Cheap Vacations in Town of Southold Town

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Town of Southold Town vacations

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
per person
Jun 6 - Jun 9
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Save 100% on your flight
per person
May 24 - May 26
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

4 out of 5
Manhattan
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Millennium Hilton New York One UN Plaza

Millennium Hilton New York One UN Plaza

4 out of 5
Manhattan
Save 100% on your flight
per person
May 28 - Jun 2
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
New York Marriott Downtown

New York Marriott Downtown

4 out of 5
Manhattan
Save 100% on your flight
per person
May 24 - May 26
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Thompson Central Park New York, by Hyatt

Thompson Central Park New York, by Hyatt

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jun 6 - Jun 9
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Prices and availability subject to change. Additional terms may apply.

3-night Town of Southold Town vacations

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
per person
Jun 6 - Jun 9
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Save 100% on your flight
per person
May 24 - May 27
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Westin New York at Times Square

The Westin New York at Times Square

4.5 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 9
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

5 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Thompson Central Park New York, by Hyatt

Thompson Central Park New York, by Hyatt

4.5 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 9
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Chatwal, In The Unbound Collection By Hyatt

The Chatwal, In The Unbound Collection By Hyatt

5 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Arlo NoMad

Arlo NoMad

4 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Arlo SoHo

Arlo SoHo

4 out of 5
Save 100% on your flight
per person
May 31 - Jun 3
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Prices and availability subject to change. Additional terms may apply.

4-night Town of Southold Town vacations

The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
per person
Jun 13 - Jun 17
Roundtrip flight included
Charlotte (CLT) 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
per person
Jun 13 - Jun 17
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 17
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 17
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
per person
May 24 - May 28
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 17
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Save 100% on your flight
per person
Jun 5 - Jun 9
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 17
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 17
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

2.5 out of 5
Save 100% on your flight
per person
May 20 - May 24
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Home2 Suites By Hilton New York Times Square

Home2 Suites By Hilton New York Times Square

3 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 17
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Hyatt Place New York Midtown South

Hyatt Place New York Midtown South

3.5 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 17
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Prices and availability subject to change. Additional terms may apply.

5-night Town of Southold Town vacations

The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
per person
May 28 - Jun 2
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
per person
Jun 6 - Jun 11
Roundtrip non-stop 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
per person
May 28 - Jun 2
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
per person
May 28 - Jun 2
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
per person
May 28 - Jun 2
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
per person
May 28 - Jun 2
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Empire Hotel

Empire Hotel

4 out of 5
Save 100% on your flight
per person
May 28 - Jun 2
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Home2 Suites By Hilton New York Times Square

Home2 Suites By Hilton New York Times Square

3 out of 5
Save 100% on your flight
per person
May 28 - Jun 2
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Millennium Hilton New York One UN Plaza

Millennium Hilton New York One UN Plaza

4 out of 5
Save 100% on your flight
per person
May 28 - Jun 2
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Westin New York at Times Square

The Westin New York at Times Square

4.5 out of 5
Save 100% on your flight
per person
May 28 - Jun 2
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Holiday Inn Express - New York City Chelsea, an IHG Hotel

Holiday Inn Express - New York City Chelsea, an IHG Hotel

3 out of 5
Save 100% on your flight
per person
May 28 - Jun 2
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Chatwal, In The Unbound Collection By Hyatt

The Chatwal, In The Unbound Collection By Hyatt

5 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 11
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Prices and availability subject to change. Additional terms may apply.

6-7 night Town of Southold Town vacations

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

4 out of 5
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Home2 Suites By Hilton New York Times Square

Home2 Suites By Hilton New York Times Square

3 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Holiday Inn Express - New York City Chelsea, an IHG Hotel

Holiday Inn Express - New York City Chelsea, an IHG Hotel

3 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Hard Rock Hotel New York

Hard Rock Hotel New York

4.5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Life Hotel

The Life Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Martinique New York on Broadway, Curio Collection by Hilton

Martinique New York on Broadway, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
The Muse New York

The Muse New York

3.5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 18
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
Prices and availability subject to change. Additional terms may apply.

Top places to visit in Town of Southold Town

Beautiful spot on the #longisland sound surfing
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Greenport

Greenport

Flight deals to Town of Southold Town

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

Tue, May 14 - Wed, May 15
PBI
West Palm Beach
ISP
Islip
$68 Roundtrip, found 4 days ago
$68
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, May 14 from West Palm Beach to Islip, returning Wed, May 15, priced at $68 found 4 days ago
Thu, May 16 - Tue, May 21
FLL
Fort Lauderdale
ISP
Islip
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, May 16 from Fort Lauderdale to Islip, returning Tue, May 21, priced at $68 found 2 days ago
Sat, May 4 - Sun, May 5
MCO
Orlando
ISP
Islip
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, May 4 from Orlando to Islip, returning Sun, May 5, priced at $68 found 3 days ago

Top rated hotels for your Town of Southold Town vacation

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
2.68 mi from city center
The price is $237 per night
$237
per night
Apr 22 - Apr 23
When you stay at Sound View Greenport in Greenport, you'll be by the ocean, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.
Pool
On private beach
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
4.27 mi from city center
The price is $191 per night
$191
per night
Apr 22 - Apr 23
When you a stay at The Harbor Front Inn in Greenport, you'll be near the bay, just steps from Camera Obscura and Greenport Carousel.
Pool
Pet friendly
Greenporter Hotel

Greenporter Hotel

2 out of 5
326 Front St, Greenport, NY
Free Cancellation
Reserve now, pay when you stay
4.19 mi from city center
The price is $121 per night
$121
per night
Apr 23 - Apr 24
A stay at Greenporter Hotel places you in the heart of Greenport, within a 5-minute walk of Railroad Museum of Long Island and Camera Obscura.
Pool
Hot Tub
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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.

^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.