Cheap Vacations in Sag Harbor

Choose two or more items and save on your trip:

3-night Sag Harbor vacations

Price found within the past 48 hours. Click for updated prices.
Windrose On Hudson

Windrose On Hudson

3 out of 5
Save 100% on your flight
Price was $614, price is now $416 per person
$416
per person
Apr 30 - May 3
found 22 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to New York (LGA)
Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Price was $1,111, price is now $663 per person
$663
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Outsite Chelsea

Outsite Chelsea

2 out of 5
Save 100% on your flight
Price was $789, price is now $513 per person
$513
per person
Apr 21 - Apr 24
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Hotel St. James

Hotel St. James

2.5 out of 5
Price was $812, price is now $533 per person
$533
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Price was $1,113, price is now $743 per person
$743
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Price was $1,044, price is now $700 per person
$700
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Hyatt Union Square New York

Hyatt Union Square New York

4 out of 5
Save 100% on your flight
Price was $1,274, price is now $857 per person
$857
per person
Apr 21 - Apr 24
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Holiday Inn Express New York - Manhattan West Side by IHG

Holiday Inn Express New York - Manhattan West Side by IHG

2.5 out of 5
Save 100% on your flight
Price was $888, price is now $604 per person
$604
per person
Apr 21 - Apr 24
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
The William Hotel Midtown, New York

The William Hotel Midtown, New York

2 out of 5
Save 100% on your flight
Price was $1,065, price is now $731 per person
$731
per person
Apr 21 - Apr 24
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Price was $810, price is now $558 per person
$558
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
The Gallivant Times Square

The Gallivant Times Square

3.5 out of 5
Save 100% on your flight
Price was $770, price is now $533 per person
$533
per person
Apr 30 - May 3
found 20 hours ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)

4-night Sag Harbor vacations

Price found within the past 48 hours. Click for updated prices.
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
Price was $806, price is now $541 per person
$541
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Price was $1,290, price is now $682 per person
$682
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Hotel St. James

Hotel St. James

2.5 out of 5
Price was $1,043, price is now $613 per person
$613
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Price was $1,307, price is now $842 per person
$842
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Price was $1,255, price is now $809 per person
$809
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Hyatt Union Square New York

Hyatt Union Square New York

4 out of 5
Price was $1,241, price is now $806 per person
$806
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3.5 out of 5
Save 100% on your flight
Price was $996, price is now $659 per person
$659
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $1,531, price is now $1,018 per person
$1,018
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Outsite Chelsea

Outsite Chelsea

2 out of 5
Save 100% on your flight
Price was $1,098, price is now $730 per person
$730
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
The William Hotel Midtown, New York

The William Hotel Midtown, New York

2 out of 5
Price was $1,790, price is now $1,213 per person
$1,213
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Holiday Inn Express New York City Times Square by IHG

Holiday Inn Express New York City Times Square by IHG

3 out of 5
Price was $931, price is now $631 per person
$631
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)

5-night Sag Harbor vacations

Price found within the past 48 hours. Click for updated prices.
Home2 Suites by Hilton Newark Airport

Home2 Suites by Hilton Newark Airport

3 out of 5
Price was $844, price is now $640 per person
$640
per person
Apr 24 - Apr 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $1,492, price is now $911 per person
$911
per person
Apr 29 - May 4
found 18 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Newark Liberty International Airport Marriott

Newark Liberty International Airport Marriott

4 out of 5
Save 100% on your flight
Price was $1,077, price is now $693 per person
$693
per person
Apr 12 - Apr 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 $3,349, price is now $2,301 per person
$2,301
per person
May 1 - May 6
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Interfaith 21

Interfaith 21

2 out of 5
Price was $1,450, price is now $1,006 per person
$1,006
per person
Apr 29 - May 4
found 18 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

5 out of 5
Save 100% on your flight
Price was $5,721, price is now $4,187 per person
$4,187
per person
May 1 - May 6
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Price was $2,293, price is now $1,688 per person
$1,688
per person
May 1 - May 6
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Save 100% on your flight
Price was $2,869, price is now $2,174 per person
$2,174
per person
May 1 - May 6
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
The Manner, The Unbound Collection by Hyatt

The Manner, The Unbound Collection by Hyatt

5 out of 5
Price was $2,508, price is now $1,922 per person
$1,922
per person
Apr 29 - May 4
found 18 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Hyatt Union Square New York

Hyatt Union Square New York

4 out of 5
Price was $2,131, price is now $1,637 per person
$1,637
per person
May 1 - May 6
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
The Gotham Hotel

The Gotham Hotel

4.5 out of 5
Price was $1,491, price is now $1,147 per person
$1,147
per person
Apr 29 - May 4
found 18 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)

6-7 night Sag Harbor vacations

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn PLUS+ Long Island - Garden City

Red Roof Inn PLUS+ Long Island - Garden City

2.5 out of 5
Save 100% on your flight
Price was $1,135, price is now $803 per person
$803
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3.5 out of 5
Save 100% on your flight
Price was $1,504, price is now $953 per person
$953
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Comfort Inn Prospect Park - Brooklyn

Comfort Inn Prospect Park - Brooklyn

2.5 out of 5
Save 100% on your flight
Price was $1,235, price is now $834 per person
$834
per person
Apr 14 - Apr 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Allegria Hotel

Allegria Hotel

4 out of 5
Save 100% on your flight
Price was $1,232, price is now $863 per person
$863
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Nova Hotel Brooklyn

Nova Hotel Brooklyn

3 out of 5
Save 100% on your flight
Price was $1,223, price is now $859 per person
$859
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Off Soho Suites Hotel

Off Soho Suites Hotel

2 out of 5
Save 100% on your flight
Price was $1,336, price is now $945 per person
$945
per person
Apr 20 - Apr 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
DoubleTree by Hilton New York JFK Airport

DoubleTree by Hilton New York JFK Airport

3.5 out of 5
Save 100% on your flight
Price was $1,348, price is now $954 per person
$954
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hilton Garden Inn Long Island City New York

Hilton Garden Inn Long Island City New York

3 out of 5
Save 100% on your flight
Price was $1,593, price is now $1,131 per person
$1,131
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Save 100% on your flight
Price was $1,969, price is now $1,046 per person
$1,046
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
Price was $1,440, price is now $838 per person
$838
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $2,386, price is now $1,433 per person
$1,433
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
The William Hotel Midtown, New York

The William Hotel Midtown, New York

2 out of 5
Save 100% on your flight
Price was $2,310, price is now $1,448 per person
$1,448
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)

Flight deals to Sag Harbor

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

Fri, May 8 - Wed, May 13
ATL
Atlanta
LGA
New York
$56 Roundtrip, found 1 day ago
$56
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, May 8 from Atlanta to New York, returning Wed, May 13, priced at $56 found 1 day ago
Mon, Mar 23 - Tue, Mar 24
ATL
Atlanta
JFK
New York
$56 Roundtrip, found 3 days ago
$56
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Mar 23 from Atlanta to New York, returning Tue, Mar 24, priced at $56 found 3 days ago
Fri, May 8 - Sat, May 9
ATL
Atlanta
EWR
New York
$56 Roundtrip, found 3 hours ago
$56
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, May 8 from Atlanta to New York, returning Sat, May 9, priced at $56 found 3 hours ago

Top rated hotels for your Sag Harbor vacation

Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
0.52 mi from city center
$205 nightly
The price is $234 total per night
$234 total
Mar 8 - Mar 9
Total with taxes and fees
When you stay at Sag Harbor Inn in Sag Harbor, you'll be near the beach, just steps from The Hamptons Beaches and 9 minutes by foot from Bay Street Theatre.
Pool
Breakfast included
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
15.74 mi from city center
$459 nightly
The price is $524 total per night
$524 total
Mar 22 - Mar 23
Total with taxes and fees
Located in Montauk, Gurney's Montauk Resort & Seawater Spa is by the ocean, a 3-minute drive from Hither Hills State Park and 7 minutes from Shadmoor State Park.
On private beach
Pool
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
18.21 mi from city center
$148 nightly
The price is $169 total per night
$169 total
Mar 8 - Mar 9
Total with taxes and fees
When you stay at Montauk Manor in Montauk, you'll be near the beach, within a 15-minute walk of The Hamptons Beaches and Shadmoor State Park.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Sag Harbor
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.