Book Exclusive Brewster Vacation Packages

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Brewster flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
Price was CA $1,107, price is now CA $963 per person
CA $963
per person
Oct 9 - Oct 12
just found
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
Book a stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Greenwich Avenue and Pine Hill Aprtments Dog Park are located nearby.
Delamar Southport

Delamar Southport

4 out of 5
Price was CA $1,628, price is now CA $1,317 per person
CA $1,317
per person
Oct 12 - Oct 16
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
Book a stay at this spa hotel in Southport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Hartford HealthCare Amphitheater and Sasco Hill Beach are located nearby.
Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
Price was CA $1,370, price is now CA $1,142 per person
CA $1,142
per person
Oct 13 - Oct 17
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
Book a stay at this spa hotel in Stamford. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Greenwich Avenue and Stamford Town Center are located nearby.
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
Price was CA $1,171, price is now CA $1,017 per person
CA $1,017
per person
Oct 12 - Oct 16
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Westchester County Center and The Westchester Mall are located nearby.
The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
Ridgeway-Bullshead
Price was CA $1,218, price is now CA $1,062 per person
CA $1,062
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and Hand & Stone Massage and Facial Spa are located nearby.

Top Brewster hotels deals

Heidi's Inn

Heidi's Inn

2.5 out of 5
1270 Route 22 Brewster NY
The price is CA $208 per night
CA $208
CA $226 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this business-friendly hotel in Brewster. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wells Park and Brewster Public Library are located nearby.
Pool
Breakfast included
Comfort Inn Brewster

Comfort Inn Brewster

2.5 out of 5
7-11 Peach Lake Road Brewster NY
Free cancellation
The price is CA $202 per night
CA $202
CA $219 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this business-friendly hotel in Brewster. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wells Park and Brewster Public Library are located nearby.
Breakfast included
Parking included
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Free cancellation
Reserve now, pay when you stay
The price is CA $146 per night
CA $146
CA $168 total
Aug 2 - Aug 3
includes taxes & fees
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Danbury Fair Mall and Xtreme Play Adventure Park are located nearby.
Pool
Pet-friendly
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Free cancellation
Reserve now, pay when you stay
The price is CA $185 per night
CA $185
CA $227 total
Aug 2 - Aug 3
includes taxes & fees
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Bear Mountain State Park and Monteverde at Oldstone are located nearby.
Pool
Spa
The Watershed

The Watershed

3.5 out of 5
353 Main Ave Norwalk CT
The price is CA $225 per night
CA $225
CA $258 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Silvermine Arts Center and Gateway Shopping Center are located nearby.
Pet-friendly
Parking included
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
Free cancellation
Reserve now, pay when you stay
The price is CA $253 per night
CA $253
CA $291 total
Aug 2 - Aug 3
includes taxes & fees
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thrillz High Flying Adventure Park and Jumpz Trampoline Sports Danbury are located nearby.
Pet-friendly
Parking included
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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.

Stay near popular Brewster attractions

Brewster Public Library

7.2/10 (5 reviews)
Brewster Public Library is just one of the places to see in Brewster, so why not enjoy the other things to explore during your travels? Check out the shops and top-notch restaurants in this family-friendly area.
See properties

Brewster Vacations

If you're making your way to Brewster and you don't really know much about it, there's no need to stress — we can give you a hand!

You'll find this town 8 miles (13 kilometers) from Danbury and 14 miles (23 kilometers) from Pound Ridge.

There are around 2,000 locals that call this part of New York home.

Places to visit in Brewster

If you're tired of dining indoors, pick up some takeaway and enjoy a revitalizing lunch under the shade of a tree at Ives Concert Park. Need more options? Wriggle into your finest khakis and grab hold of your luckiest clubs. If you'd like to spend a day out on the green, secure a tee time at Richter Park Golf Course. And there's more. Gather with like-minded people and be prepared to get inspired at one of the conferences or events held at Matrix Conference and Banquet Center.

Where do you fly into for Brewster?

The thrill of exploring a totally new destination will never get old. Once you've arrived at LaGuardia Airport (LGA), the middle of Brewster will be only 45 miles (72 kilometers) away.

Frequently asked questions

How much are vacation packages to Brewster?
With vacation packages being sold from just CA $963, there's no need to max out the credit card for your trip to Brewster. Travelocity can help. Bundle hotels, flights and experiences into a package and receive some serious discounts. The more you book, the greater the savings.
How long should my Brewster vacation be?
The majority of travelers opt to spend around 2 nights in Brewster, but it's ultimately up to you. If you intend to head out and explore all the wonderful things this location offers, why not hang around a while longer?
Where can I get the best vacation package deals for Brewster?
For an affordable Brewster package deal, you can't go past Travelocity. Take your pick from as many as 400 partner airlines and 1,000,000 worldwide properties to create the ideal trip — it couldn't be easier than that.
Why should I purchase my Brewster vacation bundle with Travelocity?
Because we believe in creating one-of-a-kind travel experiences. From flights and hotels to car rentals and activities, we put everything at your fingertips. Our customer support team is on hand 24/7 to ensure you're being well taken care of. We also have an amazing Price Match Guarantee, so you can lock in your vacation knowing you've scored the best deal possible.
Can I save on my Brewster car rental if I bundle it with a hotel or flight?
Absolutely — bundle your car, flight and hotel into a Brewster vacation package and you can save loads. With so much to see and do in and around Brewster, having your own ride will come in handy. Once you've buckled yourself in, turn up the tunes and head to Times Square, an unmissable sight roughly 80 kilometers from Brewster.
Which airport is best for Brewster?
It's most likely you'll touch down at John F. Kennedy Intl. Airport (JFK), which is 88 kilometers south of inner Brewster. Liberty Intl. Airport (EWR) (88 kilometers away from central Brewster) and LaGuardia Airport (LGA) (72 kilometers away from central Brewster) are your other options.
What is there to do in Brewster?
Brewster Public Library should be toward the top of your to-do list. Once you've crossed off this well-known attraction, amble through the streets of Brewster and find out what makes this exciting city tick.
Where should I stay when visiting Brewster?
If you're searching for someplace comfortable to base yourself, take a look at the Comfort Inn. It's the top pick for many travelers.

Photos of local treasures

Browse Brewster vacation photos for more inspiration

A windmill in a grassy field with trees in the background.
A rocky shoreline with autumn-colored trees and a clear blue sky.
A family outdoors with a stone building in the background.