Brewster Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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 2 kilometers 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 Hotel Deals

The Villages at Ocean Edge
The Villages at Ocean Edge
3.5 out of 5
One Villages Drive, Brewster, MA
The price is ₩418,924 per night from Jun 29 to Jun 30
₩418,924
₩526,625 total
Jun 29 - Jun 30
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Amazing property by the beach. We stayed lil far from the main villa. Even that area had its own pool and restaurant. Apartment was clean and spacious. Definitely recommend stay here"

Reviewed on Jun 8, 2025

The Villages at Ocean Edge
The Mansion at Ocean Edge
The Mansion at Ocean Edge
4 out of 5
2907 Main Street, Brewster, MA
The price is ₩679,892 per night from Jun 29 to Jun 30
₩679,892
₩826,210 total
Jun 29 - Jun 30
includes taxes & fees
8.2/10 Very Good! (999 reviews)
"Very nice staff"

Reviewed on Apr 21, 2025

The Mansion at Ocean Edge
Brewster Green Resort
Brewster Green Resort
3.5 out of 5
203 Lund Farm Way, Brewster, MA
The price is ₩561,770 per night from Jun 26 to Jun 27
₩561,770
₩642,946 total
Jun 26 - Jun 27
includes taxes & fees
9.2/10 Wonderful! (101 reviews)
"My Stay was comfortable. I enjoyed it."

Reviewed on Jun 10, 2025

Brewster Green Resort
See all 434 properties in Brewster
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.

Frequently asked questions

How much does a Brewster vacation package cost?
You'll find cheap prices 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?
You can generally find reduced prices and greater availability in December, January and February. Check out our cheap Brewster vacation packages and you could score some great off-season discounts.
How many days is enough for Brewster?
We recommend booking a Brewster vacation for a minimum of 3 days. This will allow you time to check off popular sights such as Robbins Hill Beach and Linnell Landing Beach, and also check out neighborhoods like Northwest Harwich and East Orleans. You might even be able to make time for a day trip or two outside of Brewster.
Is it worth booking a vacation package to Brewster?
Brewster is a good vacation destination with attractions like Nickerson State Park among the many things to keep you busy. Whether you're traveling with the family or planning a trip with friends, a Brewster vacation promises fun for everyone.
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.
How to plan a trip to Brewster?

  1. Choose your travel dates: The things you want to do in Brewster and your preferred season can help you decide when to get away.
  2. Set a budget: Consider costs like flights, meals and transportation when working out how much to put aside for your trip to Brewster. Then, select a hotel that matches your budget, whether that's an affordable option or a lavish retreat.
  3. Work out your trip length: Think about how much time you want to spend discovering Brewster. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your airfare and accommodations: Once you've settled on your dates and duration, book the right Brewster vacation package for you.

Discover the most popular places to visit in Brewster

Breakwater Beach showing a beach

Breakwater Beach

4.5/5(15 reviews)

Swim in the clear, shallow waters of this sandy bay and return at low water to explore a sprawling field of fascinating tidal pools.

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