
Chatham Holidays
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Chatham Holiday
Our pick of the best Chatham Hotel Deals

Chatham Wayside Inn
512 Main St Chatham MA
Fully refundableReserve now, pay when you stay
The price is NZ$309 per night from 21 Jan to 22 Jan
NZ$309
21 Jan - 22 Jan
includes taxes & fees
9.2/10 Wonderful! (615 reviews)
Great location in town. Staff were very friendly. Rooms were great!
Reviewed on 8 Jan 2026

Chatham Bars Inn
297 Shore Rd Chatham MA
The price is NZ$719 per night from 29 Jan to 30 Jan
NZ$719
29 Jan - 30 Jan
includes taxes & fees
9/10 Wonderful! (806 reviews)
Our stay was everything you would hope it would be staying at a beautiful 5 star resort. The room was comfortable, beautifully appointed with upscale furnishings and the most comfortable bed. We had a gas fireplace in the room that kept us cozy and casted a warm ambiance for our stay. The hotel staff ...
Reviewed on 18 Jan 2026

Surfside Inn Chatham
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 15 Oct 2025
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
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.
Veterans Field
Catch an event at Veterans Field during your trip to Chatham. Wander the beautiful beaches and seaside in the area.
Caleb Nickerson House
You can spend an afternoon exploring the galleries in Caleb Nickerson House during your travels in Chatham. Amble around this family-friendly area's beautiful beaches and enjoy its seafood restaurants.
What to do in Chatham

Private Professional Vacation Photoshoot in Cape Cod
NZ$2,025
per adult
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- Hotels near Chatham Shark Center
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- Hotels near Cockle Cove Beach
- South Yarmouth Hotels
- Hotels near Nauset Light Beach
- Hotels near Skaket Beach
- West Yarmouth Hotels
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- Dennis Hotels
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- Monomoy National Wildlife Refuge
- Great Point Light
- Mayo Beach
- Seagull Beach
- Wellfleet Holidays
- Cape Cod Inflatable Park
- Cape Cod National Seashore
- Grays Beach
- Craigville Beach
- Hardings Beach
- Caleb Nickerson House
- Cape Cod Melody Tent
- Academy Playhouse
- Hyannis Port Holidays
- Marconi Beach
- Earle Road Beach
- Cockle Cove Beach
- Cape Codder Water Park
- Follins Pond
- Church of the Transfiguration Orleans
- Winslow Crocker House
- Edward Penniman House and Barn
- Crosby Landing Beach
- Nauset Light Beach
- Barnstable Holidays
- Breakwater Beach
- Lewis Bay
- Cape Rep Theatre
- Hyannis Harbor
- Visit West Chatham
- Visit Harwich Port
- Visit Eastham
- Fishing Holiday Packages Cape Cod
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
