Brewster Vacation Packages

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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.
Hampton Inn Fishkill

Hampton Inn Fishkill

2.5 out of 5
Price was CA $1,225, price is now CA $950 per person
CA $950
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.6/10 Excellent! (1,002 reviews)
Had a good experience

Reviewed on Aug. 23, 2025

Dome House Retreat

Dome House Retreat

4 out of 5
Price was CA $3,567, price is now CA $2,483 per person
CA $2,483
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
No reviews
Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County

3 out of 5
Price was CA $1,370, price is now CA $1,080 per person
CA $1,080
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
9/10 Wonderful! (1,003 reviews)
Good location, convenient to Tarrytown and Sleepy Hollow

Reviewed on Aug. 22, 2025

Luxury Apartments by Hyatus at The Asher

Luxury Apartments by Hyatus at The Asher

4.5 out of 5
Downtown Stamford
Price was CA $2,380, price is now CA $1,923 per person
CA $1,923
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to White Plains (HPN)
10/10 Exceptional! (16 reviews)
cleanliness. quiet.

Reviewed on Aug. 20, 2025

HV Spacious Retreat Sleeps 13 w Hot Tub

HV Spacious Retreat Sleeps 13 w Hot Tub

2 out of 5
Price was CA $4,317, price is now CA $3,591 per person
CA $3,591
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
No reviews

Ready to book your vacation to Brewster?

 

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Brewster Hotel Deals

Comfort Inn Brewster

Comfort Inn Brewster

2.5 out of 5
7-11 Peach Lake Road, Brewster, NY
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Aug 31 to Sep 1
CA $199
CA $215 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (464 reviews)
"Nice hotel. Very quiet and friendly staff!"

Reviewed on Aug. 22, 2025

Comfort Inn Brewster
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 $173 per night from Aug 24 to Aug 25
CA $173
CA $188 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (765 reviews)
"Could have done better"

Reviewed on Aug. 20, 2025

Heidi's Inn
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Aug 25 to Aug 26
CA $183
CA $208 total
Aug 25 - Aug 26
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
A cute bear themed hotel
"Overall our 2 nights stay at the hotel was good! It’s clean and comfortable. The lake was nice. The bear mt inn has multiple buildings around the lake. We got a room on 2Fl at the overlook lodge which was a bit far from the main building with no elevator. We didn’t bring a car so we had to walk back ..."

Reviewed on Aug. 20, 2025

Overlook Lodge at Bear Mountain
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
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Frequently asked questions

How much does a Brewster vacation package cost?
Offering great value package deals from CA $950 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.