Fishers Island Vacation Packages
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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.
Top Fishers Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
OYO Times Square
Manhattan
CA $1,094
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
6.8/10 (2,082 reviews)
I was really disappointed with our stay here. The staff was hardly helpful. A couple were pleasant to talk to but made hardly any effort to help us. Most of the seating downstairs had large stains on them. The room was super basic and either someone left some travel size products in the shower that weren’t cleaned out or they just had random brands left in the shower. It all just felt unprofessional. We will not be staying here again.
Reviewed on Sep 25, 2026
Hotel AKA NoMad
Manhattan
CA $1,560
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,012 reviews)
Wife & friends stayed for harry styles. Many issues. Tv didn’t work, bathtub stopped up. Staff frazzled. Great location but marginal property
Reviewed on Sep 23, 2026
Ready to book your vacation to Fishers Island?
Fishers Island Hotel Deals
Two Trees Inn
240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
CA $120
CA $138 total
Sep 27 - Sep 28
includes taxes & fees
8.4/10 Very good! (623 reviews)
"great experience. wish shuttle ran a little later"
Reviewed on Sep 25, 2026
The Fox Tower at Foxwoods
350 Trolley Line Blvd Mashantucket CT
Fully refundableReserve now, pay when you stay
CA $176
CA $243 total
Oct 7 - Oct 8
includes taxes & fees
Hilltop Inn and Suites, near Foxwoods Casino
373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
CA $118
CA $136 total
Sep 27 - Sep 28
includes taxes & fees
7.8/10 Good! (2,889 reviews)
"We chose this hotel due to its proximity to the Casinos and Olde Mystic Village. It was definitely dated in style but clean and comfortable. Breakfast didn't have many options but enough to make due and the coffee was good. Staff in the lobby was very helpful at check in and check out"
Reviewed on Sep 25, 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.
Stay near popular Fishers Island attractions
South Beach
Why not spend a lazy afternoon at South Beach during your trip to Fishers Island? Make some time to visit the shops while you're in the area.
Frequently asked questions
How much does a Fishers Island vacation package cost?
Offering great value package deals from CA $1,094 on Expedia, you'll be pleasantly surprised at how much a vacation to Fishers Island costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Fishers Island?
You can usually find lower rates and better availability in January, February and March. Take a look at our cheap Fishers Island vacation packages and you could score some great off-season deals.
How many days is enough for Fishers Island?
With a well-organized travel plan, you can easily hit the top Fishers Island attractions in a handful of days. But if you prefer to discover lesser-known spots or take day trips, consider booking your Fishers Island vacation for longer.
How to find the best Fishers Island package deals?
Begin your search for a Fishers Island package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Fishers Island package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Fishers Island escape off to a flying start.
Is it cheaper to book a Fishers Island vacation as a package?
You can enjoy significant savings on your Fishers Island break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Fishers Island?
Enjoy fantastic discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Fishers Island escape.
How to plan a trip to Fishers Island?
- Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Fishers Island.
- Figure out your budget: Ensure you have enough money to cover everything from transportation and food to airfares and activities. Your hotel will likely be the biggest expense during your trip to Fishers Island.
- Decide your trip length: Consider how long you want to spend exploring Fishers Island. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
- Combine your airfare and accommodations: Once you've settled on your dates and duration, book the perfect Fishers Island vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
