Search Deals onThimble Islands Vacation Packages
Thimble Islands Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Harbor Front Inn
Save 100% on your flight
Price was $679, price is now $349 per person
$349
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenport Carousel and Camera Obscura are located nearby.
Sound View Greenport
Price was $1,019, price is now $495 per person
$495
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Railroad Museum of Long Island and The Old Field Vineyards are located nearby.
The Inn At Fox Hollow Hotel
Save 100% on your flight
Price was $728, price is now $381 per person
$381
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 4-star golf hotel in Woodbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Oyster Bay Golf Course and Oheka Castle are located nearby.
Harpoon House
Price was $941, price is now $494 per person
$494
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 3-star B&B in Southampton. Enjoy free WiFi, free parking, and 3 bars/lounges. Popular attractions Cooper's Beach and The Hamptons Beaches are located nearby.
1 Hotel Brooklyn Bridge
Price was $2,262, price is now $1,236 per person
$1,236
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 5-star luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
Three Ducks
Save 100% on your flight
Price was $883, price is now $490 per person
$490
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Westhampton (FOK)
Stay at this hotel in Westhampton. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Westhampton Beach Performing Arts Center and Lashley Beach are located nearby.
Windrose On Hudson
Save 100% on your flight
Price was $950, price is now $536 per person
$536
per person
Oct 28 - Nov 1
found 15 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (NYC)
Stay at this hotel in Ossining. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Van Cortlandt Manor and Croton Point Park are located nearby.
Hotel St. James
Save 100% on your flight
Price was $816, price is now $473 per person
$473
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Times Square and Broadway are located nearby.
Thimble Islands Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Thimble Islands Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Aug 23 - Fri, Aug 29
SFO
San Francisco Intl.
HVN
Tweed - New Haven Regional
$703 Roundtrip, found 5 days ago
$703
Roundtrip
found 5 days ago
Sat, Aug 23 - Fri, Aug 29
SFO
San Francisco Intl.
HVN
Tweed - New Haven Regional
$713 Roundtrip, found 5 days ago
$713
Roundtrip
found 5 days ago
Wed, Aug 27 - Fri, Sep 5
SFO
San Francisco Intl.
HVN
Tweed - New Haven Regional
$722 Roundtrip, found 18 hours ago
$722
Roundtrip
found 18 hours ago
Sat, Aug 23 - Mon, Aug 25
SFO
San Francisco Intl.
HVN
Tweed - New Haven Regional
$724 Roundtrip, found 5 days ago
$724
Roundtrip
found 5 days ago
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