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Jamesport Vacations

Pack those stellar shades. We have Jamesport vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Jamesport – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Jamesport vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Jamesport

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Jamesport vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Jamesport well.

Jamesport Flight + Hotel packages

Top Hotel Deals

See all 188 Hotels in Jamesport
Jedediah Hawkins Inn

Jedediah Hawkins Inn

400 South Jamesport Avenue, Jamesport
4.5 out of 5.0

Situated in Jamesport, this boutique hotel is 3.1 mi (4.9 km) from Hallockville Museum Farm and within 6 mi (10 km) of Martha Clara Vineyards and Palmer Vineyards. ...

The Inn And Spa At East Wind

The Inn And Spa At East Wind

5720 Route 25a, Wading River
3.5 out of 5.0

Located in the heart of Wading River, this spa hotel is within 3 mi (5 km) of Grumman Memorial Park, Calverton National Cemetery, and Wildwood State Park. Baiting ...

$98

$98
Hyatt Place Long Island East End

Hyatt Place Long Island East End

451 East Main Street, Riverhead
3.5 out of 5.0

Located in central Riverhead, Hyatt Place Long Island East End overlooks the Peconic River. It's next to Long Island Aquarium & Exhibition Center and Treasure ...

$108

$108
Holiday Inn Express Hotel & Suites Long Island-East End

Holiday Inn Express Hotel & Suites Long Island-East End

1707 Old Country Rd, Riverhead
3.0 out of 5.0

Located in the heart of Riverhead, this hotel is within a 10-minute walk of Out East Family Fun and Riverhead Raceway. Tanger Outlet Center and Tanger Outlets ...

$100

$100
Hotel Indigo East End

Hotel Indigo East End

1830 W Main St, Riverhead
4.0 out of 5.0

This family-friendly Riverhead hotel is located in a shopping district, within a 15-minute walk of Tanger Outlets Riverhead and Tanger Outlet Center. Out East ...

$108

$108
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

2038 Old Country Rd, Riverhead
3.5 out of 5.0

Located in the heart of Riverhead, this hotel is within a 15-minute walk of Tanger Outlet Center, Tanger Outlets Riverhead, and Riverhead Raceway. Out East Family ...

$98

$98
Southampton Inn

Southampton Inn

91 Hill Street, Southampton
3.0 out of 5.0

This family-friendly Southampton hotel is located by the ocean, within a 5-minute walk of Agawam Park and Southampton Cultural Center. Southampton Historical ...

Greenview Inn Riverhead

Greenview Inn Riverhead

1433 W Main St, Riverhead
2.5 out of 5.0

Located in the heart of Riverhead, this motel is within 1 mi (2 km) of Tanger Outlets Riverhead and Riverhead Raceway. Tanger Outlet Center and Out East Family ...

$70

$70
The Chequit Inn

The Chequit Inn

23 Grand Ave, Shelter Island Heights
4.5 out of 5.0

Situated by the ocean, this hotel is within 1 mi (2 km) of Shelter Island Country Club and Sylvester Manor. East End Seaport Maritime Museum and Railroad Museum ...

The Maidstone

The Maidstone

207 Main Street, East Hampton
4.5 out of 5.0

Situated in East Hampton, this boutique hotel is within a 10-minute walk of Home Sweet Home Museum, Guild Hall, and The Jewish Center of the Hamptons. Osborn ...

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.