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.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,105, price is now CA $772 per person
CA $772
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (193 reviews)
Loved it here! Everyone was friendly and helpful.

Reviewed on Jul 1, 2026

Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
West End
Price was CA $1,698, price is now CA $1,134 per person
CA $1,134
per person
Aug 16 - Aug 19
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (467 reviews)
A beautiful, convenient, affordable place, especially for someone just in transit between airports.

Reviewed on Jun 30, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $2,949, price is now CA $2,097 per person
CA $2,097
per person
Aug 4 - Aug 7
found 15 hours ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was CA $1,616, price is now CA $1,162 per person
CA $1,162
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (1,002 reviews)
Perfection every way

Reviewed on Jun 29, 2026

Thomas Sea Suites

Thomas Sea Suites

3.5 out of 5
Plymouth Downtown Waterfront District
Price was CA $1,991, price is now CA $1,459 per person
CA $1,459
per person
Aug 14 - Aug 16
found 19 hours ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9/10 Wonderful! (105 reviews)
It was a gorgeous suite ! Very spacious and well appointed. Great big kitchen and w/d. Really a beautiful place. A little noisy.

Reviewed on Jun 25, 2026

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

3.5 out of 5
One Villages Drive Brewster MA
The price is CA $408 per night from Jul 14 to Jul 15
CA $408
CA $531 total
Jul 14 - Jul 15
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"Beautiful grounds. Gorgeous condo. Very cozy, clean, and well appointed. It was literally perfect. Staff was extremely helpful and friendly. I did not want to leave to explore Cape Cod. I was happy to sit on my patio, drink coffee and read a good book. Bed was very comfortable and clean."

Reviewed on Jun 23, 2026

The Villages at Ocean Edge
Charm on Main by Ocean Edge

Charm on Main by Ocean Edge

2.5 out of 5
2553 Main Street Brewster MA
The price is CA $387 per night from Jul 7 to Jul 8
CA $387
CA $443 total
Jul 7 - Jul 8
includes taxes & fees
9.6/10 Exceptional! (13 reviews)
"Awesome place to stay, a travel hack for the access to Ocean Edge Resort"

Reviewed on Jun 30, 2026

Charm on Main by Ocean Edge
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
2907 Main Street Brewster MA
The price is CA $701 per night from Jul 6 to Jul 7
CA $701
CA $884 total
Jul 6 - Jul 7
includes taxes & fees
8.2/10 Very good! (1,004 reviews)
"We didn’t use a lot of the facilities. It was a short stay. All the staff were excellent. Didn’t expect as many stairs to climb to get to our room."

Reviewed on Jun 30, 2026

The Mansion at Ocean Edge
See all 443 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.
All Inclusive Vacations
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Beach Vacations
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Stay near popular Brewster attractions

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.
See properties

Frequently asked questions

How much does a Brewster vacation package cost?
You'll find cheap prices from CA $772 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.

Explore a world of travel with Expedia

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