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Chatham Vacation Packages

With glimmering waters perfect for sailing, swimming and fishing, this idyllic beach town exudes laid-back charm. 

Chatham is a typical New England coastal town with unspoiled beaches and an abundance of wildlife. Spend sunny days indulging in seaside fun on the fine sandy beaches and rainy afternoons seeking shelter in the fascinating small-town museums.

Climb Chatham Lighthouse for great aerial views of the surroundings. Snap a few photos of the vistas and this beautiful white building. Check ahead to see if a free tour of the lighthouse will be available during your stay. 

For building sandcastles, swimming and sunbathing, head to Chatham Lighthouse Beach, the town’s biggest beach. Admire the ocean stretching out before you and look for seals in the water. Swim only in the designated area as conditions can be treacherous offshore.

Watch a movie at the Chatham Orpheum Theater, which dates back to 1916. When its classic white exterior is lit up, it gives the town a touch of Hollywood glamor. Go inside to see blockbusters, attend film festivals or view displays by area artists.

Visit Atwood House Museum for insight into Chatham’s history. The pretty house, built in 1752, maintains many original features from the 1700s and 1800s. The museum’s artifacts range from beautiful fine china to photographs showing visitors how life in the town was once lived.

In the Chatham Marconi Maritime Center, discover the town’s link to Guglielmo Marconi, an innovator in the field of communications. He experimented with radio technology in Massachusetts and used Chatham as the base for his invention’s receivers. The Chatham center was set up to send and receive Morse code messages to and from Norway. See videos about Marconi and his work, try using Morse code and learn about how old-fashioned radios worked. 

To get here, fly domestically to Chatham’s own airport or drive 1.5 hours from Boston Logan International Airport. Buses connect Logan to Chatham, as well as to other destinations in the region, such as Hyannis and Harwich.


Top Hotel Deals

See all 322 Hotels in Chatham
Picturesque Chatham Gem by RedAwning

Picturesque Chatham Gem by RedAwning

44 Ralph St, Chatham
3.0 out of 5.0

Located in West Chatham, this vacation home is within 2 mi (3 km) of Chatham Chamber of Commerce, Hardings Beach, and Ridgevale Beach. Monomoy Theatre and Chatham Drama Guild are also within 3 mi (5 km).

P9,917
Chatham Wayside Inn

Chatham Wayside Inn

512 Main St, Chatham
4.5
of 5, from 22 reviews
3.5 out of 5.0

Situated near the beach, this inn is within a 15-minute walk of Chatham Windmill, Monomoy Theatre, and Chatham Seaside Links. Chatham Railroad Museum and Veterans Field are also within 15 minutes.

P17,710
Chatham Bars Inn

Chatham Bars Inn

297 Shore Rd, Chatham
4.3
of 5, from 116 reviews
4.0 out of 5.0

This Chatham hotel is a short walk to the beach, within a mile of Veterans Field and the Chatham Lighthouse. Red River Beach is 6.6 miles from this luxurious hotel.

P4,879
Chatham Highlander Motel

Chatham Highlander Motel

946 Main Street (Rte 28), Chatham
4.0
of 5, from 21 reviews
2.0 out of 5.0

Situated in the historical district, this motel is within a 10-minute walk of Monomoy Theatre, Chatham Drama Guild, and Veterans Field. Chatham Railroad Museum and Chatham Seaside Links are also within 1 mi (2 km).

P9,375
The Hawthorne

The Hawthorne

196 Shore Rd, Chatham
4.2
of 5, from 11 reviews
2.0 out of 5.0

Nestled on the beach, this Chatham hotel is within a 15-minute walk of Chatham Seaside Links, Chatham Fish Pier, and Chatham Windmill. Chatham Lighthouse Beach and Chatham Railroad Museum are also within 1 mi (2 km).

P4,361
The Chatham Motel

The Chatham Motel

1487 Main Street, Chatham
4.3
of 5, from 78 reviews
2.0 out of 5.0

Located in West Chatham, this motel is within 2 mi (3 km) of Monomoy Theatre, Hardings Beach, and Chatham Drama Guild. Veterans Field and Chatham Railroad Museum are also within 2 mi (3 km).

P8,219
Pleasant Bay Village Resort

Pleasant Bay Village Resort

1191 Orleans Road, Chatham
4.8
of 5, from 42 reviews
3.0 out of 5.0

Located in North Chatham, this hotel is within a 15-minute walk of Caleb Nickerson House and Chatham Marconi Complex. Chatham Drama Guild and Monomoy Theatre are also within 3 mi (5 km).