Cheap Vacations in Thimble Islands
- Thimble Islands vacations
- 3-night Thimble Islands vacations
- 4-night Thimble Islands vacations
- 5-night Thimble Islands vacations
- 6-7 night Thimble Islands vacations
3-night Thimble Islands vacations
Price found within the past 48 hours. Click for updated prices.
4-night Thimble Islands vacations
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5-night Thimble Islands vacations
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6-7 night Thimble Islands vacations
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Flight deals to Thimble Islands
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
DTW
Detroit
HVN
New Haven
$116 Roundtrip, found 1 day ago
$116
Roundtrip
found 1 day ago
ORD
Chicago
HVN
New Haven
$126 Roundtrip, found 19 hours ago
$126
Roundtrip
found 19 hours ago
DTW
Detroit
HVN
New Haven
$126 Roundtrip, found 3 days ago
$126
Roundtrip
found 3 days ago
Top rated hotels for your Thimble Islands vacation
New Haven Hotel
229 George Street New Haven CT
Free Cancellation
Reserve now, pay when you stay
9.87 mi from city center
$135 nightly
The price is $155 total per night
$155 total
May 3 - May 4
Total with taxes and fees
New Haven Hotel is centrally located in New Haven, a 4-minute walk from Shubert Theater and 5 minutes by foot from New Haven Green.
Pet friendly
Free WiFi
Omni New Haven Hotel at Yale
155 Temple St New Haven CT
Free Cancellation
Reserve now, pay when you stay
9.82 mi from city center
$149 nightly
The price is $172 total per night
$172 total
May 11 - May 12
Total with taxes and fees
With a stay at Omni New Haven Hotel at Yale, you'll be centrally located in New Haven, steps from New Haven Green and within a 10-minute walk of Yale University.
Pet friendly
Free WiFi
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Free Cancellation
Reserve now, pay when you stay
16.63 mi from city center
$294 nightly
The price is $338 total per night
$338 total
Apr 22 - Apr 23
Total with taxes and fees
With a stay at Water's Edge Resort & Spa in Westbrook (Westbrook Center), you'll be a 4-minute drive from Tanger Outlets and 8 minutes from Clinton Crossing Premium Outlets.
On private beach
Pool
Don't see what you're looking for?
See all available properties in Thimble Islands
View all propertiesLowest 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.
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^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.
