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.
Pool
Hot Tub
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.
Pet friendly
Parking included
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.
Pool
Restaurant
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.