Fishers Island Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Fishers Island Holiday
Our pick of the best Fishers Island Hotel Deals
Best Western Mystic Hotel
48 Whitehall Ave Mystic CT
Fully refundableReserve now, pay when you stay
NZ$268
23 Aug - 24 Aug
includes taxes & fees
8.6/10 Excellent! (678 reviews)
"Rooms were clean! Hallways not air conditioned so super hot! Definitely a good affordable spot close to town"
Reviewed on 11 Aug 2026
Hilltop Inn and Suites, near Foxwoods Casino
373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
NZ$172
16 Aug - 17 Aug
includes taxes & fees
7.8/10 Good! (2,867 reviews)
"I canceled a night weeks before arriving. They made me pay and wait for careful d. I’ve been fighting the $200 charge for three weeks. The front desk guy is rude"
Reviewed on 10 Aug 2026
Two Trees Inn
240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
NZ$209
26 Aug - 27 Aug
includes taxes & fees
8.4/10 Very good! (204 reviews)
"Easy check in. Great location. Clean rooms"
Reviewed on 11 Aug 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
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.
Frequently asked questions
How much does a Fishers Island holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday 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?
You're likely to find lower rates and greater availability in January, February and March. Browse our cheap Fishers Island holiday packages and you could score some great off-season deals.
How many days is enough for Fishers Island?
The ideal duration of your Fishers Island holiday depends on what you'd like to see. Typically, a few days to a week will give you enough time to go to all the main attractions 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 holiday as a package?
You can enjoy significant savings on your next Fishers Island retreat by booking a customised holiday package. Check the "Package" heading, then enter your destination and travel dates to browse some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday 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.
How to plan a trip to Fishers Island?
- Choose your travel dates: The things you'd like to do in Fishers Island and your preferred season will help you decide when to go.
- Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to airfares and activities. Your accommodation will likely be the largest expense during your trip to Fishers Island.
- Decide how long to go away for: Now that you know more about Fishers Island, you can work out the ideal length of your break. Put together a rough plan and give yourself enough time to get through everything on your must-do list.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Fishers Island holiday package that brings all your bookings together.
Explore a world of travel with Expedia
- Pet Friendly Hotels in Amagansett
- Cheap Hotels in Montauk
- All Inclusive Hotels in Montauk
- Pet Friendly Hotels in Montauk
- Adventure Sport Hotels in Montauk
- Historic Hotels in Montauk
- Golf Hotels in Montauk
- Family Hotels in Montauk
- Luxury Hotels in Montauk
- Beach Hotels in Montauk
- Cheap Hotels in East Hampton
- B&B in Montauk
- Inns in Montauk
- Cottages in Montauk
- Holiday Homes in Montauk
- Cabin Rentals in Montauk
- Motels in Montauk
- Resort in Montauk
- Condo Rentals in Montauk
- Hostels in Montauk
- Condo Rentals in Amagansett
- Cottages in Amagansett
- Montauk Hotels
- Hotels near Kirk Park Beach
- East Hampton Hotels
- The Heights Hotels
- Amagansett Lanes Hotels
- Hotels near Camp Hero State Park
- Springs Hotels
- Hotels near Montauk Downs State Park
- Silver Beach Hotels
- East Hampton North Hotels
- Hotels near Montauk County Park
- Napeague Hotels
- Amagansett Hotels
- Hotels near Montauk
- Hotels near Indian Wells Beach
- Shelter Island Hotels
- Orient Point Hotels
- Orient Hotels
- Greenport Hotels
- Fishers Island Hotels
- Flights from Montauk
- Flights from Orient
- Flights from Amagansett
- Flights to Montauk
- Flights from Allentown (ABE) to Montauk (MTP)
- Flights from New York (JFK) to Montauk (MTP)
- Flights from New York (NYC) to Montauk (MTP)
- Flights from New York (LGA) to Montauk (MTP)
- Flights from Melbourne (MLB) to Montauk (MTP)
- Flights from Farmingdale (FRG) to Montauk (MTP)
- Flights from Harrisburg (MDT) to Montauk (MTP)
- Flights from New York (JFK) to Fishers Island (FID)
- Wolffer Estates Vineyard
- Bay Street Theatre
- Old Hook Mill
- Ditch Plains Beach
- Georgica Beach
- Channing Daughters Winery
- Norman E. Klipp Marine Park
- Napeague State Park
- Wades Beach
- Camp Hero State Park
- Cedar Point County Park
- Gardiner's Bay Country Club
- South Fork Natural History Museum and Nature Center
- Mecox Bay
- Elizabeth A. Morton National Wildlife Refuge
- Orient Beach State Park
- Truman's Beach
- Hither Woods Preserve
- Montauk Marine Basin
- Shadmoor State Park
- Montauk Point Lighthouse
- Pindar Vineyards
- 67 Steps Beach
- Shelter Island Historical Society
- Sylvester Manor
- Atlantic Avenue Beach
- Navy Park Road
- Montauk Holidays
- Hither Hills State Park
- Visit Hay Beach
- Visit Lion Head Beach
- Visit Shelter Island
- Visit East Hampton
- Visit Amagansett Lanes
- Visit Fishers Island
- Visit Orient Point
- Visit Montauk
- Visit Dering Harbor
- Visit Amagansett
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
