Brewster Vacations from $496

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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.
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $685, price is now $496 per person
$496
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.2/10 Very Good! (1,029 reviews)
Hotel 1620 Plymouth Harbor offers a great location near downtown and the waterfront, with friendly staff and a family-friendly atmosphere. Rooms are spacious but can feel dated. There Overall, it’s a solid choice for convenience and amenities, though some aspects need improvement.

Reviewed on Sep 16, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,223, price is now $576 per person
$576
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Sonesta Select Boston Foxborough Mansfield

Sonesta Select Boston Foxborough Mansfield

3 out of 5
Save 100% on your flight
Price was $913, price is now $678 per person
$678
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.6/10 Excellent! (1,016 reviews)
Customer service was excellent. Bathroom floor was not clean but didn't have time to complain, stayed one night for a wedding.

Reviewed on Sep 11, 2025

Falmouth Tides

Falmouth Tides

2.5 out of 5
Falmouth Heights
Price was $829, price is now $623 per person
$623
per person
Oct 26 - Oct 31
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (646 reviews)
This is a motel. All the reviews I read said this place would be the best place to stay in Falmouth. Yes it was on the beach and yes it had a lovely view of the harbour and yes it was convenient for the ferry to MV. But it was the most expensive place we stayed and was just a motel with some beach chairs. A coffee hut outside from 7am. No coffee making facilities in room and a very basic plastic encased shower. Stunning view over the ocean but not worth the money. We used the complimentary bikes (these were a bonus) to ride to town for meal in the evening.

Reviewed on Sep 16, 2025

Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

3 out of 5
Save 100% on your flight
Price was $1,462, price is now $1,113 per person
$1,113
per person
Nov 20 - Nov 25
found 16 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Boston (BOS)
No reviews
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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
$170 nightly
The price is $194 total per night from Sep 29 to Sep 30
$194 total
Sep 29 - Sep 30
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"We enjoyed the features of golf and beach, the Lynx was just around the corner. The weather did not cooperate with all we wanted to do but would highly recommend."

Reviewed on Sep 15, 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
$410 nightly
The price is $464 total per night from Sep 30 to Oct 1
$464 total
Sep 30 - Oct 1
Total with taxes and fees
8.2/10 Very Good! (999 reviews)
great get away
"very nice. Had to move rooms as the bottom floor can be musty but they did that right away. There was one lady who worked the restaurant inside and out that is a true gem. I wish I could remember her name. Was very impresed with all the staff!"

Reviewed on Sep 2, 2025

The Mansion at Ocean Edge
Brewster Green Resort

Brewster Green Resort

3.5 out of 5
203 Lund Farm Way, Brewster, MA
$175 nightly
The price is $201 total per night from Sep 24 to Sep 25
$201 total
Sep 24 - Sep 25
Total with taxes and fees
9.4/10 Exceptional! (110 reviews)

Reviewed on Sep 15, 2025

Brewster Green Resort
See all 433 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 $496 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.

Explore a world of travel with Expedia

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.