Chatham Vacations

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Find the Best Chatham Vacation Packages

Chatham Beach Vacation

There's nothing that can beat a Chatham vacation. Whether you're indulging in fancy cocktails at a local hot spot or flipping through a book by the shore, your trip to Chatham is the perfect time to live out your beachy dreams. Many travelers will tell you to stay near Ridgevale Beach, located just 3 kilometers from the town center. However, you'll also find a fantastic range of Chatham vacation packages close to Hardings Beach and Cockle Cove Beach, two other well-loved nearby options.

Chatham Hotel Deals

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
The price is NT$11,489 per night from Oct 31 to Nov 1
NT$11,489
NT$13,807 total
Oct 31 - Nov 1
includes taxes & fees
9/10 Wonderful! (788 reviews)
"Beautiful property. Great service!"

Reviewed on 2025/9/28

Chatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St, Chatham, MA
9.2/10 Wonderful! (565 reviews)
"We had a wonderful stay at the Chatham Wayside Inn. The location could not be better—right in the heart of charming downtown Chatham, with shops, restaurants, and the beach just steps away. The inn has a warm, classic Cape Cod feel, with comfortable rooms and thoughtful touches throughout. The staff ..."

Reviewed on 2025/9/28

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Chatham Wayside Inn
Greyfinch Chatham Inn

Greyfinch Chatham Inn

3 out of 5
946 Main Street (Rte 28), Chatham, MA
8.8/10 Excellent! (243 reviews)
"Clean room and well maintained buildings and pool area"

Reviewed on 2025/9/24

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Greyfinch Chatham Inn
See all 4,954 properties in Chatham
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.

Discover the most popular places to visit in Chatham

Monomoy National Wildlife Refuge

4.5/5(2 reviews)

Explore the great outdoors at Monomoy National Wildlife Refuge, a lovely green space in Chatham. Amble around this trendy area's beautiful beaches and enjoy its seafood restaurants.

Monomoy National Wildlife Refuge

Atwood House Museum

You can spend an afternoon studying the exhibits at Atwood House Museum during your travels in Chatham. Stroll along the beautiful beaches in this trendy area, or check out its seafood restaurants.

Atwood House Museum

Fox Hill

If a restful vacation is part of your travel plans, Fox Hill might be the perfect place to seek out during your trip to Chatham. Stroll along this trendy area's seaside, or simply enjoy its seafood restaurants.

Fox Hill
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.