Brewster Vacations from $510
Book a Hotel + Flight or Car together to unlock savings
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
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$1,290
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Four Seasons Hotel Boston
Bay Village
$1,250
per person
Dec 2 - Dec 5
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (484 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.
Reviewed on Sep 25, 2026
Stay near popular Brewster attractions
Nickerson State Park
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.
Breakwater Beach
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.
Cape Cod Museum of Natural History
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.
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.
Ocean Edge Golf Club
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.
Rail Trail Bike Shop
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.
Captains Golf Course
8.6/10 (19 reviews)
Two championship courses, Port and Starboard, offer strategic play amid Cape Cod's scenic woodlands. Enjoy meticulously maintained fairways and finish your round with panoramic views at Freemans Grill.
Crosby Landing Beach
8.6/10 (14 reviews)
Why not spend a carefree afternoon at Crosby Landing Beach during your travels in Brewster? Stroll along the seaside in this relaxing area, or check out its seafood restaurants.
Brewster Hotel Deals
The Villages at Ocean Edge
One Villages Drive Brewster MA
$172 nightly
$197 total
Oct 19 - Oct 20
Total with taxes and fees
Charm on Main by Ocean Edge
2553 Main Street Brewster MA
$194 nightly
$222 total
Sep 28 - Sep 29
Total with taxes and fees
The Mansion at Ocean Edge
2907 Main Street Brewster MA
$222 nightly
$254 total
Oct 25 - Oct 26
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.
Find the Best Brewster Vacation Packages
Brewster Beach Vacation
There's nothing more relaxing than a Brewster vacation. Whether you're enjoying refreshing cocktails at a local bar or reading your favorite magazine by the shore, your trip to Brewster is an ideal time to live out your beachy dreams. Many visitors like to stay near Breakwater Beach, situated just 1 mile from downtown. However, you'll also discover a great range of Brewster vacation packages close to Linnell Landing Beach and Robbins Hill Beach, two other well-liked nearby options.
Brewster Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Barnstable Municipal Airport (HYA) |
Population | 2,000 |
Max Temp Winter | 40ºF |
Max Temp Summer | 70ºF |
Top Sights | Cape Cod Inflatable Park, Nauset Beach and Mayflower Beach |
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Frequently asked questions
How much does a Brewster vacation package cost?
You'll find cheap prices from $510 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.