Chatham, MA

Travel Guide

Chatham showing a house and boating
Chatham showing a windmill, wildflowers and general coastal views
Chatham which includes a house and a beach as well as a small group of people
Chatham which includes boating
Chatham showing a lighthouse
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
The price is AED 512 per night from Nov 30 to Dec 1
AED 512
AED 733 total
30 Nov - 1 Dec
includes taxes & fees
Book a stay at this golf hotel in Chatham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
9.2/10 Wonderful! (592 reviews)
Room was clean, but quite small vs. our expectations. The location on main st is very convenient, good for shopping and dining.

Reviewed on 17 November 2025

Chatham Wayside Inn
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
The price is AED 955 per night from Dec 2 to Dec 3
AED 955
AED 1,148 total
2 Dec - 3 Dec
includes taxes & fees
Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (794 reviews)
Great accommodation and staff.

Reviewed on 8 November 2025

Chatham Bars Inn
Surfside Inn Chatham

Surfside Inn Chatham

2.5 out of 5
25 Holway St Chatham MA
Book a stay at this beach B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chatham Lighthouse and Chatham Windmill are ...
8/10 Very Good! (159 reviews)
This is a beautiful property very centrally located. I highly recommend the surfside inn.

Reviewed on 15 October 2025

Surfside Inn 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.
Downtown Chatham Luxury 9 BR Home with Heated Pool.  Pets welcome!

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham MA
Book a stay at this family-friendly vacation home in Chatham. Enjoy free WiFi, private pools, and a garden. Popular attractions Mayo House and Chatham Windmill ...
9.8/10 Exceptional! (38 reviews)
It was absolutely amazing! Could have not asked for a better place. It was perfect.

Reviewed on 27 October 2025

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Chatham MA
Book a stay at this beach vacation home in Chatham. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Hardings Beach and ...
8/10 Very Good! (44 reviews)
Lots of natural light a beautiful view in the common area. I would absolutely stay again. The only drawback is that there is only one spot designated for parking

Reviewed on 2 November 2025

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Chatham MA
Stay at this vacation home in Chatham. Enjoy a garden, laundry facilities, and balconies or patios. Popular attractions Chatham Windmill and Mayo House are located ...
9.8/10 Exceptional! (91 reviews)
Clean, quiet, and great location.

Reviewed on 17 November 2025

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
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.

Popular places to visit

Reviews of Chatham

4.7
Top Destination
5 - Excellent
74
5 - Excellent 73%
4 - Good
26
4 - Good 26%
3 - Okay
1
3 - Okay 1%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

Enjoying the quaint quiet atmosphere.

4/5 - Good

Verified traveler

Very beautiful place

4/5 - Good

Meghan

The National Seashore offers beautiful and interesting habitats to explore and is an easy drive away for an afternoon or day trip. The Chatham grocery store carries standard items. If you're a foodie or want organic or allergen-free items, bring them

5/5 - Excellent

Verified traveler

Perfect location for both local restaurants and shopping plus all of the Cape Cod opportunities.

3/5 - Okay

Bob

Not a lot going on during semi off season, especially on a Sunday and Monday. Maybe weekends are a little more lively.

5/5 - Excellent

Verified traveler

Great little town