Brewster Vacations from $293

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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

Price found within the past 48 hours. Click for updated prices.
Best Western Springfield West Inn

Best Western Springfield West Inn

2.5 out of 5
Price was $437, price is now $293 per person
$293
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
7.8/10 Good! (1,001 reviews)
My room was comfortable and clean

Reviewed on Aug 21, 2025

EVEN Hotels Manchester Airport by IHG

EVEN Hotels Manchester Airport by IHG

3.5 out of 5
South End
Save 100% on your flight
Price was $681, price is now $400 per person
$400
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.8/10 Excellent! (884 reviews)
Hotel is beautiful. Front desk staff not helpful and seemed put out to answer questions.

Reviewed on Aug 20, 2025

Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $662, price is now $394 per person
$394
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.2/10 Very Good! (1,007 reviews)
Great location and super convenient to waterfront dining

Reviewed on Aug 24, 2025

Fairfield Inn & Suites by Marriott Plymouth

Fairfield Inn & Suites by Marriott Plymouth

2.5 out of 5
Save 100% on your flight
Price was $603, price is now $390 per person
$390
per person
Nov 12 - Nov 17
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
8.8/10 Excellent! (474 reviews)
Clean and comfortable. Very easy to park.

Reviewed on Aug 5, 2025

Sesuit Harbor House

Sesuit Harbor House

3 out of 5
Save 100% on your flight
Price was $1,218, price is now $836 per person
$836
per person
Oct 17 - Oct 22
found 19 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Boston (BOS)
9.6/10 Exceptional! (162 reviews)
We’ve been to the Cape many times over the past 20 years. The Sesuit Harbor House was conveniently located off Route 6a, but it was very quiet; you couldn’t hear the traffic at all. Phil and his staff are very attentive and friendly; the continental breakfast in a basket every morning (with local treats) was perfect! We will come back and hopefully with more family members. It was 10/10!

Reviewed on Aug 25, 2025

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Discover the most popular places to visit in Brewster

#specialplace💛

Nickerson State Park

Enjoy a trip to Nickerson State Park and popular activities like hiking in Brewster. Wander the beautiful beaches and seaside in the area.

Nickerson State Park
Breakwater Beach showing a beach

Breakwater Beach

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
Cape Cod Museum of Natural History featuring a park and signage

Cape Cod Museum of Natural History

When the beauty and natural richness of Cape Cod’s landscape leave you craving to know more, enjoy a tour through the halls of this museum and education center.

Cape Cod Museum of Natural History

Brewster Hotel Deals

The Villages at Ocean Edge

The Villages at Ocean Edge

3.5 out of 5
One Villages Drive, Brewster, MA
$235 nightly
The price is $269 total per night from Sep 22 to Sep 23
$269 total
Sep 22 - Sep 23
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
"Loved our stay at The Villages"

Reviewed on Aug 25, 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
$430 nightly
The price is $487 total per night from Sep 14 to Sep 15
$487 total
Sep 14 - Sep 15
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
"excellent hotel property especially the great lawn in the afternoon The main restaurant prices and price of rooms are very high"

Reviewed on Aug 25, 2025

The Mansion at Ocean Edge
Brewster Green Resort

Brewster Green Resort

3.5 out of 5
203 Lund Farm Way, Brewster, MA
$229 nightly
The price is $262 total per night from Sep 12 to Sep 13
$262 total
Sep 12 - Sep 13
Total with taxes and fees
Brewster Green Resort
See all 438 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.

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.

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Frequently asked questions

How much does a Brewster vacation package cost?
You'll find cheap prices from $293 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.