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Westport

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

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.


Top Hotel Deals

See all 120 Hotels in Westport
£73
The Westport Inn

The Westport Inn

1595 Post Road East, Westport
3.5
of 5, from 17 reviews
3.0 out of 5.0

Situated by the ocean, this motel is within 3 miles (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 miles (5 km).

Historic Westport 2 Bedroom, 2 Bath Home, NEW LOW Rate

Historic Westport 2 Bedroom, 2 Bath Home, NEW LOW Rate

7 Short St, Westport
4.4
of 5, from 5 reviews
0.0 out of 5.0

Located in the heart of Westport, this holiday home is within 1 mile (2 km) of Westport Historical Society and Levitt Pavilion. Westport Country Playhouse and Earthplace Museum are also within 2 miles (3 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 holiday home is within 3 miles (5 km) of Sherwood Island State Park, Westport Country Playhouse and Levitt Pavilion. Westport Historical Society and Burying Hill Beach are also within 6 miles (10 km).

£67
Hyatt Regency Greenwich

Hyatt Regency Greenwich

1800 E Putnam Avenue, Old Greenwich
4.3
of 5, from 1,402 reviews
4.5 out of 5.0

Situated in the suburbs, this spa hotel is within 2 miles (3 km) of E. Gaynor Brennan Golf Course, Museum of Black World War II History and Stamford Center for the Arts. Stamford Public Library - Ferguson Library and Fernando Luis Alvarez Gallery are also within 2 miles (3 km).

£63
Doral Arrowwood

Doral Arrowwood

975 Anderson Hill Rd, Rye Brook
4.0
of 5, from 787 reviews
4.5 out of 5.0

This family-friendly Rye Brook hotel is located near the airport, within 2 mi (3 km) of Donald M Kendall Sculpture Gardens, Neuberger Museum of Art and Performing Arts Center at Purchase College. Purchase College and Manhattanville College are also within 3 miles (5 km).

£73
Crowne Plaza Stamford

Crowne Plaza Stamford

2701 Summer St, Stamford
3.9
of 5, from 514 reviews
4.0 out of 5.0

Situated in the business district, this hotel is within 1 mile (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 miles (3 km).

£48
Motel 6 Milford

Motel 6 Milford

111 Schoolhouse Road, Milford
3.9
of 5, from 931 reviews
3.0 out of 5.0

Situated in the business district, this hotel is 1.4 mi (2.3 km) from Silver Sands State Park and 2.1 mi (3.3 km) from Port Milford. Perry House and National Helicopter Museum are also within 6 miles (10 km).

£64
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

190 Old Gate Lane, Milford
4.4
of 5, from 1,307 reviews
3.5 out of 5.0

Situated in Milford, this hotel is 0.9 mi (1.4 km) from Westfield Connecticut Post Mall and within 3 miles (5 km) of Robert Treat Farm and Port Milford. PEZ Visitor Center and Grassy Hill Country Club are also within 6 miles (10 km).

Top Deals on Flights

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.