Search Deals onThimble Islands Vacation Packages
Thimble Islands Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
American Hotel
Save 100% on your flight
Price was $884, price is now $563 per person
$563
per person
Dec 2 - Dec 7
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Book a stay at this business-friendly hotel in Freehold. Enjoy 2 bars/lounges, room service, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions DowntownFreehold.com Gazebo and ParkStage are located nearby.
Extremely quaint and old southern charm
Reviewed on Sep 8, 2026
Beechmont - Perfect for Family Retreat!
Save 100% on your flight
Price was $3,710, price is now $1,966 per person
$1,966
per person
Oct 9 - Oct 14
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Beardsley Zoo and Lafayette Park are located nearby.
1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was $2,657, price is now $1,556 per person
$1,556
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Book a stay at this 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.
I enjoyed my stay.
The staff here is remarkable and they go above and beyond to please their customers.
I’m looking forward to staying here again in 2 weeks! =)
Reviewed on Sep 8, 2026
Hotel Riu Plaza Manhattan Times Square
Price was $2,675, price is now $1,604 per person
$1,604
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.
Las Flores Villa
Save 100% on your flight
Price was $7,136, price is now $4,414 per person
$4,414
per person
Nov 26 - Nov 30
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New Haven (HVN)
Book a stay at this luxury vacation home in New Preston. Enjoy free WiFi, free parking, and private pools. Popular attractions Hopkins Vineyard and Lake Waramaug are located nearby.
33 Hotel, New York City, Seaport
Save 100% on your flight
Price was $1,621, price is now $1,004 per person
$1,004
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
Staff were super friendly and helpful. Place is next to the Brooklyn Bridge, Wall St, Chinatown, just so much to do and you can just walk everywhere.
Reviewed on Sep 8, 2026
Library Hotel by Library Hotel Collection
Save 100% on your flight
Price was $1,486, price is now $934 per person
$934
per person
Nov 11 - Nov 15
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Book a stay at this boutique hotel in New York. Enjoy free breakfast, a rooftop terrace, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Bryant Park and Grand Central Terminal are located nearby.
The Towers at Lotte New York Palace
Save 100% on your flight
Price was $6,402, price is now $4,025 per person
$4,025
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Grand Central Terminal are located nearby.
Cool atmosphere
Reviewed on Sep 4, 2026
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.
Fri, Oct 16 - Mon, Oct 19
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago
Fri, Oct 16 - Mon, Oct 19
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$209 Roundtrip, found 2 days ago
$209
Roundtrip
found 2 days ago
Fri, Apr 9 - Sun, Apr 18
MYR
Myrtle Beach Intl.
HVN
Tweed - New Haven Regional
$232 Roundtrip, found 3 hours ago
$232
Roundtrip
found 3 hours ago
Sun, Oct 4 - Wed, Oct 7
TTN
Mercer
HVN
Tweed - New Haven Regional
$740 Roundtrip, found 3 days ago
$740
Roundtrip
found 3 days ago
Discover Other Travel Deals
- Stony Creek - Thimble Islands Historic District Vacations
- Yale University Vacations
- Yale-New Haven Hospital Vacations
- Quinnipiac University Vacations
- Hammonasset Beach State Park Vacations
- Essex Steam Train Vacations
- University of New Haven Vacations
- Silver Sands State Park Vacations
- Toyota Oakdale Theatre Vacations
- Southern Connecticut State University Vacations
- New Haven Green Vacations
- Walnut Beach Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
