Brewster Vacations from $497

Book a Hotel + Flight or Car together to unlock savings

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.
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
Price was $608, price is now $497 per person
$497
per person
Oct 5 - Oct 9
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.6/10 Excellent! (1,181 reviews)
What a perfect place to stop off at. The pool was great, the cocktails were delicious, the room service was tasty. I love the funky style of the rooms and I highly recommend a balcony.

Reviewed on Jul 23, 2026

Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
Save 100% on your flight
Price was $719, price is now $532 per person
$532
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
6.4/10 (136 reviews)
Hotel is in very bad shape -Peeling paint everywhere - stained carpets - musty smells Stay Away

Reviewed on Jul 21, 2026

Delamar Southport

Delamar Southport

4 out of 5
Save 100% on your flight
Price was $976, price is now $727 per person
$727
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
9.6/10 Exceptional! (493 reviews)
Breakfast in the morning was a terrific addition to an already pleasant stay.

Reviewed on Jul 20, 2026

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking

2 out of 5
Bryn Mawr
Price was $1,108, price is now $864 per person
$864
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
6.8/10 (3 reviews)

Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
Price was $830, price is now $655 per person
$655
per person
Oct 15 - Oct 18
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
8/10 Very Good! (1,008 reviews)

Don't see what you're looking for?
See all available trips from Columbus to Brewster
View all trips

Stay near popular Brewster attractions

Brewster Public Library

7.2/10 (5 reviews)
Brewster Public Library serves as a community hub on Main Street, offering diverse resources and comfortable reading areas. Browse their collection or join engaging programs in this welcoming local institution.
See properties

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 Jul 26 to Jul 27
$160 total
Jul 26 - Jul 27
Total with taxes and fees
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 Aug 16 to Aug 17
$156 total
Aug 16 - Aug 17
Total with taxes and fees
Comfort Inn Brewster
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $123 total per night from Aug 2 to Aug 3
$123 total
Aug 2 - Aug 3
Total with taxes and fees
8/10 Very Good! (1,323 reviews)
"Fantastic hotel with comfortable beds and large rooms. Staff was super generous and the breakfast buffet wasn’t too bad!"

Reviewed on Jul 23, 2026

Ethan Allen Hotel
See all 892 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Brewster vacation package cost?
You can snap up a vacation package to this top destination from $497 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.

Explore a world of travel with Expedia

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