Brewster Vacations from $513

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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.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Save 100% on your flight
Price was $693, price is now $513 per person
$513
per person
May 18 - May 23
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to White Plains (HPN)
8/10 Very Good! (1,376 reviews)
Perfect location right off Highway and inly 45 minutes to JFK. Friendly staff, decent breakfast and the coffee and cookies hit the spot when we arrived! Room was clean and perfect for our one night stay. Would absolutely stay there again.

Reviewed on Mar 8, 2026

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

4 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $851, price is now $596 per person
$596
per person
May 7 - May 10
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to White Plains (HPN)
2/10 (1 review)
Cromwell Manor Inn

Cromwell Manor Inn

4 out of 5
Save 100% on your flight
Price was $856, price is now $602 per person
$602
per person
May 28 - May 31
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
9.4/10 Exceptional! (95 reviews)
An interesting and beautiful historical site. The mansion has been beautifully preserved and simultaneously updated with all the modern amenities needed to be comfortable, including well-equipped bathrooms and comfortable beds. The owners love to make breakfast for the guests so don’t skip that part of the experience. Cornwall itself is a hidden gem and wonderful escape. Enjoy!

Reviewed on Jan 18, 2026

Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
Save 100% on your flight
Price was $721, price is now $543 per person
$543
per person
May 18 - May 22
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8/10 Very Good! (1,002 reviews)
Th room was fine, staff was great. Really enjoyed the spa there.

Reviewed on Feb 27, 2026

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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
$129 nightly
The price is $140 total per night from Mar 12 to Mar 13
$140 total
Mar 12 - Mar 13
Total with taxes and fees
8.8/10 Excellent! (823 reviews)
We love Heidi’s Inn, It’s such a beautiful area, very cozy Inn. Pet friendly, excellent parking right in front of your unit. Beautiful up dated rooms. There’s an awesome restaurant right up the hill, walking distance, enclosed in the winter open air in summer. Loved it.

Reviewed on Mar 5, 2026

Heidi's Inn
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
$127 nightly
The price is $137 total per night from Mar 29 to Mar 30
$137 total
Mar 29 - Mar 30
Total with taxes and fees
9/10 Wonderful! (551 reviews)
All was good

Reviewed on Mar 8, 2026

Comfort Inn Brewster
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $86 total per night from Mar 12 to Mar 13
$86 total
Mar 12 - Mar 13
Total with taxes and fees
7.8/10 Good! (1,005 reviews)
Average place to stay. Clean & quiet room on 1st floor. Staff at morning breakfast were very friendly & helpful.

Reviewed on Mar 10, 2026

Best Western Danbury/Bethel
See all 872 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 $513 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.