Sagaponack Vacation Packages 2025/2026 from $329

Sagaponack flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Cheshire Welcome Inn

$329

per person

Dec 12 - Dec 15

found 7 hours ago

Roundtrip flight included

Richmond (RIC) to New Haven (HVN)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Homewood Suites by Hilton Wallingford-Meriden

$368

per person

Dec 12 - Dec 15

found 7 hours ago

Roundtrip flight included

Richmond (RIC) to New Haven (HVN)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like on-the-go breakfast and free self parking.

Hilton Garden Inn Wallingford/Meriden

$384

per person

Dec 12 - Dec 15

found 7 hours ago

Roundtrip flight included

Richmond (RIC) to New Haven (HVN)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-in. Enjoy the gym and perks like free self parking.

Residence Inn by Marriott Southington

$372

per person

Dec 12 - Dec 15

found 5 hours ago

Roundtrip flight included

Richmond (RIC) to New Haven (HVN)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Graduate by Hilton New Haven

Downtown New Haven

$1,103

per person

Dec 19 - Dec 21

found 4 hours ago

Roundtrip flight included

Bellingham (BLI) to New Haven (HVN)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.

Top Sagaponack hotels deals

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

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This vacation home features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and conveniences like a garden and barbecue grills.

Pool

Hot Tub

Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa

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A water park and an outdoor pool are featured at this farm stay. Families will appreciate the arcade/game room and barbecue grills. Enjoy the gym and conveniences like a garden and laundry facilities.

Pool

Hot Tub

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway, Montauk, NY

$351 nightly

$401 total

Dec 10 - Dec 11

Total with taxes and fees

This resort features a private beach, a full-service spa, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.

On private beach

Pool

Montauk Blue Hotel

108 South Emerson Avenue, Montauk, NY

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This hotel features an indoor pool and a hot tub. WiFi in public areas is free. Self parking, a terrace, and a picnic area are also offered.

Pool

Hot Tub

The Atlantic Hotel

1655 County Road 39, Southampton, NY

$151 nightly

$172 total

Nov 12 - Nov 13

Total with taxes and fees

This hotel's 2 outdoor tennis courts and outdoor pool are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking, free newspapers, and barbecue grills are also on offer.

Pool

Pet friendly

Sound View Greenport

58775 County Rd 48, Greenport, NY

$209 nightly

$239 total

Nov 25 - Nov 26

Total with taxes and fees

A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas.

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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.

Popular places to visit

Wolffer Estates Vineyard

Discover the country charm of the Hamptons by visiting this European-style winery with nearby equestrian center, outdoor wine bar and classy restaurants.

Madoo Conservancy

Explore the great outdoors at Madoo Conservancy, a lovely green space in Sagaponack. Amble around the area's gardens or visit its shops.

SagPond Vineyards

You can enjoy a tasting or tour at SagPond Vineyards during your travels to Sagaponack. While you're in the area, stroll along the beautiful beaches.

Frequently asked questions

How much are vacation packages to Sagaponack?

Packages, which include hotels and flights in Sagaponack, start at just $329. Turn your travel fantasies into reality and begin your booking with Travelocity today.

Where can I get the best vacation package deals for Sagaponack?

For a fun and affordable Sagaponack package deal, you can't go past Travelocity. Pick from as many as 400 partner airlines and 1,000,000 properties worldwide to create the ultimate trip — it couldn't be simpler.

Why should I book my Sagaponack vacation bundle via Travelocity?

You'll not only enjoy big savings, but you'll also have access to our 24/7 support, high-quality service and a Price Match Guarantee. Journey across the globe, uncover hidden gems and create long-lasting memories — we'll take care of the important details.

Can I save money on my Sagaponack car rental if I bundle it with a hotel or flight?

You sure can — combine your car, hotel and flight into a Sagaponack vacation package and you'll save loads. With so much to see and do in and around Sagaponack, having your own wheels will make it easy to explore. Once you've buckled yourself in, crank up the music and find your way to Times Square, an unmissable attraction about 90 mi from Sagaponack.

Which airport is best for Sagaponack?

MacArthur Airport (ISP), 45 mi west of downtown Sagaponack, is likely to be where you'll arrive. Your other choices are Tweed - New Haven Regional Airport (HVN) (40 mi away from central Sagaponack) and Hartford, CT (HFD-Hartford - Brainard) (60 mi away from central Sagaponack).

What is there to do in Sagaponack?

While taking the path less traveled can be rewarding, you shouldn't ignore the popular attractions that make a destination famous. Wolffer Estates Vineyard and SagPond Vineyards are just two of them in Sagaponack.

Where should I stay when visiting Sagaponack?

Many visitors opt to stay at the Sagaponack Private Studio. It's the perfect base for your Sagaponack getaway.