Cheap Vacations in Town of Olive

Choose two or more items and save on your trip:

Town of Olive vacations

Price found within the past 48 hours. Click for updated prices.
Dream Hotel Bronx

Dream Hotel Bronx

2 out of 5
South Side
Save 100% on your flight
Price was $1,428, price is now $712 per person
$712
per person
Jul 14 - Jul 18
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,685, price is now $964 per person
$964
per person
Jul 10 - Jul 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $2,559, price is now $1,649 per person
$1,649
per person
Jul 7 - Jul 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was $2,747, price is now $1,824 per person
$1,824
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $1,213, price is now $813 per person
$813
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
The Ridge Hotel

The Ridge Hotel

3 out of 5
Manhattan
Save 100% on your flight
Price was $1,517, price is now $1,049 per person
$1,049
per person
Jul 10 - Jul 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate

3.5 out of 5
Price was $1,271, price is now $902 per person
$902
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to New York (JFK)
The Surrey A Corinthia Hotel

The Surrey A Corinthia Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was $2,735, price is now $1,945 per person
$1,945
per person
Jul 7 - Jul 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,143, price is now $1,536 per person
$1,536
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,316, price is now $958 per person
$958
per person
Jul 10 - Jul 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)

3-night Town of Olive vacations

Price found within the past 48 hours. Click for updated prices.
Madison Hotel

Madison Hotel

4 out of 5
Price was $697, price is now $527 per person
$527
per person
Jul 7 - Jul 10
found 13 hours ago
Roundtrip flight included
San Juan (SJU) to Newark Liberty Intl. Airport (EWR)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $2,559, price is now $1,649 per person
$1,649
per person
Jul 7 - Jul 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Save 100% on your flight
Price was $1,131, price is now $793 per person
$793
per person
Jul 25 - Jul 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Surrey A Corinthia Hotel

The Surrey A Corinthia Hotel

5 out of 5
Save 100% on your flight
Price was $2,735, price is now $1,945 per person
$1,945
per person
Jul 7 - Jul 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Allegria Hotel

Allegria Hotel

4 out of 5
Price was $1,172, price is now $842 per person
$842
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Save 100% on your flight
Price was $2,616, price is now $1,914 per person
$1,914
per person
Jul 31 - Aug 3
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Faena New York

Faena New York

5 out of 5
Save 100% on your flight
Price was $2,503, price is now $1,832 per person
$1,832
per person
Jul 7 - Jul 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $1,954, price is now $1,443 per person
$1,443
per person
Jul 7 - Jul 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Price was $838, price is now $628 per person
$628
per person
Jul 29 - Aug 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Hampton Inn Garden City Long Island

Hampton Inn Garden City Long Island

2.5 out of 5
Save 100% on your flight
Price was $1,183, price is now $903 per person
$903
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Le Meridien New York, Central Park by Marriott

Le Meridien New York, Central Park by Marriott

4 out of 5
Save 100% on your flight
Price was $819, price is now $626 per person
$626
per person
Jul 4 - Jul 7
found 5 hours ago
Roundtrip flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
East Village Hotel

East Village Hotel

3 out of 5
Save 100% on your flight
Price was $1,315, price is now $1,007 per person
$1,007
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)

4-night Town of Olive vacations

Price found within the past 48 hours. Click for updated prices.
Row NYC

Row NYC

4 out of 5
Price was $977, price is now $703 per person
$703
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Dream Hotel Bronx

Dream Hotel Bronx

2 out of 5
Save 100% on your flight
Price was $1,428, price is now $712 per person
$712
per person
Jul 14 - Jul 18
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $4,772, price is now $2,524 per person
$2,524
per person
Jul 9 - Jul 13
found 6 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel St. James

Hotel St. James

3 out of 5
Save 100% on your flight
Price was $1,150, price is now $726 per person
$726
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Save 100% on your flight
Price was $1,469, price is now $967 per person
$967
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $2,747, price is now $1,824 per person
$1,824
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $1,539, price is now $1,024 per person
$1,024
per person
Jul 30 - Aug 3
found 13 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $1,213, price is now $813 per person
$813
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate

3.5 out of 5
Price was $1,271, price is now $902 per person
$902
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to New York (JFK)
Pendry Natirar

Pendry Natirar

5 out of 5
Price was $2,579, price is now $1,883 per person
$1,883
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Hampton Inn Garden City Long Island

Hampton Inn Garden City Long Island

2.5 out of 5
Price was $1,003, price is now $736 per person
$736
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
The Sohotel

The Sohotel

4 out of 5
Save 100% on your flight
Price was $1,621, price is now $1,190 per person
$1,190
per person
Jul 16 - Jul 20
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)

5-night Town of Olive vacations

Price found within the past 48 hours. Click for updated prices.
The FIDI Hotel

The FIDI Hotel

4 out of 5
Price was $1,002, price is now $744 per person
$744
per person
Jul 23 - Jul 28
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
Price was $2,504, price is now $1,487 per person
$1,487
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Price was $2,259, price is now $1,554 per person
$1,554
per person
Jul 18 - Jul 23
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
OYO Times Square

OYO Times Square

4 out of 5
Save 100% on your flight
Price was $1,617, price is now $1,124 per person
$1,124
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Save 100% on your flight
Price was $2,251, price is now $1,570 per person
$1,570
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Price was $1,407, price is now $997 per person
$997
per person
Jul 8 - Jul 13
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,842, price is now $1,338 per person
$1,338
per person
Jul 15 - Jul 20
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Save 100% on your flight
Price was $1,759, price is now $1,298 per person
$1,298
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Ridge Hotel

The Ridge Hotel

3 out of 5
Price was $1,021, price is now $764 per person
$764
per person
Jul 23 - Jul 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Price was $1,091, price is now $823 per person
$823
per person
Jul 23 - Jul 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Club Quarters Hotel, Grand Central

Club Quarters Hotel, Grand Central

4 out of 5
Save 100% on your flight
Price was $1,626, price is now $1,232 per person
$1,232
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,531, price is now $2,286 per person
$2,286
per person
Jul 7 - Jul 11
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)

6-7 night Town of Olive vacations

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $1,278, price is now $751 per person
$751
per person
Jul 24 - Jul 31
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Save 100% on your flight
Price was $1,685, price is now $964 per person
$964
per person
Jul 10 - Jul 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
Price was $2,829, price is now $1,659 per person
$1,659
per person
Jul 15 - Jul 21
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Save 100% on your flight
Price was $1,713, price is now $1,016 per person
$1,016
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Save 100% on your flight
Price was $2,354, price is now $1,430 per person
$1,430
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel St. James

Hotel St. James

3 out of 5
Save 100% on your flight
Price was $1,834, price is now $1,124 per person
$1,124
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Radio Hotel

Radio Hotel

4 out of 5
Save 100% on your flight
Price was $1,935, price is now $1,206 per person
$1,206
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,363, price is now $852 per person
$852
per person
Jul 24 - Jul 31
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Madison Hotel

Madison Hotel

4 out of 5
Save 100% on your flight
Price was $1,217, price is now $820 per person
$820
per person
Jul 24 - Jul 31
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
The Ridge Hotel

The Ridge Hotel

3 out of 5
Save 100% on your flight
Price was $1,517, price is now $1,049 per person
$1,049
per person
Jul 10 - Jul 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Row NYC

Row NYC

4 out of 5
Save 100% on your flight
Price was $1,505, price is now $1,047 per person
$1,047
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
The Michelangelo New York

The Michelangelo New York

4 out of 5
Save 100% on your flight
Price was $1,904, price is now $1,347 per person
$1,347
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)

Top places to visit in Town of Olive

aerial view of the ashokan reservoir in upstate new york (near woodstock olivebridge) nyc drinking water and catskill mountains (catskills hills background) park road walkway bridge crossing lake pond
FlightsFlightsHotelsHotels

Olivebridge

Olivebridge

Flight deals to Town of Olive

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

Sat, Aug 1 - Wed, Aug 5
RDU
Raleigh
SWF
Newburgh
$157 Roundtrip, found 4 days ago
$157
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Aug 1 from Raleigh to Newburgh, returning Wed, Aug 5, priced at $157 found 4 days ago
Sat, Aug 1 - Wed, Aug 5
RDU
Raleigh
SWF
Newburgh
$162 Roundtrip, found 4 days ago
$162
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Aug 1 from Raleigh to Newburgh, returning Wed, Aug 5, priced at $162 found 4 days ago
Sat, Aug 1 - Wed, Aug 5
RDU
Raleigh
SWF
Newburgh
$167 Roundtrip, found 4 days ago
$167
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Aug 1 from Raleigh to Newburgh, returning Wed, Aug 5, priced at $167 found 4 days ago

Top rated hotels for your Town of Olive vacation

Relaxing Catskill Mountain Cottage.

Relaxing Catskill Mountain Cottage.

West Shokan NY
0.53 mi from city center
Get rates
With a stay at this cottage in West Shokan, you'll be in the mountains, within a 15-minute drive of Catskill Mountains and Olive Free Library.
Kitchen
Pet friendly
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
Free Cancellation
Reserve now, pay when you stay
11.04 mi from city center
$119 nightly
The price is $134 total per night
$134 total
Jun 10 - Jun 11
Total with taxes and fees
Located in Kingston, Best Western Plus Kingston Hotel And Conference Center is in the historical district, a 5-minute walk from Dietz Stadium and 10 minutes by foot from Senate House State Historic Site.
Pool
Pet friendly
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Free Cancellation
Reserve now, pay when you stay
17.84 mi from city center
$138 nightly
The price is $149 total per night
$149 total
Jun 23 - Jun 24
Total with taxes and fees
When you stay at Hunter Lodge, a Bluebird by Lark in Hunter, you'll be near ski lifts, within a 15-minute drive of Hunter Mountain and Kaaterskill Falls.
Breakfast included
Pet friendly
Don't see what you're looking for?
See all available properties in Town of Olive
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 2019-04-01 - 2020-03-31 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.