---
title: "Romantic Vacations in Hamptons 2026 | Expedia.ca"
description: "Find incredible offers on Hamptons Romantic vacations! Plan your next Romantic trip today with Expedia."
canonical: "https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6056452/Hamptons"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-12T18:57:22Z
---

# Hamptons Romantic Vacations
![A wooden church with a steeple, surrounded by trees and a clear blue sky.](https://images.trvl-media.com/place/553248635695603591/4fa59c19-0bff-4c13-9d62-705359d33679.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

## Book a Hotel + Flight or Car together to unlock savings

- ## Plan, book, travel with confidence
- ### Better together
Save up to CA $4,200 when you book a flight and hotel together\*
- ### Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ### Rest easy
Plan, book, and manage your trip all in one place

## Discover the most popular places to visit in Hamptons

### Montauk Point
![A rocky shoreline with a lighthouse, a white building, and a flag.](https://images.trvl-media.com/place/6173408/0ced5e52-1faa-4796-a82d-7f9e4a3c4228.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 9.6/10 (735 reviews)

Check out hiking trails, fishing spots, surf beaches and historic landmarks at the expansive nature reserve on the eastern tip of Long Island’s South Fork.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&travelerType=romantic&regionId=6173408)

### Montauk Point Lighthouse
![A lighthouse on a rocky cliff with a beach and ocean in the foreground.](https://images.trvl-media.com/place/6064479/e07d62b3-b74b-491b-aef5-34b0c3166e49.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 9.2/10 (784 reviews)

Learn about New York State’s oldest lighthouse in its museum before climbing to the top for panoramic ocean views.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&travelerType=romantic&regionId=6064479)

### Cooper's Beach
![A beach with sand dunes and a person walking along the shore.](https://images.trvl-media.com/place/6326842/eb826705-7aa2-4648-9064-660387af3569.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 9.2/10 (171 reviews)

Escape NYC to play in the waves, sunbathe on fine, white sands or stroll past the exclusive mansions that line the dunes of one of the best beaches in the Hamptons.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&travelerType=romantic&regionId=6326842)

### East Hampton Main Beach
![A beach with a wooden fence, a lifeguard stand, a bench, and a building labeled "Main Beach".](https://images.trvl-media.com/place/6326946/0416e74e-e2b9-40c0-abf6-200a5794b2c3.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 9.2/10 (146 reviews)

On the eastern edge of Long Island, enjoy a day on this exclusive beach complete with lifeguards, restrooms, a snack bar and other amenities.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&travelerType=romantic&regionId=6326946)

### Lake Montauk
![A marina with boats docked during sunset.](https://images.trvl-media.com/place/553248621532665766/f216776b-06fa-48e0-a62d-077f6e57a64f.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 9.2/10 (187 reviews)

Commune with nature and explore the great outdoors at Lake Montauk during your travels in Montauk. Wander the beautiful beaches and seaside in the area.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&travelerType=romantic&regionId=553248621532665766)

### Wolffer Estates Vineyard
![A wooden barrel with the text "CADUS - France - Sensoriel 2013 ACCESS 22mm-French oak-30 months air dried ML+Pur Process WOLFFER ESTATE VINEYARD".](https://images.trvl-media.com/place/6064497/3867609a-1990-4fbb-846b-be33ce111b82.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 9.4/10 (83 reviews)

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

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&travelerType=romantic&regionId=6064497)

### Hither Hills State Park
![A beach with a boat named "Hither Hills" and two chairs with signs reading "KEEP OFF LIFEGUARDS ONLY".](https://images.trvl-media.com/place/553248621532665771/5456b7fb-1fb5-47fa-b225-f4433e4dd483.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 9.2/10 (205 reviews)

Go fishing, hiking, biking or cross-country skiing at this coastal nature reserve and stay overnight at the park’s scenic waterfront campgrounds.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&travelerType=romantic&regionId=553248621532665771)

### Shinnecock Hills Golf Course

Rating: 8.6/10 (14 reviews)

Enjoy a round of golf in Tuckahoe at Shinnecock Hills Golf Course. While you're in the area, stroll along the beautiful beaches.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&travelerType=romantic&regionId=6327546)

### What to do in Hamptons

![great fun with friends](https://mediaim.expedia.com/localexpert/48383244/3ee3321d-c1fe-4916-b148-b5bc474f2489.jpg?impolicy=resizecrop&rw=1005&rh=565)

#### [Full Day Private Long Island Wine Tours from New York City](https://www.expedia.ca/things-to-do/a.a48383244.activity-details?rid=6056452)

CA $267

per adult

0% of travellers recommend

![Wine and grapes against the sea](https://mediaim.expedia.com/localexpert/1381172/1aab586f-aafa-4638-b216-8c88ceec22f3.jpg?impolicy=resizecrop&rw=1005&rh=565)

#### [The Hamptons and Long Island Wineries Private Tour](https://www.expedia.ca/things-to-do/a.a1381172.activity-details?rid=6056452)

CA $1,833

per traveller

0% of travellers recommend

![Hamptons Private Day Trip from New York City](https://mediaim.expedia.com/localexpert/691732/6502df36-4703-422e-b2e7-ef005833a70a.jpg?impolicy=resizecrop&rw=1005&rh=565)

#### [Hamptons Private Day Trip from New York City](https://www.expedia.ca/things-to-do/a.a691732.activity-details?rid=6056452)

CA $1,837

per traveller

100% of travellers recommend

[See all activities in Hamptons](https://www.expedia.ca/things-to-do/search?rid=6056452)

## Top Romantic Hamptons Hotels

### [The Bentley Hotel Southampton](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information)

![A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/1bfd9996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 161 Hills Station Rd, Southampton, NY, 11968, US
- Location: 10.9 km from Hamptons
- Star rating: 2/5
- Guest rating: 9.6/10 (Exceptional, 617 reviews)
- Price: CA $168, CA $192 total, includes taxes & fees, Nov 23 - Nov 24, for Top Romantic Hamptons Hotels

### [Montauk Manor](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

![A spacious hallway with high ceilings, arched columns, and chandeliers.](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 236 Edgemere St., Montauk, NY, 11954, US
- Location: 35.7 km from Hamptons
- Star rating: 3.5/5
- Guest rating: 9.2/10 (Wonderful, 1425 reviews)
- Price: CA $197, CA $252 total, includes taxes & fees, Dec 3 - Dec 4, for Top Romantic Hamptons Hotels

### [Faraway Sag Harbor](https://www.expedia.ca/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information)

![A pool area with umbrellas, potted plants, and a pathway leading to a building.](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/823969b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 31 West Water Street, Sag Harbor, NY, 11963, US
- Location: 8.5 km from Hamptons
- Star rating: 4/5
- Guest rating: 9/10 (Wonderful, 321 reviews)
- Price: CA $434, CA $545 total, includes taxes & fees, Dec 13 - Dec 14, for Top Romantic Hamptons Hotels
- Review: Clean room. AC was not working well and noisy. Overall very good

### [The Maidstone](https://www.expedia.ca/East-Hampton-Hotels-The-Maidstone.h9652095.Hotel-Information)

![A two-story house with a front porch, large windows, and a well-maintained lawn.](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/101c2fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 207 Main Street, East Hampton, NY, 11937, US
- Location: 13.1 km from Hamptons
- Star rating: 4/5
- Guest rating: 8.2/10 (Very good, 182 reviews)
- Price: CA $260, CA $312 total, includes taxes & fees, Nov 19 - Nov 20, for Top Romantic Hamptons Hotels
- Review: the exterior property was in need of repair, the interior dated, and staff not friendly

### [The Hampton Maid](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information)

![A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 259 E Montauk Hwy, Hampton Bays, NY, 11946, US
- Location: 13.7 km from Hamptons
- Star rating: 2.5/5
- Guest rating: 9.4/10 (Exceptional, 818 reviews)
- Price: CA $300, CA $343 total, includes taxes & fees, Dec 7 - Dec 8, for Top Romantic Hamptons Hotels

### [A Room At The Beach](https://www.expedia.ca/Bridgehampton-Hotels-A-Room-At-The-Beach.h27194600.Hotel-Information)

![An outdoor seating area with string lights, a fire pit, and lounge chairs arranged under tall trees.](https://images.trvl-media.com/lodging/28000000/27200000/27194600/27194600/e6df0371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 2668 Montauk Hwy, Bridgehampton, NY, 11932, US
- Location: 4.3 km from Hamptons
- Star rating: 3/5
- Guest rating: 9.2/10 (Wonderful, 107 reviews)
- Price: CA $420, CA $480 total, includes taxes & fees, Nov 30 - Dec 1, for Top Romantic Hamptons Hotels

### [The Sagaponack](https://www.expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information)

![Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 3720 Montauk Hwy, Wainscott, NY, 11962, US
- Location: 7.5 km from Hamptons
- Star rating: 3/5
- Guest rating: 8.8/10 (Excellent, 298 reviews)
- Price: CA $293, CA $392 total, includes taxes & fees, Nov 15 - Nov 16, for Top Romantic Hamptons Hotels
- Review: We loved the 1 bedroom bungalow! One could sleep while the other read or watched TV. The bed was very comfortable. The kitchenette was very convenient. While there was a little road noise, the thoughtfully provided sound machine canceled that out. The best part for us was the location; right in the middle of the Hamptons, Montauck and Sag Harbor. Would definitely stay here again!

### [Bridgehampton Inn](https://www.expedia.ca/Bridgehampton-Hotels-Bridgehampton-Inn.h9371613.Hotel-Information)

![A long outdoor dining table set with white tablecloths, sunflowers, and clear glassware.](https://images.trvl-media.com/lodging/10000000/9380000/9371700/9371613/b7c83eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 2266 Main St, Bridgehampton, NY, 11932, US
- Location: 3.1 km from Hamptons
- Star rating: 3.5/5
- Guest rating: 9.4/10 (Exceptional, 232 reviews)
- Price: CA $424, CA $485 total, includes taxes & fees, Nov 30 - Dec 1, for Top Romantic Hamptons Hotels

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.

[See all properties in Hamptons](https://www.expedia.ca/Hotel-Search?startDate=2026-11-26&endDate=2026-11-27&regionId=6056452&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true)

## Plan unforgettable romantic Hamptons vacations

### What are some of the benefits of booking a romantic Hamptons vacation?

 When booking a romantic Hamptons vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in New York.

### How can I find the best vacation packages for couples?

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Hamptons destination, and you'll be met with an array of options for you and your partner to enjoy.

### Can I find cheap romantic vacations for 2 in Hamptons?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as and can enjoy savings of up to when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first.

### What do I need to consider when booking a romantic getaway in Hamptons?

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Hamptons certainly come in handy here.

### What amenities should I look for in a luxury romantic vacation?

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Hamptons.

### Can I book a romantic Hamptons vacation with a hot tub?

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

### How can I find romantic vacation getaways that are all-inclusive?

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Hamptons search.

### Can I book a romantic trip to Hamptons that is fully refundable?

Several romantic Hamptons vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

### Why should I book a romantic vacation with Expedia?

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.

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- [Flights from Buffalo (BUF) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/buf/hto/buffalo-to-east-hampton)
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- [Flights from Plattsburgh (PBG) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/pbg/hto/plattsburgh-to-east-hampton)
- [Flights from Southampton](https://www.expedia.ca/lp/flights/6782/flights-from-southampton)
- [Flights from Atlanta (ATL) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/atl/hto/atlanta-to-east-hampton)
- [Flights from Las Vegas (LAS) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/las/hto/las-vegas-to-east-hampton)
- [Flights from New Orleans (MSY) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/msy/hto/new-orleans-to-east-hampton)
- [Flights from New York (JFK) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/jfk/hto/new-york-to-east-hampton)
- [Flights to Hamptons](https://www.expedia.ca/Cheap-Flights-To-Hamptons.d6056452.Travel-Guide-Flights)
- [Flights from New York (LGA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/lga/hto/new-york-to-east-hampton)
- [Flights from Edmonton (YEA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/yea/hto/edmonton-to-east-hampton)
- [Flights from Norfolk (ORF) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/orf/hto/norfolk-to-east-hampton)
- [Flights from Washington (DCA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/dca/hto/washington-to-east-hampton)
- [Flights from London (LON) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/lon/hto/london-to-east-hampton)
- [Flights from North Haven](https://www.expedia.ca/lp/flights/553248634998589872/flights-from-north-haven)
- [Flights from Chattanooga (CHA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/cha/hto/chattanooga-to-east-hampton)
- [Flights from San Francisco (SFO) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/sfo/hto/san-francisco-to-east-hampton)
- [East Hampton Main Beach](https://www.expedia.ca/East-Hampton-Main-Beach-East-Hampton.d6326946.Vacation-Attraction)
- [Visit Wainscott Woods](https://www.expedia.ca/Wainscott-Woods.dx553248635976471516)
- [Visit East Hampton](https://www.expedia.ca/East-Hampton.dx1524)
- [Southampton Vacations](https://www.expedia.ca/Southampton.d6782.Destination-Travel-Guides)
- [Visit Bay Point](https://www.expedia.ca/Sag-Harbor-Bay-Point.dx553248635976471151)
- [Wolffer Estates Vineyard](https://www.expedia.ca/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction)
- [Visit Sag Harbor](https://www.expedia.ca/Sag-Harbor.dx154327)
- [Visit Montauk](https://www.expedia.ca/Montauk.dx10637)
- [Parrish Art Museum](https://www.expedia.ca/Parrish-Art-Museum-Water-Mill.d6326954.Vacation-Attraction)
- [Visit Southampton](https://www.expedia.ca/Southampton.dx6782)
- [Shinnecock Nation Cultural Center and Museum](https://www.expedia.ca/Shinnecock-Nation-Cultural-Center-And-Museum-Southampton.d6327552.Vacation-Attraction)
- [Sag Harbor Vacations](https://www.expedia.ca/Sag-Harbor.d154327.Destination-Travel-Guides)
- [All inclusive Vacation Packages Hamptons](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6056452/Hamptons)
- [Cooper's Beach](https://www.expedia.ca/Coopers-Beach-Southampton.d6326842.Vacation-Attraction)
- [Visit Hamptons](https://www.expedia.ca/Hamptons.dx6056452)
- [Car rental East Hampton](https://www.expedia.ca/Car-Rentals-In-East-Hampton.d1524.Car-Rental-Guide)
- [Hertz Rental Cars in Sag Harbor](https://www.expedia.ca/Hertz-Car-Rentals-In-Sag-Harbor.d154327-c40.Car-Rental-Guide-Suppliers)
- [Thrifty Car Rental Rental Cars in Hamptons](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Hamptons.d6056452-c45.Car-Rental-Guide-Suppliers)
- [Car rental Southampton](https://www.expedia.ca/Car-Rentals-In-Southampton.d6782.Car-Rental-Guide)
- [Enterprise Rental Cars in East Hampton](https://www.expedia.ca/Enterprise-Car-Rentals-In-East-Hampton.d6069886-c15.Car-Rental-Guide-Suppliers)
- [Car rental Sag Harbor](https://www.expedia.ca/Car-Rentals-In-Sag-Harbor.d154327.Car-Rental-Guide)
- [Bridgehampton Vacation Rentals](https://www.expedia.ca/Bridgehampton-Vacation-Rentals.d6130684.Travel-Guide-VacationRentals)
- [Sag Harbor Vacation Rentals](https://www.expedia.ca/Sag-Harbor-Vacation-Rentals.d154327.Travel-Guide-VacationRentals)
- [Hamptons Vacation Rentals](https://www.expedia.ca/Hamptons-Vacation-Rentals.d6056452.Travel-Guide-VacationRentals)
- [Things to do in Bridgehampton](https://www.expedia.ca/Things-To-Do-In-Bridgehampton.d6130684.Travel-Guide-Activities)
- [Things to do in Hamptons](https://www.expedia.ca/Things-To-Do-In-Hamptons.d6056452.Travel-Guide-Activities)
- [Things to do in Southampton](https://www.expedia.ca/Things-To-Do-In-Southampton.d6782.Travel-Guide-Activities)
- [Things to do in Sag Harbor](https://www.expedia.ca/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities)
- [Things to do in North Sea](https://www.expedia.ca/Things-To-Do-In-North-Sea.d553248634999080602.Travel-Guide-Activities)

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