Town of Southeast Vacations & Trips from $229

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Town of Southeast Vacation

Make planning your next big adventure quick and easy with a Town of Southeast vacation package. Whether it's nature, history or something else entirely that lures you here, our packages will help you experience the best of it. During your trip to Town of Southeast, you'll want to include a few of its most famous cities. What can't you miss? Brewster. Whether you're traveling for a week or a month, Expedia are here to help you customize your next Town of Southeast vacation.

The Latest Town of Southeast Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Westchester Dobbs Ferry, NY
Ultra-Modern Luxe Sleek & Stunning Stay
Windrose On Hudson
Radio Hotel
Loews Regency New York Hotel

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Find the Best Town of Southeast Vacation Packages

Town of Southeast Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)

Town of Southeast 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
$110 nightly
The price is $119 total per night from Nov 30 to Dec 1
$119 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (510 reviews)
The room is clean like always. The staff was very lovely always enjoying my stay

Reviewed on Nov 23, 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
$110 nightly
The price is $119 total per night from Nov 30 to Dec 1
$119 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (805 reviews)
Breakfast by the fireside was a cozy touch!

Reviewed on Nov 21, 2025

Heidi's Inn
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
$74 nightly
The price is $85 total per night from Dec 2 to Dec 3
$85 total
Dec 2 - Dec 3
Total with taxes and fees
7.6/10 Good! (1,005 reviews)
Evening and night time staff were accommodating but neither were very cordial. Abrupt and unfriendly. Not a huge deal but very surprising. Room was very clean and satisfactory.

Reviewed on Nov 12, 2025

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