
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.

Stamford Suites
Downtown Stamford
Price was CA $773, price is now CA $641 per person
CA $641
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
5.6/10 (49 reviews)
The apartment has a kitchen with basic utensils. The property cleaning staff did not asked me to clean suite unfortunately dropped my computer and broke screen. RVFV once again is involved as well as Roxanna Guevara.
Reviewed on Aug. 30, 2025

Hyatt Regency Greenwich
Price was CA $1,164, price is now CA $952 per person
CA $952
per person
Oct 2 - Oct 6
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.2/10 Very Good! (1,019 reviews)
This hotel is what the others should use as a guide to success
Reviewed on Aug. 26, 2025

Westchester Marriott
Price was CA $1,096, price is now CA $931 per person
CA $931
per person
Oct 2 - Oct 6
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.8/10 Excellent! (350 reviews)
Nice property and staff but nothing in walking distance. Must have been an event going on as parking was full each nite we returned. The beds were double but had space to be queens which would have been much nicer. A comfortable stay for what we needed and worked since we had our own car. Booked for three people but only towels for 2. Again, not a deal breaker, just saying! Thanks!
Reviewed on Aug. 29, 2025

The Stamford Hotel
Downtown Stamford
Price was CA $1,362, price is now CA $1,165 per person
CA $1,165
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to White Plains (HPN)
7.8/10 Good! (1,109 reviews)
The property was nice but the room could use a little maintenance. I noticed some scratches and dinginess on the furniture. There was only one rag for two people. They had continental breakfast and if you wanted a breakfast sandwich you had to pay for it
Reviewed on Aug. 29, 2025

Courtyard by Marriott Tarrytown Westchester County
Price was CA $772, price is now CA $670 per person
CA $670
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
9/10 Wonderful! (1,005 reviews)
Clean, comfortable & quiet! I love the bistro!
Reviewed on Aug. 25, 2025
Brewster Hotel Deals

Comfort Inn Brewster
7-11 Peach Lake Road, Brewster, NY
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Sep 28 to Sep 29
CA $197
CA $214 total
Sep 28 - Sep 29
includes taxes & fees

Heidi's Inn
1270 Route 22, Brewster, NY
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Sep 1 to Sep 2
CA $172
CA $187 total
Sep 1 - Sep 2
includes taxes & fees

Microtel Inn & Suites by Wyndham Bethel/Danbury
80 Benedict Rd, Bethel, CT
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Sep 1 to Sep 2
CA $117
CA $134 total
Sep 1 - Sep 2
includes taxes & fees
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.
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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.