Cheap Vacations in Town of Highland

Choose two or more items and save on your trip:

Top places to visit in Town of Highland

A solitary tree in a misty field with a backdrop of a cloudy sky and dense forest.
FlightsFlightsHotelsHotels

Eldred

Eldred
A calm lake surrounded by dense green forest under a partly cloudy sky.
FlightsFlightsHotelsHotels

Barryville

Barryville

Flight deals to Town of Highland

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Dec 10 - Sun, Dec 13
FLL
Fort Lauderdale
SWF
Newburgh
$90 Roundtrip, found 2 days ago
$90
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Dec 10 from Fort Lauderdale to Newburgh, returning Sun, Dec 13, priced at $90 found 2 days ago
Wed, Oct 21 - Tue, Oct 27
MCO
Orlando
EWR
New York
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Oct 21 from Orlando to New York, returning Tue, Oct 27, priced at $140 found 1 day ago
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando
ABE
Allentown
$149 Roundtrip, found 2 days ago
$149
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Sep 3 from Orlando to Allentown, returning Sun, Sep 6, priced at $149 found 2 days ago

Top rated hotels for your Town of Highland vacation

The Bradstan Boutique Hotel

The Bradstan Boutique Hotel

3.5 out of 5
1040 State Rte 55 Eldred NY
3.11 mi from city center
$441 nightly
The price is $498 total per night
$498 total
Sep 15 - Sep 16
Total with taxes and fees
Located in Eldred, The Bradstan Boutique Hotel is on a lake, a 1-minute drive from Sidwell Lake and 9 minutes from Lake Superior State Park.
The Drift House

The Drift House

2 out of 5
3351 New York 97 Barryville NY
Free Cancellation
Reserve now, pay when you stay
3.72 mi from city center
$149 nightly
The price is $168 total per night
$168 total
Sep 2 - Sep 3
Total with taxes and fees
Located in Barryville, The Drift House is on a river, a 1-minute drive from Upper Delaware River and 7 minutes from Minisink Battleground Park.
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
Free Cancellation
Reserve now, pay when you stay
16.26 mi from city center
$270 nightly
The price is $296 total per night
$296 total
Sep 2 - Sep 3
Total with taxes and fees
With a stay at The Kartrite Resort & Indoor Waterpark in Monticello, you'll be near ski lifts, within a 5-minute drive of Resorts World Catskills and The Kartrite Resort & Indoor Waterpark.
Don't see what you're looking for?
See all available properties in Town of Highland
View all properties
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 all package bookings with Flight + Hotel made on CheapTickets.com from as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.