Brewster Vacations from $3,664

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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.

The Latest Brewster vacation packages

Price found within the past 48 hours. Click for updated prices.
3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room

2 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $6,217, price is now $3,664 per person
$3,664
per person
Jul 16 - Jul 22
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8/10 Very Good! (1 review)
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Price was $9,142, price is now $5,038 per person
$5,038
per person
Jul 16 - Jul 22
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
3/10 (4 reviews)
Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking

2 out of 5
Bryn Mawr
Save 100% on your flight
Price was $6,636, price is now $4,157 per person
$4,157
per person
Jun 6 - Jun 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
6.8/10 (3 reviews)
Beautiful layout. Property had everything that was needed for an awesome stay.

Reviewed on Feb 27, 2026

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3.5 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $10,035, price is now $6,577 per person
$6,577
per person
Jul 16 - Jul 22
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
6/10 (7 reviews)
This was an excellent House My birthday weekend was amazing I totally would book again

Reviewed on Mar 17, 2024

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $6,294, price is now $4,301 per person
$4,301
per person
Jul 16 - Jul 22
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8/10 Very Good! (1 review)
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What to do in Brewster

Hudson Valley: Craft Brewery Bike Tour

Hudson Valley: Craft Brewery Bike Tour

$169
per adult
Hudson Valley: Craft Brewery Bike Tour
See all activities in Brewster

Brewster Hotel Deals

Heidi's Inn

Heidi's Inn

2.5 out of 5
1270 Route 22 Brewster NY
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $160 total per night from May 11 to May 12
$160 total
May 11 - May 12
Total with taxes and fees
8.8/10 Excellent! (836 reviews)
Clean. Well maintained rooms and grounds. Good staff

Reviewed on Apr 30, 2026

Heidi's Inn
Comfort Inn Brewster

Comfort Inn Brewster

2.5 out of 5
7-11 Peach Lake Road Brewster NY
Fully refundable
$144 nightly
The price is $156 total per night from May 28 to May 29
$156 total
May 28 - May 29
Total with taxes and fees
8.8/10 Excellent! (564 reviews)
the shower was akward to use as I called the front desk to find the water must be running in order to pull down on a lever to allow water to reach the shower. THey may want to update these valves that are confusing to use. Also the grab bar in our bath was loose. Other wise our stay was good, a very ...

Reviewed on Apr 30, 2026

Comfort Inn Brewster
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

Brewster NY
10/10 Exceptional! (12 reviews)
Both Orestes’s photos, as well as his descriptive words, were spot on (no pun intended as the kind, warm and welcoming owner of this magnificent property has a canine son named Spot!) when “ painting the picture “ (and that pun was intended as Orestes is a talent artist with some of his beautiful ...

Reviewed on Sep 11, 2025

Get rates
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.
See all 915 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.

Find the Best Brewster Vacation Packages

Brewster Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
2,100
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Thunder Ridge Ski Resort, Clarence Fahnestock State Park and Wonder Lake State Park

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Frequently asked questions

How much does a Brewster vacation package cost?
You can snap up a vacation package to this top destination from $3,664 on Expedia. But how much your vacation to Brewster costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Brewster?
If you'd like to score a cheap Brewster vacation package, consider planning a trip in February, November and December. You're likely to find better rates on hotels and flights during these months — perfect for a budget-friendly break.
How many days is enough for Brewster?
With a well-organized itinerary, you can easily hit the main Brewster sights in a few days. But if you prefer to venture off the beaten track or go on day tours, consider booking your Brewster vacation for longer.
How to find the best Brewster package deals?
Begin your search for a Brewster package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Brewster package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Brewster getaway off to a flying start.
Is it cheaper to book a Brewster vacation as a package?
You can enjoy significant savings on your Brewster retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Brewster?
If you have your Brewster vacation dates locked in, book as soon as you can to score some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Brewster?

  1. Choose when to get away: Check your diary and get your bags packed. Your favorite time of year and the type of activities available will also help you decide when to escape to Brewster.
  2. Plan your budget wisely: On top of the price of your hotel, you'll need to factor in other expenses too. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Brewster.
  3. Discover Brewster using our trip planning tool: Gain insights into the top attractions and best stays for your trip to Brewster. You can also save your favorite places, collaborate with friends and family and arrange all your plans in one place.
  4. Decide how long to go for: Now that you're up to speed on Brewster, you can figure out the perfect length of your break. Create a rough plan and allocate enough time for all the things you want to do.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Brewster vacation package.
  6. Book activities and experiences ahead of time: Whether it's a ticket to a big attraction or a day trip, you won't have to worry about missing out on the best Brewster has to offer. Find all the exciting things to do in Brewster with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Brewster vacation packages?
Your Brewster break should be a relaxing escape from your busy life, not a source of money worries. So to allow you more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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