Title: Brewster Vacation Packages & Trips 2026 from CA $1,035 | Expedia.ca

[Brewster Travel Guide](https://expedia.ca/Brewster.dx9069)[Hotels in Brewster](https://expedia.ca/Brewster-Hotels.d9069.Travel-Guide-Hotels)[Vacation Rentals in Brewster](https://expedia.ca/Brewster-Vacation-Rentals.d9069.Travel-Guide-VacationRentals)[Flights to Brewster](https://expedia.ca/Cheap-Flights-To-Brewster.d9069.Travel-Guide-Flights)[Brewster Car Rentals](https://expedia.ca/Car-Rentals-In-Brewster.d9069.Car-Rental-Guide)

![](https://images.trvl-media.com/place/9069/a58156e8-53ce-4ff0-9e5c-13bf01e16855.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Brewster Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### 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](https://www.expedia.ca/Cape-Cod-Museum-Of-Art-Dennis.d6070155.Vacation-Attraction), [Cape Cod Museum of Natural History](https://www.expedia.ca/Cape-Cod-Museum-Of-Natural-History-West-Brewster.d6070157.Vacation-Attraction) and [Skaket Beach](https://www.expedia.ca/Skaket-Beach-Orleans.d6070215.Vacation-Attraction) 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.

![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/db81308e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars The Boxer

West End

CA $1,035

per person

Apr 24 - Apr 28

found 2 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

8.6/10 Excellent! (1,337 reviews)

Thank you for the cool corner suite on the 9th floor! We stayed over after attending a Bruins game. Short stay but nice place. Good location for our adventures. We’ll stay again if when we are back in Boston! Ty

Reviewed on Jan 29, 2026

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $1,977

per person

Apr 9 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/0f66f064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $2,272

per person

Apr 10 - Apr 14

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Boston (BOS)

9.6/10 Exceptional! (181 reviews)

Attentive Staff, gorgeous property, clean rooms

Reviewed on Jan 25, 2026

![Global Luxury Suites Downtown Boston](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/eaf6c86d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Global Luxury Suites Downtown Boston

Chinatown

CA $1,359

per person

Apr 24 - Apr 28

found 2 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

8/10 Very Good! (621 reviews)

Staff was friendly and helpful. Apartment was spotless. It was so cute, modern, and intimate. I love that it was completely furnished and included everything you need for a functional kitchen including cookware, dinnerware, utensils, numerous appliances, etc. Exceeded all my expectations, will definitely book here again.

Reviewed on Jan 28, 2026

![Staypineapple, A Delightful Hotel, South End](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/4ee2b5dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Staypineapple, A Delightful Hotel, South End

South End

CA $1,111

per person

Apr 24 - Apr 28

found 2 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

8.8/10 Excellent! (1,000 reviews)

Super cute room staff was great

Reviewed on Jan 26, 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.

## Ready to book your vacation to Brewster?

Choose your dates

## Brewster Hotel Deals

![The Mansion at Ocean Edge](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/5d8fbc52_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Mansion at Ocean Edge

2907 Main Street Brewster MA

CA $216

CA $324 total

Feb 5 - Feb 6

includes taxes & fees

8.2/10 Very Good! (1,002 reviews)

Didnt overlook beach.

Reviewed on Jan 21, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F02%2F2026&endDate=06%2F02%2F2026&selected=7948&PinnedHotelID=7948&HadPinnedHotel=true&regionId=9069)

![Brewster Green Resort](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/7388b961_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Brewster Green Resort

203 Lund Farm Way Brewster MA

CA $202

CA $231 total

Jan 31 - Feb 1

includes taxes & fees

9.2/10 Wonderful! (124 reviews)

The bathroom vanities need to be brought up to standard heights of about 34-36 inches. Master bedrooms only have one vent and on the cool side during winter months. Small brown ants around kitchen refrigerator. Did a good job on removing snow during our stay. Friendly staff.

Reviewed on Jan 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=31%2F01%2F2026&endDate=01%2F02%2F2026&selected=2467&PinnedHotelID=2467&HadPinnedHotel=true&regionId=9069)

![The Villages at Ocean Edge](https://images.trvl-media.com/lodging/7000000/6310000/6301400/6301341/405c33ed_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Villages at Ocean Edge

One Villages Drive Brewster MA

8.2/10 Very Good! (999 reviews)

Very difficult to find the Libby to pick up the keys. The address on hotels.com doesn’t provide the right one. And then finding the actually room. Very difficult in the dark

Reviewed on Dec 3, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=12%2F02%2F2026&endDate=13%2F02%2F2026&selected=6301341&PinnedHotelID=6301341&HadPinnedHotel=true&regionId=9069)

[](https://expedia.ca/Hotel-Search?startDate=12%2F02%2F2026&endDate=13%2F02%2F2026&selected=6301341&PinnedHotelID=6301341&HadPinnedHotel=true&regionId=9069)

[See all 422 properties in Brewster](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=30%2F01%2F2026&endDate=31%2F01%2F2026&regionId=9069)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Brewster

![Breakwater Beach which includes a beach](https://images.trvl-media.com/place/6070149/c38a532b-4f26-4fc9-841b-de4c064756a3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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.

[](https://expedia.ca/Breakwater-Beach-Brewster.d6070149.Vacation-Attraction)

![Cape Cod Museum of Natural History which includes a park and signage](https://images.trvl-media.com/place/6070157/9cc0dbeb-243a-45e7-851b-cb7e69f70e4c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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.

[](https://expedia.ca/Cape-Cod-Museum-Of-Natural-History-West-Brewster.d6070157.Vacation-Attraction)

![Sunset on Paine’s creek beach Cape Cod MA USA](https://images.trvl-media.com/place/6311778/990026e6-ce0f-4f0c-b827-20ffbf7eaca7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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. 

[](https://expedia.ca/Paines-Creek-Beach-Brewster.d6311778.Vacation-Attraction)

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- [Orleans Vacations ](https://www.expedia.ca/Orleans.d142149.Destination-Travel-Guides)
- [Visit Orleans ](https://www.expedia.ca/Orleans.dx142149)
- [Paine's Creek Beach ](https://www.expedia.ca/Paines-Creek-Beach-Brewster.d6311778.Vacation-Attraction)
- [Ridgevale Beach ](https://www.expedia.ca/Ridgevale-Beach-Massachusetts.d6287520.Vacation-Attraction)
- [Sandy Neck Lighthouse ](https://www.expedia.ca/Sandy-Neck-Lighthouse-West-Barnstable.d6070213.Vacation-Attraction)
- [Skaket Beach ](https://www.expedia.ca/Skaket-Beach-Orleans.d6070215.Vacation-Attraction)
- [South Orleans Vacations ](https://www.expedia.ca/South-Orleans.d183344.Destination-Travel-Guides)
- [Veterans Field ](https://www.expedia.ca/Veterans-Field-Chatham.d6070219.Vacation-Attraction)
- [West Dennis Beach ](https://www.expedia.ca/West-Dennis-Beach-West-Dennis.d6070221.Vacation-Attraction)
- [Whydah Pirate Museum ](https://www.expedia.ca/Whydah-Pirate-Museum-West-Yarmouth.d553248621533117085.Vacation-Attraction)
- [Wilbur Park ](https://www.expedia.ca/Wilbur-Park-South-Yarmouth.d6297911.Vacation-Attraction)

- [Car rental Harwich ](https://www.expedia.ca/Car-Rentals-In-Harwich.d183331.Car-Rental-Guide)
- [Car rental Orleans ](https://www.expedia.ca/Car-Rentals-In-Orleans.d142149.Car-Rental-Guide)

- [East Dennis Vacation Rentals ](https://www.expedia.ca/East-Dennis-Vacation-Rentals.d183326.Travel-Guide-VacationRentals)
- [Orleans Vacation Rentals ](https://www.expedia.ca/Orleans-Vacation-Rentals.d142149.Travel-Guide-VacationRentals)

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

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