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.
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to White Plains (HPN)
7.8/10 Good! (1,092 reviews)
Very clean rooms. Friendly service! I would go back

Reviewed on Aug. 2, 2025

Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

3.5 out of 5
Waterside
per person
Sep 17 - Sep 21
found 13 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to White Plains (HPN)
7.4/10 Good! (1,001 reviews)
Old hotel that desperately needs updating. The room needed painting, carpet, tub needs to be resealed, fixtures need to be replaced or caulked.

Reviewed on Jul. 31, 2025

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to White Plains (HPN)
8/10 Very Good! (1,057 reviews)
The property needed serious renovation. It was not up to the standards of many others I have stayed in so it was a little disappointed. I stayed at many inNY NJ and Florida and they were always dependable and always quality. Not luxury but dependable quality. Thus was disappointing

Reviewed on Aug. 2, 2025

Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to White Plains (HPN)
6.6/10 (1,002 reviews)
Very convenient place close to NY and not too close

Reviewed on Aug. 1, 2025

Luxury Apartments by Hyatus at The Asher

Luxury Apartments by Hyatus at The Asher

4.5 out of 5
Downtown Stamford
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
10/10 Exceptional! (16 reviews)
Perfect location. Great service. Amenities pretty cool

Reviewed on Jan. 4, 2025

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 $198 per night from Aug 10 to Aug 11
CA $198
CA $215 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (451 reviews)
"Thanks!"

Reviewed on Jul. 26, 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 $204 per night from Aug 4 to Aug 5
CA $204
CA $221 total
Aug 4 - Aug 5
includes taxes & fees
8.6/10 Excellent! (752 reviews)
"Quiet, friendly staff, clean rooms. Very generous late check out policy, which I appreciated! The modest free breakfast had fresh picked berries."

Reviewed on Jul. 27, 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 $164 per night from Aug 7 to Aug 8
CA $164
CA $188 total
Aug 7 - Aug 8
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Would of preferred a better view but it was bad"

Reviewed on Aug. 1, 2025

EVEN Hotel Norwalk by IHG
See all 832 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

Frequently asked questions

How much does a Brewster vacation package cost?
Offering great value package deals from CA $721 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.