Chatham Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NT$5,067 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

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$11,462 per night from Jan 14 to Jan 15
NT$11,462
NT$13,118 total
Jan 14 - Jan 15
includes taxes & fees
9/10 Wonderful! (802 reviews)
Room was very clean but a little dated also there is very little space to put your clothes away…no dressers

Reviewed on 2026/1/3

Chatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
Fully refundableReserve now, pay when you stay
The price is NT$3,720 per night from Jan 20 to Jan 21
NT$3,720
NT$5,627 total
Jan 20 - Jan 21
includes taxes & fees
9.2/10 Wonderful! (614 reviews)
I’ve always been curious about the Wayside Inn because my mom worked there a gazillion years ago when she was in high school. It’s so cozy and clean and staff was very friendly. They also upgraded us which was super nice! The only thing was outlets in the room were kind of oddly positioned— but we ...

Reviewed on 2026/1/4

Chatham Wayside Inn
Surfside Inn Chatham

Surfside Inn Chatham

2.5 out of 5
25 Holway St Chatham MA
8/10 Very Good! (159 reviews)
This is a beautiful property very centrally located. I highly recommend the surfside inn.

Reviewed on 2025/10/15

Get rates
Surfside Inn Chatham
See all 4,773 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

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

Chatham Railroad Museum

You can spend an afternoon browsing the exhibits at Chatham Railroad Museum during your travels in Chatham. Stroll along the area's beautiful beaches, or simply savor its seafood restaurants.

Chatham Railroad Museum

Explore a world of travel with Expedia

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