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Westport Vacation Packages

Welcome to Westport, a destination in Coastal Connecticut that's full of surprises!

Packages in Westport

Expedia enables you to save with a package deal. Many vacationers are aware that accommodation and flight packages are a great way to save time and money. That'll mean more cash for your Westport getaway!

You can save up to $603 with a Westport deal.

With our global database of up to 400 partner airlines and 321,000 hotels, just how can you go wrong?

Expedia's excellent deals will make you excited about your trip to Westport.

Feel free to cancel or make changes to almost any reservation and you won't pay any extra charges to us.

Westport Vacation Packages

Westport is 25 miles to the southwest of the notable city of New Haven.

If it's sun and sand you need, don't skip 67 Steps Beach, 50 miles to the east of Westport. McCook Point Beach, 60 miles to the east, is also worth a look.

Spend a day relaxing amid the wonders of the region's nature reserves. Some nearby locations are Mount Carmel (30 miles away) and Sleeping Giant State Park (30 miles away).

Want to see a show? Levitt Pavilion is where to go.

Sports fans should see the Bridgeport Bluefish play a home game at Ballpark at Harbor Yard. It's in Bridgeport, 9 miles east of Westport. If you'd like to cheer on the hometown team, wear some navy blue, aqua, silver and white.

Feel the fresh snow beneath your skis at Powder Ridge Mountain Park and Resort or Thunder Ridge Ski Resort, 40 miles and 30 miles from the center of town.

Even if you're only visiting for the day, it's highly recommended that you visit Westport Historical Society and Earthplace Museum.

If you want to find the nearest airport, it's roughly 12 miles to the southwest.

Accommodation in Westport

Our Westport hotels guide currently displays a limited selection of available hotel and motel options, so it's a good idea to search it right now to find a place that matches your taste and budget.

Westport hotels include the Delamar Southport and Hotel Zero Degrees Norwalk.


Top Hotel Deals

See all 122 Hotels in Westport
$84
The Westport Inn

The Westport Inn

1595 Post Road East, Westport
3.5
of 5, from 32 reviews
3.0 out of 5.0

Situated by the ocean, this motel is within 3 mi (5 km) of Burying Hill Beach, Sherwood Island State Park, and Westport Country Playhouse. Rolnick Observatory and Country Club of Fairfield are also within 3 mi (5 km).

1/2 Block to Compo Beach on Long Island Sound!

1/2 Block to Compo Beach on Long Island Sound!

12 Norwalk Ave, Westport
4.0
of 5, from 1 reviews
0.0 out of 5.0

Situated on the waterfront, this vacation home is within 3 mi (5 km) of Sherwood Island State Park, Westport Country Playhouse, and Levitt Pavilion. Westport Historical Society and Burying Hill Beach are also within 6 mi (10 km).

$109
Hyatt Regency Greenwich

Hyatt Regency Greenwich

1800 E Putnam Avenue, Old Greenwich
4.3
of 5, from 1,405 reviews
4.5 out of 5.0

This Hyatt Regency hotel, located on the Stamford/Greenwich border, is minutes from both the heart of downtown Stamford and shopping on Greenwich Avenue. New York City is 31 miles from this hotel.

$125
Crowne Plaza Stamford

Crowne Plaza Stamford

2701 Summer St, Stamford
3.9
of 5, from 566 reviews
4.0 out of 5.0

Situated in the business district, this hotel is within 1 mi (2 km) of First Presbyterian Church, Fernando Luis Alvarez Gallery, and Stamford Public Library - Ferguson Library. Stamford Center for the Arts and E. Gaynor Brennan Golf Course are also within 2 mi (3 km).

$62
Americas Best Value Inn

Americas Best Value Inn

1209 E Main St, Stamford
2.4
of 5, from 769 reviews
2.5 out of 5.0

Situated near the beach, this hotel is within 1 mi (2 km) of Chelsea Piers and Cove Island Park. Stamford Town Center and Stamford Public Library - Ferguson Library are also within 2 mi (3 km).

$61
Howard Johnson Hotel - Milford/New Haven

Howard Johnson Hotel - Milford/New Haven

1052 Boston Post Rd I 95, Milford
2.7
of 5, from 685 reviews
2.0 out of 5.0

Situated near the beach, this hotel is 0.6 mi (1 km) from Westfield Connecticut Post Mall and within 3 mi (5 km) of Port Milford and Grassy Hill Country Club. Robert Treat Farm and Silver Sands State Park are also within 6 mi (10 km).

$127
Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

243 Tresser Blvd, Stamford
4.1
of 5, from 670 reviews
4.0 out of 5.0

Located downtown in the heart of the city, the Stamford Marriott Hotel & Spa offers a unique mix of amenities and activities for all guests to enjoy including an indoor/outdoor pool, restaurant and lounge.

$159
DoubleTree by Hilton Norwalk

DoubleTree by Hilton Norwalk

789 Connecticut Ave, Norwalk
4.2
of 5, from 969 reviews
4.0 out of 5.0

Situated on the Strip, this hotel is within 3 mi (5 km) of SoNo Switch Tower Museum, Lockwood-Mathews Mansion, and Stepping Stones Museum for Children. Historic South Norwalk and Maritime IMAX are also within 3 mi (5 km).

Top Deals on Flights

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