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Brewster Vacations from $452

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    • Your Brewster Vacation

    With one of our vacation packages to Brewster, you'll find endless opportunities for fun and excitement. There's so much to look forward to, including its rich history and rural countryside. Cape Cod Museum of Art, Cape Cod Museum of Natural History and Skaket Beach are just some of the many sights worth checking out during your trip to Brewster. Check out Expedia's extensive range of travel options and start planning your perfect vacation to Brewster now.

    The Latest Brewster Vacation Packages

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    Where to stay in and around Brewster

    Brewster, a dreamy location in the United States, offers picturesque scenery and outdoor adventures. Explore its charming brewster districts, relax on the beach, and enjoy various venues with multiple porches for a truly rejuvenating vacation experience. Perfect for families and couples alike, Brewster invites you to unwind and soak in the beauty.

    A wooden boardwalk leading to a beach with a sunset in the background.

    A coastal road with a sunset, beach, and houses.

    A pink bridge over a river at dusk with city lights in the background.

    A sunset over a calm river with boats docked, grassy banks, and a wooden pier.

    Photo by Ken VanTassell

    A sunset over a snow-covered beach with dunes and grasses.

    Photo by Elizabeth Sanders

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    Dennis

    Travelers seeking a family-friendly getaway will find Dennis to be the perfect base to explore Cape Cod's charm. This delightful city offers stunning beaches like Mayflower Beach, outdoor activities, and cultural experiences at the Cape Cod Museum of Art, making it ideal for those who cherish scenic beauty and family fun. Located about 6 miles by car from Brewster, Dennis provides easy access to vibrant attractions while still maintaining a relaxed atmosphere, making it a smart choice for your stay.

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    A marina with various boats docked, surrounded by houses and a pier extending into the water.

    A marina with various boats docked, surrounded by residential buildings and lush greenery.

    A marina with several white boats docked at wooden piers.

    A coastal road curving along a grassy embankment with a lighthouse and a house in the distance.

    A coastal landscape with a sandy beach, green vegetation, and ocean waves.

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    Harwich

    Experience the charm of Harwich, an excellent hub for family travelers seeking a blend of beachside relaxation and outdoor adventures. With beautiful spots like Mayflower Beach and the renowned Ocean Edge Golf Club, Harwich invites you to explore its scenic landscapes and engage in fun activities. Located about 4 miles by car from Brewster, it's an ideal base for your Cape Cod vacation. Choosing Harwich for your stay ensures you’re close to nature and vibrant local attractions.

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    An aerial view of a coastal area with a lighthouse, beach, and surrounding greenery.

    A windmill, a lake, and a grassy area with flowers.

    A coastal landscape with a long sandy beach, clear blue waters, and a few vehicles on the shore.

    A lakeside garden with a wooden bench, a stone pathway, and purple flowers.

    Wooden beach chairs and a wooden staircase on a sandy beach with a hilly background.

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    Orleans

    If you are a family traveler, look no further than Orleans, which features stunning beaches, scenic nature trails, and a welcoming atmosphere. Enjoy the sun at Nauset Beach, explore the lush surroundings of Nickerson State Park, or tee off at the Ocean Edge Golf Club. With Orleans being about 5 miles by car from Brewster, it’s an ideal base for your Cape Cod adventure. Choose Orleans for a memorable vacation filled with outdoor fun and relaxation.

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    A beach house with a sandy path leading to it, surrounded by grass and overlooking the ocean.

    A beach with a house, seaweed on the sand, and a cloudy sky.

    A lighthouse with a house nearby, under a starry night sky with visible Milky Way.

    A coastal landscape with a curved shoreline, a pier extending into the water, and a building with a balcony overlooking the beach.

    A coastal road curving along a grassy embankment with a lighthouse and a house in the distance.

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    Dennis Port

    Ideally situated for families and couples alike, Dennis Port provides a gateway to stunning beaches and outdoor adventures. Visitors can enjoy the scenic West Dennis Beach and explore nearby Harwich Port and Hyannis Harbor, perfect for a day of fun or relaxation. With seasonal visitor peaks from June to August, this charming area offers a vibrant atmosphere in the summer months. Located about 7 miles by car from Brewster, Dennis Port is a smart choice for your next getaway.

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    An aerial view of a coastal area with a lighthouse, beach, and surrounding forest.

    A coastal landscape with a lighthouse, beach, and forested hills.

    A sailboat on a beach at sunset.

    A red and white lighthouse with a glass lantern room, surrounded by trees and a small building with a red roof.

    A red and white lighthouse next to a house with a red roof.

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    Eastham

    Travelers seeking a family-friendly destination will find Eastham to be the ideal base for their vacation, featuring stunning beaches like Nauset Beach and the historic Nauset Lighthouse. This charming city offers a perfect blend of outdoor activities and scenic views, including the Ocean Edge Golf Club for golf enthusiasts. Located about 7 miles by car from Brewster, Eastham's inviting atmosphere makes it a smart choice for your getaway.

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    Discover the most popular places to visit in Brewster

    A beach with houses, a rocky shoreline, and a forest in the background.

    Breakwater Beach

    Rating: 8.8/10 (70 reviews)

    Explore Breakwater Beach's dramatic tidal flats, where receding waters reveal a natural aquarium of marine life. Visit at low tide to wander the vast sand expanse and discover treasures in warm, shallow pools.

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    A large, turquoise lake surrounded by dense forests and a sandy beach.

    Nickerson State Park

    Rating: 8.6/10 (47 reviews)

    Explore 1,900 acres of pine forests and kettle ponds at this Cape Cod retreat. Hike wooded trails, swim in clear waters, or connect to the Cape Cod Rail Trail for a quintessential New England outdoor experience.

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    A building with a '60th Anniversary' banner, a sign for 'Wildflower Gardens', and a map sign.

    Cape Cod Museum of Natural History

    Rating: 8.8/10 (110 reviews)

    Explore Cape Cod's natural wonders through interactive exhibits of local marine life and coastal ecology. Stroll the museum's nature trails connecting woodlands to salt marshes for prime bird watching.

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    A beach at sunset with birds on the sand and a cloudy sky.

    Paine's Creek Beach

    Witness Cape Cod Bay transform at Paine's Creek Beach as vast tidal flats emerge during low tide. Explore shallow pools teeming with marine life while enjoying the warm, gentle waters perfect for families.

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    Ocean Edge Golf Club

    Rating: 8.8/10 (75 reviews)

    Cape Cod's only Nicklaus Design course offers dramatic elevation changes and meticulously maintained fairways. Resort guests can enjoy exclusive access to this private club with post-round dining overlooking the course.

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    Sheep Pond

    Rating: 10.0/10 (2 reviews)

    This crystal-clear kettlehole pond offers some of the deepest, cleanest freshwater swimming in Cape Cod. Explore the wooded shoreline, cast for trout, or simply float in the pristine waters far from the ocean crowds.

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    Rail Trail Bike Shop

    Rating: 10.0/10 (3 reviews)

    Situated directly on the Cape Cod Rail Trail, this shop offers premium bikes and kayaks for all skill levels. Explore scenic routes through Nickerson State Park and local waterways with their well-maintained equipment.

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    Seymour Pond

    This serene freshwater pond in Brewster offers crystal-clear waters perfect for kayaking and swimming. Families particularly enjoy the small beach area with its warm, gentle waters ideal for young children.

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    Brewster Hotel Deals

    The Mansion at Ocean Edge

    A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.
    • Address: 2907 Main Street, Brewster, MA, 02631, US
    • Location: 1.8 mi from Brewster
    • Star rating: 4/5
    • Guest rating: 8.2/10 (Very good, 1004 reviews)
    • Price: $243 nightly, $278 total, Nov 22 - Nov 23, Total with taxes and fees

    Candleberry Inn on Cape Cod

    A two-story house with a symmetrical facade, a central entrance, and a flag.
    • Address: 1882 Main St, Brewster, MA, 02631, US
    • Location: < 0.1 mi from Brewster
    • Star rating: 4.5/5
    • Guest rating: 10/10 (Exceptional, 153 reviews)
    • Price: $303 nightly, $347 total, Nov 14 - Nov 15, Total with taxes and fees
    • Review: Loved this place! Room was very nicely done and updated. Breakfast was delicious. The treats were excellent. Our room was on the front of the home so the street was a little loud. I had earplugs and was fine but my husband had a hard time. We will be back!

    The Villages at Ocean Edge

    An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
    • Address: One Villages Drive, Brewster, MA, 02631, US
    • Location: 1.5 mi from Brewster
    • Star rating: 3.5/5
    • Guest rating: 8.4/10 (Very good, 1001 reviews)
    • Price: $124 nightly, $142 total, Nov 18 - Nov 19, Total with taxes and fees
    • Review: Beautiful place to go in the summer with all kinds of amenities like the gym, hot tubs and pools. It was not clear from the listing that the amenities were included and that you needed pay separately. (Sometimes it depends who owns the property and what owners pay for yearly membership fees)

    Charm on Main by Ocean Edge

    A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.
    • Address: 2553 Main Street, Brewster, MA, 02631, US
    • Location: 1.2 mi from Brewster
    • Star rating: 2/5
    • Guest rating: 9.6/10 (Exceptional, 54 reviews)
    • Price: $148 nightly, $169 total, Nov 18 - Nov 19, Total with taxes and fees
    • Review: Everything was prefect from check in to check out. Jillian and staff are top notch! We loved the breakfast daily, beautiful property that is meticulously kept and location in the cape is excellent! We will be back and thank you for a wonderful stay!!!

    Brewster by the Sea Inn

    A swimming pool with a fountain, surrounded by greenery and a gazebo.
    • Address: 716 Main Street, Brewster, MA, 02631, US
    • Location: 2 mi from Brewster
    • Star rating: 4/5
    • Guest rating: 10/10 (Exceptional, 176 reviews)
    • Price: $304 nightly, $348 total, Nov 14 - Nov 15, Total with taxes and fees
    • Review: Angela was amazing and professional. I would highly recommend to anyone staying at Chatham Bars, Wequassett, or Ocean Edge to give this a visit…

    Skaket Beach Motel

    A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.
    • Address: 203 Cranberry Hwy, Orleans, MA, 02563, US
    • Location: 4.5 mi from Brewster
    • Star rating: 2/5
    • Guest rating: 9.2/10 (Wonderful, 509 reviews)
    • Price: $112 nightly, $128 total, Nov 29 - Nov 30, Total with taxes and fees
    • Review: They expanded. Using solar. Very clean. Rooms well appointed. Everything works well. Beds are comfortable. Have stayed in many places like this over the years. This place rates in the top 1%!

    Rodeway Inn Orleans - Cape Cod

    A garden area with a welcome sign, outdoor seating, and a blue umbrella.
    • Address: 48 Cranberry Hwy, Orleans, MA, 02653, US
    • Location: 5.5 mi from Brewster
    • Star rating: 2/5
    • Guest rating: 8.2/10 (Very good, 878 reviews)
    • Price: $105 nightly, $120 total, Dec 13 - Dec 14, Total with taxes and fees
    • Review: It was convenient and clean yet could use updating.

    Wequassett Resort and Golf Club

    A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
    • Address: 2173 Head of the Bay Road, Route 28, Harwich, MA, 02645, US
    • Location: 5.2 mi from Brewster
    • Star rating: 5/5
    • Guest rating: 9.4/10 (Exceptional, 282 reviews)
    • Price: $348 nightly, $398 total, Nov 28 - Nov 29, Total with taxes and fees

    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.

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    Frequently Asked Questions

    How much does a Brewster vacation package cost?

    You'll find cheap prices from $452 on Expedia for your Brewster break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Brewster costs.

    What are the cheapest months to go to Brewster?

    October, November and December are the best times to search for cheap Brewster vacation packages. Choosing to travel in quieter months means you can typically find reduced prices on flights and hotels.

    How many days is enough for Brewster?

    Brewster vacations come in various shapes and sizes, but to really sink your teeth into this place, we think 3 days is a good ballpark. With this timeframe, you can fit in major attractions like Cape Cod Museum of Natural History and Robbins Hill Beach as well as hidden gems. Don't forget to explore neighborhoods such as Northwest Harwich and Harwich Center either. If you plan wisely, you may even be able to take a day trip or two from Brewster too.

    Is it worth booking a vacation package to Brewster?

    It's no wonder a Brewster vacation is on the to-do list of many travelers. Top attractions like Cape Cod Museum of Natural History are just the start of what you can explore here.

    How to find the best Brewster package deals?

    Bagging a cheap Brewster package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Brewster package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.

    Is it cheaper to book a Brewster vacation as a package?

    An Expedia vacation package could land you significant savings when compared to booking accommodations and flights separately. Better still, you can personalize your Brewster escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.

    When to book a vacation package to Brewster?

    Enjoy amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Brewster trip.

    Does Expedia offer Book Now, Pay Later Brewster vacation packages?

    Your Brewster break is meant to be an escape from your busy life, not a source of money-related stress. So to allow you a little more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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    * Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.