Brewster Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Your Brewster Vacation

History, cuisine, art and more … There's a whole lot to discover with a Brewster vacation package. And with the ability to customize your city getaway, you know it'll be one that's hard to forget. In the mood for some sightseeing? A trip to Brewster wouldn't be complete without visiting Brewster Public Library, Centennial Golf Club and other top attractions. Don't put off your visit to this destination any longer. Your ultimate Brewster vacation is a couple of clicks away with Expedia.

Top Brewster Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

3.5 out of 5
Waterside
per person
Aug 28 - Sep 1
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
7.4/10 Good! (1,001 reviews)
Shabby desk chair in room, wall paper in room separating at the seams, no remote control for the TV

Reviewed on Jul. 9, 2025

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
per person
Aug 23 - Aug 28
found 11 hours ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
8/10 Very Good! (1,057 reviews)
Front desk service is great!!!!

Reviewed on Jul. 11, 2025

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
per person
Aug 28 - Sep 1
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.2/10 Very Good! (964 reviews)
While Billy at the Bar was fantastic he had a lot to deal w and handled it well. It took almost an hour to received a salad? And then we couldn’t get the order breakfast app to work so we went to front desk to order breakfast w Alesia? very sweet but idk what happened bc after a half late we called the front desk and whoever answered went to see what happed and there was no order? So she took our order and put a rush on it

Reviewed on Jul. 12, 2025

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
per person
Aug 28 - Sep 1
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.2/10 Very Good! (1,373 reviews)
Easy check in process, clean facility, and polite staff

Reviewed on Jul. 13, 2025

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
per person
Aug 28 - Sep 1
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8/10 Very Good! (1,008 reviews)
I didnt like the hotel charged a $20 service fee... defeats the purpose of using Expedia

Reviewed on Jul. 12, 2025

Ready to book your vacation to Brewster?

 

Choose your dates

Brewster Hotel Deals

Comfort Inn
Comfort Inn
2.5 out of 5
7-11 Peach Lake Road, Brewster, NY
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jul 20 to Jul 21
CA $197
CA $213 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (437 reviews)
"We stay here often and are never disappointed."

Reviewed on Jun. 30, 2025

Comfort Inn
Heidi's Inn
Heidi's Inn
2.5 out of 5
1270 Route 22, Brewster, NY
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jul 15 to Jul 16
CA $190
CA $205 total
Jul 15 - Jul 16
includes taxes & fees
8.6/10 Excellent! (741 reviews)
"Pool wasn’t open yet…but it was a cold spring!"

Reviewed on Jul. 9, 2025

Heidi's Inn
EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is CA $148 per night from Aug 4 to Aug 5
CA $148
CA $170 total
Aug 4 - Aug 5
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
"Everything!"

Reviewed on Jul. 12, 2025

EVEN Hotel Norwalk by IHG
See all 829 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

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

What to do in Brewster

Chuang Yen Monastery + Woodbury Common Premium Outlets 1-day Tour

Chuang Yen Monastery,Woodbury Outlet1-day Tour from NYC-Kids 50 Percent Off

CA $174
per adult
Chuang Yen Monastery,Woodbury Outlet1-day Tour from NYC-Kids 50 Percent Off
Private Tour: Marble Mountain & Ba Na Hills from Hoi An/Da Nang

Marble Mountain & Ba Na Hills Private Tour from Hoi An/Da Nang

CA $281
per adult
Marble Mountain & Ba Na Hills Private Tour from Hoi An/Da Nang
See all activities in Brewster

Frequently asked questions

How much does a Brewster vacation package cost?
Offering great value package deals from CA $769 on Expedia, you'll be pleasantly surprised at how much a vacation to Brewster costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Brewster?
January, February and March are the best times to search for cheap Brewster vacation packages. Choosing to travel in less busy periods means you can typically find reduced prices on accommodations and flights.
How many days is enough for Brewster?
The ideal duration of your Brewster vacation depends on what you'd like to do and see. Typically, a few days to a week will give you time to go to all the leading sights and discover some hidden treasures along the way.
How to find the best Brewster package deals?
Use Expedia's filters to help you find some great Brewster package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Brewster package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Brewster vacation as a package?
You can enjoy significant savings on your next Brewster escape by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Brewster?
Score fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Brewster getaway.
How to plan a trip to Brewster?

  1. Choose when to get away: Check your schedule and get packing. Your preferred season and the type of activities available will also help you decide when to vacation in Brewster.
  2. Plan your budget wisely: On top of the price of your hotel, you'll need to consider other expenses. These include food, transportation and flights. Also, put aside a little extra for unexpected costs that may crop up during your trip to Brewster.
  3. Determine how many days away: 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, as well as any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Brewster vacation package that brings all your bookings together.

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