experience!

Feeling hungry after a day filled with strolls down the beautiful beaches or wandering the local shops? You're in luck! While The Cutty Sark doesn't have an on-site restaurant, we’re conveniently located near a plethora of dining options. Treat your taste buds to a delightful seafood dinner at a nearby beachside eatery or grab a quick bite at one of the charming cafes that embody the local flavor. Embrace the culinary treasures that Dennis Port has to offer, and make it a part of your unforgettable stay!

Don’t just take our word for it – with a collection of warm testimonials from fellow vacationers, The Cutty Sark has crafted a reputation as a beloved stopover for travelers like you! From the attentive service to our delightful atmosphere, it’s clear that comfort and care are at the heart of everything we do. So come out of your shell and join the ranks of happy wanderers who have discovered the charm of The Cutty Sark – your ticket to exploration, relaxation, and a bit of seaside magic!