Brewster Vacations from $793

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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.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Price was $1,062, price is now $793 per person
$793
per person
May 14 - May 17
found 11 hours ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9/10 Wonderful! (2,535 reviews)
The property was great and perfect for an extended stay. We stayed in the Revolution Lofts and the location was walking distance to everything we wanted. The coffee shop in the lobby was great as well. It was also very convenient to have the kitchenette so did not have to eat out for every meal.

Reviewed on Mar 24, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,588, price is now $1,610 per person
$1,610
per person
May 14 - May 17
found 11 hours ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub.

Reviewed on Mar 23, 2026

Beachside Village Resort

Beachside Village Resort

3 out of 5
Save 100% on your flight
Price was $2,060, price is now $1,363 per person
$1,363
per person
May 22 - May 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (101 reviews)
Very clean and quiet place to relax. Very friendly and professional! We will come back!

Reviewed on Nov 10, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $2,178, price is now $1,506 per person
$1,506
per person
May 14 - May 17
found 11 hours ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Room was spacious, clean & well set up. Nice that they use Dyptique hand soap shampoo & shower gel. That is a 5 star touch. Bed was nice and very quiet location.

Reviewed on Mar 22, 2026

The Westin Waltham-Boston

The Westin Waltham-Boston

4 out of 5
Save 100% on your flight
Price was $2,065, price is now $1,507 per person
$1,507
per person
Jun 13 - Jun 19
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.8/10 Excellent! (1,095 reviews)
Awesome breakfast views!

Reviewed on Mar 13, 2026

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Discover the most popular places to visit in Brewster

Breakwater 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

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
Kettle Hole Ponds at Nickerson State Park on Cape Cod Aerial

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

Brewster Hotel Deals

The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
2907 Main Street Brewster MA
$237 nightly
The price is $271 total per night from Mar 29 to Mar 30
$271 total
Mar 29 - Mar 30
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Clean room, friendly staff, great food and drinks at Bayzo’s Pub.

Reviewed on Mar 1, 2026

The Mansion at Ocean Edge
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 $195 total per night from Apr 2 to Apr 3
$195 total
Apr 2 - Apr 3
Total with taxes and fees
The Villages at Ocean Edge
Brewster Green Resort

Brewster Green Resort

3.5 out of 5
203 Lund Farm Way Brewster MA
$227 nightly
The price is $260 total per night from Apr 12 to Apr 13
$260 total
Apr 12 - Apr 13
Total with taxes and fees
9.4/10 Exceptional! (128 reviews)
Very nice property and the staff were extremely pleasant. It was just what we needed for the weekend. Plenty of room and allowed for family to come for dinner. Full kitchen with everything you needed including a dishwasher. Two full baths was nice to have as well. Great place.

Reviewed on Mar 16, 2026

Brewster Green Resort
See all 422 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.

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 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.

Brewster Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Barnstable Municipal Airport (HYA)
Population
2,000
Max Temp Winter
40ºF
Max Temp Summer
70ºF
Top Sights
Cape Cod Inflatable Park, Nauset Beach and Mayflower Beach

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Frequently asked questions

How much does a Brewster vacation package cost?
You'll find cheap prices from $793 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.

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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.