Deals on vacations and trips to Sheffield Island

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Sheffield Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,510, price is now $803 per person
$803
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,913, price is now $1,596 per person
$1,596
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,255, price is now $1,300 per person
$1,300
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. A snack bar/deli, dry cleaning, and luggage storage are also on offer.
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was $4,516, price is now $2,604 per person
$2,604
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and a snack bar/deli are also on offer.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,780, price is now $1,039 per person
$1,039
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Top Sheffield Island hotels deals

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
Free Cancellation
$118 nightly
The price is $135 total per night
$135 total
Sep 14 - Sep 15
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Parking included
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $206 total per night
$206 total
Sep 27 - Sep 28
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. There's a bar/lounge on site, and concierge services and wedding services are also provided.
Pool
Pet friendly
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $171 total per night
$171 total
Sep 3 - Sep 4
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Enjoy the seasonal outdoor pool and perks like free WiFi. You'll appreciate the hot tub, bar/lounge, and laundry facilities.
Pool
Hot Tub
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $232 total per night
$232 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Enjoy the 24-hour gym and perks like free airport pick-up.
Pool
Free airport shuttle
East Norwich Inn

East Norwich Inn

2.5 out of 5
6321 Northern Blvd. East Norwich NY
$128 nightly
The price is $143 total per night
$143 total
Sep 3 - Sep 4
Total with taxes and fees
This hotel features a gym and a sauna. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking is offered and the front desk is staffed around-the-clock.
Parking included
Free WiFi
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue Stamford CT
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $103 total per night
$103 total
Sep 27 - Sep 28
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, express check-in, and express check-out are also offered.
Breakfast included
Pet friendly
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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 Sheffield Island attractions

Sheffield Island Lighthouse

8.8/10 (15 reviews)
You can learn about the history of Sheffield Island with a stop at Sheffield Island Lighthouse. Savor the top-notch restaurants and lively bars while in town.
See properties

Frequently asked questions

How much are vacation packages to Sheffield Island?
Starting from as low as $803, flight and hotel packages are a fantastic way to make your travel budget stretch further. Watch out Sheffield Island — here you come!
Where can I get the best vacation package deals for Sheffield Island?
You'll come across an amazing range of Sheffield Island package deals on Travelocity. With no less than 400 air carriers and 1,000,000 properties around the globe, arranging your ideal vacation will be easy.
Why should I book my Sheffield Island vacation bundle via Travelocity?
We offer round-the-clock support, top-notch service and a Price Match Guarantee. Life's a big journey — and we have exciting destinations for you to journey to all around the world. Explore with us and your wallet will thank you for it.
Can I save money on my Sheffield Island car rental if I combine it with a hotel or flight?
Combining your bookings into a Sheffield Island vacation package will leave you with some serious savings. Book a flight and car; a hotel, car and flight; or a car and hotel. You won't find a better way to discover the greater Sheffield Island region than with your own set of wheels. You can also add experiences and tours to your Travelocity package.

Photos of local treasures

Browse Sheffield Island vacation photos for more inspiration

A stone lighthouse with a white tower and black lantern room, surrounded by greenery and a clear blue sky.