Fishers Island Vacations from $607
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Your Fishers Island Vacation
From its highlights to its hidden delights, this city is best experienced with a Fishers Island vacation package. Book a hotel in Watch Hill Historic District, which is great for views, dining and shopping. Want to see the sights but unsure where to start? Any trip to Fishers Island should include South Beach. That dream Fishers Island vacation is a couple of clicks away. Search flights, hotels and more on Expedia for a getaway that's tailored to suit your style.
The Latest Fishers Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Seven Beach Lane
$1,150
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
9.4/10 Exceptional! (29 reviews)
Property was extremely conveniently located to Main Street. The pool was clean with plenty of towels. Staff was pleasant. Great overall experience.
Reviewed on Aug 11, 2026
33 Hotel, New York City, Seaport
Manhattan
$1,374
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,005 reviews)
When checking in the front desk informed me that I had $42 to spend in room order including patronage at the restaurant on site. They did not mention that the spend doesn’t include or cannot apply to gratuity. I spent $40 on the entire bill at the restaurant and the hotel only took off the portion without the gratuity. The toilet was not flushing well and toward the end of my stay the water never stopped running so I had to call the front desk at 10pm. The elevator was not working but the technician appeared to not communicate to hotel guests by just standing there. I had to carry 3 bags and took a few steps down to another elevator.
Reviewed on Aug 11, 2026
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View all tripsStay near popular Fishers Island attractions
South Beach
South Beach on Fishers Island offers pristine sands and ocean views in a tranquil, unspoiled setting. Bring supplies for your visit as amenities are limited on this secluded natural retreat.
Fishers Island Hotel Deals
Two Trees Inn
240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
$108 nightly
$124 total
Aug 17 - Aug 18
Total with taxes and fees
8.4/10 Very Good! (213 reviews)
"Way cheaper than staying at the casino and it's feet away. There is a bar, a restaurant and a pool. Nice place to stay."
Reviewed on Aug 13, 2026
Best Western Mystic Hotel
48 Whitehall Ave Mystic CT
Fully refundableReserve now, pay when you stay
$137 nightly
$158 total
Aug 23 - Aug 24
Total with taxes and fees
8.6/10 Excellent! (685 reviews)
"Great place to stay ! Very clean"
Reviewed on Aug 13, 2026
Hilltop Inn and Suites, near Foxwoods Casino
373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
$88 nightly
$101 total
Sep 13 - Sep 14
Total with taxes and fees
7.8/10 Good! (2,877 reviews)
"Comfortable rooms with good air conditioning"
Reviewed on Aug 13, 2026
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.
Find the Best Fishers Island Vacation Packages
Fishers Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 240 |
Max Temp Winter | 40ºF |
Max Temp Summer | 75ºF |
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Frequently asked questions
How much does a Fishers Island vacation package cost?
Offering excellent value package deals from $607 on Expedia, you'll be pleasantly surprised at how much a vacation to Fishers Island costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Fishers Island?
If you're looking to book a cheap Fishers Island vacation package, consider traveling in January, October and December. You'll typically find lower prices on flights and accommodations during these quieter months — perfect for a budget-friendly break.
How many days is enough for Fishers Island?
The ideal duration for your Fishers Island vacation depends on what you'd like to do. Generally, a few days to a week will give you time to visit all the leading sights and explore some hidden treasures along the way.
How to find the best Fishers Island package deals?
Start your search for a Fishers Island package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Fishers Island package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Fishers Island getaway off to a flying start.
Is it cheaper to book a Fishers Island vacation as a package?
You can enjoy significant savings on your next Fishers Island retreat by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Fishers Island?
If you're considering a spontaneous Fishers Island trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Fishers Island vacation packages?
Your Fishers Island getaway is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to give you extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
