Book Exclusive Town of Lewisboro Vacation Packages

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Cross River

Vacations
Cross River

Town of Lewisboro flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was CA $2,299, price is now CA $1,373 per person
CA $1,373
per person
Oct 2 - Oct 4
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Hartford HealthCare Amphitheater and Svihra Park are located nearby.
Sound View Greenport

Sound View Greenport

4 out of 5
Price was CA $2,987, price is now CA $1,793 per person
CA $1,793
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Hashamomuck Pond and Railroad Museum of Long Island are located nearby.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,621, price is now CA $1,623 per person
CA $1,623
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Detroit (DTW) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,564, price is now CA $1,588 per person
CA $1,588
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Detroit (DTW) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,923, price is now CA $2,449 per person
CA $2,449
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.

Top Town of Lewisboro hotels deals

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Free cancellation
Reserve now, pay when you stay
The price is CA $222 per night
CA $222
CA $288 total
Aug 11 - Aug 12
includes taxes & fees
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
Pool
Pet-friendly
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Free cancellation
Reserve now, pay when you stay
The price is CA $221 per night
CA $221
CA $299 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Westchester County Center and The Westchester Mall are located nearby.
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Free cancellation
Reserve now, pay when you stay
The price is CA $248 per night
CA $248
CA $285 total
Sep 6 - Sep 7
includes taxes & fees
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and E. Gaynor Brennan Golf Course are located nearby.
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
Free cancellation
Reserve now, pay when you stay
The price is CA $212 per night
CA $212
CA $244 total
Aug 16 - Aug 17
includes taxes & fees
Stay at this hotel in Trumbull. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hartford HealthCare Amphitheater and Roosevelt Forest are located nearby.
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Free cancellation
The price is CA $170 per night
CA $170
CA $196 total
Aug 26 - Aug 27
includes taxes & fees
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gateway Shopping Center and Silvermine Arts Center are located nearby.
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Free cancellation
Reserve now, pay when you stay
The price is CA $143 per night
CA $143
CA $165 total
Aug 16 - Aug 17
includes taxes & fees
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Danbury Fair Mall and Xtreme Play Adventure Park are located nearby.
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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.

Stay near popular Town of Lewisboro attractions

Truesdale Lake

Commune with nature and explore the great outdoors at Truesdale Lake during your travels in South Salem.
See properties

Photos of local treasures

Browse Town of Lewisboro vacation photos for more inspiration

A calm lake reflecting a forested hill during sunset.
A person sitting on a large fallen tree in a grassy field with colorful autumn trees in the background.

Frequently asked questions

How much are vacation packages to Town of Lewisboro?
You can pick up an awesome flight and hotel bundle for as little as CA $1,373. With one of our Travelocity vacation packages, an escape to Town of Lewisboro has never looked so good! Save your time and cash and then start packing those bags.
Where can I get the best vacation package deals for Town of Lewisboro?
You'll discover an excellent range of Town of Lewisboro package deals on Travelocity. With 400 airlines and 1,000,000 properties around the globe, putting together your dream vacation will be simple.
Why should I book my Town of Lewisboro vacation bundle with Travelocity?
We offer a destination to suit every kind of traveler, excellent service and 24/7 support. And to top it off, we'll match any lower price you come across with our Price Match Guarantee.
Will I save money on my Town of Lewisboro car rental if I combine it with my hotel or flight?
With a Town of Lewisboro vacation package, you can bundle your flight, car and hotel bookings and save a nice amount. If you want to discover the best of this impressive city, why not check out Times Square? This famous sight is 64 kilometers from Town of Lewisboro. With your own wheels, you'll be there in a flash.
Which airport is best for Town of Lewisboro?
There's a very good chance you'll be landing at John F. Kennedy Intl. Airport (JFK), located 72 kilometers south of inner Town of Lewisboro. Liberty Intl. Airport (EWR) (80 kilometers away from central Town of Lewisboro) and LaGuardia Airport (LGA) (64 kilometers away from central Town of Lewisboro) are other choices.
What is there to do in Town of Lewisboro?
Wolf Conservation Center should be toward the top of your travel schedule. After you've checked off this top attraction, amble through the streets of Town of Lewisboro and learn what really makes this exciting place tick.
Where should I stay when visiting Town of Lewisboro?
The Spacious Lake Home for Peace and Relaxation is the first choice of many travelers. Book as soon as possible to avoid missing out.