Chatham resorts

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Recommended by KAYAK

Best Chatham resorts and all inclusive resorts

Most recommended Chatham resorts

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Chatham Bars Inn - Chatham - Building
Chatham Bars Inn
Chatham, MA
8.8Very good(194)
Parking
Free Wi-Fi
Pool
Spa
$574+
Check availability
Winstead Beach Resort - Harwich - Living room
Winstead Beach Resort
Harwich, MA
8.9Very good(79)
Parking
Free Wi-Fi
$314+
Check availability
Wequassett Resort and Golf Club - Harwich - Pool
Wequassett Resort and Golf Club
Harwich, MA
9.4Wonderful(119)
Parking
Free Wi-Fi
Pool
Pet friendly
$479+
Check availability
Harwichport Resort Club - Harwich - Living room
Harwichport Resort Club
Harwich, MA
8.0Very good(12)
Parking
Free Wi-Fi
Pool
$113+
Check availability
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Type

All inclusive

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$113 - $229$229 - $344$344 - $459$459 - $574$574+ per night

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Free cancellationFree breakfastFree parkingFree internet
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KAYAK’s insights for resorts in Chatham

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Chatham with confidence.

Which month has the cheapest resort rates in Chatham?

Resorts are cheapest in Chatham in November, with average rates of $264. In comparison, July is the most expensive month, with prices at $1,619.

What is the cheapest day of the week to book a resort in Chatham?

Sunday offers the lowest rates in Chatham, with an average nightly price of $440. The highest prices are found on Saturday, with average rates at $981.
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Good to know

Low season

November

High season

July

Average price (weeknight)

$478

Average price (weekend night)

$754
Cheapest month to stay with an average 50% drop in price.
Most expensive month to stay with an average 205% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Chatham resort deals

  • If you want to ensure you grab a bargain, try to book more than 90 days before your stay to get the best price for a Chatham resort.
  • Don’t know how much time you need to see all the sights? KAYAK users usually book their resort in Boston for 1 day.

FAQs when booking a resort in Chatham

  • Is it cheaper to stay in a resort than in a hotel in Chatham?

    The average price for a night in a resort in Chatham is $1,173 compared to $554 for a night in a hotel.

Where to find the best resorts in Chatham?

Our map will help you find the perfect resort in Chatham by showing you the exact location of each resort.

Everything you need to know for your stay in Chatham

Chatham resort and all inclusive resort deals. Search for resorts in Chatham. Find cheap resorts and all inclusive resorts in Chatham. KAYAK searches hundreds of travel sites to help you find cheap resorts and book the room that suits you best.

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