Chatham resorts

KAYAK searches hundreds of resorts and all-inclusive resorts in Chatham

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Booking Insights
Recommended by KAYAK

Best Chatham resorts and all-inclusive resorts

These are the best prices for 16-23 Jun.
Chatham Bars Inn - Chatham - Building
Chatham Bars Inn
Chatham, MA, United States
9.0Wonderful(197)
Parking
Free Wi-Fi
Pool
Air Conditioning
1.331 €+
Check availability
Pleasant Bay Village Resort - Chatham - Living room
Pleasant Bay Village Resort
Chatham, MA, United States
9.4Wonderful(309)
Parking
Free Wi-Fi
Pool
Air Conditioning
268 €+
Check availability
Wequassett Resort and Golf Club - Harwich - Pool
Wequassett Resort and Golf Club
Harwich, MA, United States
8.8Very Good(112)
Parking
Free Wi-Fi
Pool
Pet-friendly
1.185 €+
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Winstead Beach Resort - Harwich
Winstead Beach Resort
Harwich, MA, United States
8.8Very Good(94)
Parking
Free Wi-Fi
Air Conditioning
591 €+
Check availability
Harwichport Resort Club - Harwich - Living room
Harwichport Resort Club
Harwich, MA, United States
8.7Very Good(26)
Parking
Free Wi-Fi
Pool
Air Conditioning
148 €+
Check availability
Booking Insights

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.

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 334 €/night. The highest prices are found on Saturday, with average rates at 818 €/night.

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How much is a Chatham resort?

Here are our most popular and best value resorts and all inclusive resorts in Chatham

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
October
401 €
749 €
Cheapest month to stay with an average 40% drop in price.
Most expensive month to stay with an average 266% 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

  • Don’t know how much time you need to see all the sights? KAYAK users usually book their resort in Boston for 14 days.

FAQs when booking a resort in Chatham

  • How much is a resort in Chatham for tonight?

    The best price a KAYAK user has found for a 3-star resort in Chatham in the last 3 hours was 293 € and the lowest priced 4-star resort was 472 €. The cheapest resort found on KAYAK for tonight is 293 €.

  • How much is a resort in Chatham for this weekend?

    In the last 72 hours, KAYAK users have booked Chatham resort for this weekend for as low as 325 €. Users have also found 3 star hotels from 348 € and 4-star plus hotels from 1.362 €.

  • 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 781 € compared to 548 € 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