Brewster Vacation Packages

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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.

Top Brewster Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Arcadian Hotel

Arcadian Hotel

Coolidge Corner
CA $637
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very good! (4,438 reviews)
The Coach House

The Coach House

CA $4,491
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9.6/10 Exceptional! (189 reviews)
We loved it! It was clean, thoughtful, and centrally located. We stayed with young kids and booked the one bedroom suite. It was so nice to have a bigger space so we didn’t feel like we were crowding each other. The bathroom was also beautiful. Since our room was on the main floor, they provided a noise machine which we found incredibly thoughtful. I was a little worried that concierge was not on site, but I worried for nothing! They run a very great system! We will definitely stay again while in Salem.

Reviewed on Sep 11, 2026

Bricco Suites

Bricco Suites

North End
CA $1,107
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (999 reviews)
In the heart of the most amazing restaurants and bakeries we couldn’t have been happier with our stay at Bricco Suites. It was a unique experience and everyone was so nice. We would stay there again anytime in Boston.

Reviewed on Sep 11, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

Back Bay
CA $1,305
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (1,317 reviews)
Fantastic hotel in great location. Staff was very impressive.

Reviewed on Sep 12, 2026

The Whitney Hotel

The Whitney Hotel

Beacon Hill
CA $1,325
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (611 reviews)

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 favourite 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 kilometres 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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Brewster Hotel Deals

The Villages at Ocean Edge

The Villages at Ocean Edge

One Villages Drive Brewster MA
CA $195
CA $287 total
Sep 20 - Sep 21
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"Great"

Reviewed on Sep 11, 2026

The Villages at Ocean Edge
Charm on Main by Ocean Edge

Charm on Main by Ocean Edge

2553 Main Street Brewster MA
CA $254
CA $291 total
Oct 13 - Oct 14
includes taxes & fees
9.6/10 Exceptional! (40 reviews)
"We loved everything about it! We will return next year!! Feels like home"

Reviewed on Sep 11, 2026

Charm on Main by Ocean Edge
The Mansion at Ocean Edge

The Mansion at Ocean Edge

2907 Main Street Brewster MA
CA $326
CA $453 total
Sep 20 - Sep 21
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"Kyung and his team delivered on a special weekend get away for my wife’s 40th birthday! This is now our next favorite place on the cape and we look forward to many more memories being made @ Ocean Edge! Thank you all! The Contino’s"

Reviewed on Sep 6, 2026

The Mansion at Ocean Edge
See all 452 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.
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Stay near popular Brewster attractions

A beach with wooden stairs leading down to the shore, a yellow raft on the sand, and a grassy area near the water.

Breakwater Beach

8.8/10 (70 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.
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A large, turquoise lake surrounded by dense forests and a sandy beach.

Nickerson State Park

8.6/10 (47 reviews)
Enjoy a trip to Nickerson State Park and popular activities like hiking in Brewster. Wander the beautiful beaches and seaside in the area.
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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

8.8/10 (110 reviews)
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.
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A beach at sunset with birds on the sand and a cloudy sky.

Paine's Creek Beach

Why not spend a carefree afternoon at Paine's Creek Beach during your travels in Brewster? Stroll along the seaside in this relaxing area, or check out its seafood restaurants.
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Rail Trail Bike Shop

10.0/10 (3 reviews)
Enjoy a trip to Rail Trail Bike Shop and popular activities like golfing in Brewster. Wander the beautiful beaches and seaside in this family-friendly area.
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Captains Golf Course

8.6/10 (19 reviews)
Enjoy a round of golf in Brewster at Captains Golf Course. Stroll along the beautiful beaches or attend a sporting event in this family-friendly area.
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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.
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Brewster Historical Society Museum

10.0/10 (2 reviews)
You can spend an afternoon studying the exhibits at Brewster Historical Society Museum during your travels in Brewster. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.
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Frequently asked questions

How much does a Brewster vacation package cost?
You'll find cheap prices from CA $637 on Expedia for your Brewster escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Brewster costs.
What are the cheapest months to go to Brewster?
If you're looking to book a cheap Brewster vacation package, consider visiting in December, January and February. You're likely to find better rates on airfares and hotels during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Brewster?
We recommend planning a Brewster vacation for at least 3 days. This will allow you time to visit major attractions including Nickerson State Park and Cape Cod Lavender Farm, as well as explore neighbourhoods like Northwest Harwich and East Orleans. You might even be able to fit in a day trip (or two) from 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 travelling with the family or planning a trip with friends, a Brewster vacation promises fun for everyone.
How to find the best Brewster package deals?
Finding a cheap Brewster package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Brewster package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Brewster vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Brewster vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Brewster?
Secure fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Brewster getaway.
How to plan a trip to Brewster?
  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Brewster.
  2. Set your budget: Consider expenses like flights, food and transportation when calculating how much to set aside for your trip to Brewster. Then, select a property that works with your budget, whether that's an economical option or a swankier getaway.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you'd like to get to in Brewster. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodations and airfare: After you've settled on your trip dates and duration, lock in the right Brewster vacation package for you.

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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.