South Chatham Holidays

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    Better together

    Save up to €185 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in South Chatham

Price found within the past 48 hours. Click for updated prices.
Hotel AKA Back Bay
Boston Harbor Hotel
Raffles Boston
The Colonnade Hotel Back Bay
The Langham, Boston

Top hotels in South Chatham

Chatham Tides

Chatham Tides

2.5 out of 5
394 Pleasant St, PO Box 215, South Chatham, MA
The price is €344 per night from 8 Sept to 9 Sept
€344
8 Sept - 9 Sept
includes taxes & fees
9.2/10 Wonderful! (620 reviews)
"Next to the beach"

Reviewed on 23 Aug 2025

Chatham Tides
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is €198 per night from 14 Sept to 15 Sept
€198
14 Sept - 15 Sept
includes taxes & fees
8.6/10 Excellent! (291 reviews)
"Very family friendly, great pool, multiple fire pit for roasting marshmallows, indoor heated water park, arcade games. There is a cafe, a gift shop, a bar and restaurant with a door and out in the center of the resort where there is fire piths, a ballroom inside for free dance lessons. There is free ..."

Reviewed on 23 Aug 2025

Margaritaville Resort Cape Cod
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,491 reviews)
"What a great resort. I would go there again."

Reviewed on 25 Aug 2025

Bayside Resort Hotel
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.

Frequently asked questions

How much does a South Chatham holiday package cost?
You can grab a holiday package to this popular destination from €1,104 on Expedia. But how much your holiday to South Chatham costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to South Chatham?
You can generally find reduced prices and better availability in December, January and February. Take a look at our cheap South Chatham holiday packages and you could land some great off-season deals.
How many days is enough for South Chatham?
The ideal length for your South Chatham holiday depends on what you'd like to do and see. Generally, a handful of days to a week will give you time to hit all the major sights and discover some hidden treasures along the way.
How to find the best South Chatham package deals?
Use Expedia's filter tool to help you find some of the best South Chatham package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for South Chatham package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package as soon as possible.
Is it cheaper to book a South Chatham holiday as a package?
You can enjoy significant savings on your South Chatham escape by booking a tailored holiday package. Click on the "Package" heading, then enter your travel dates and destination to view the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to South Chatham?
If you've got your South Chatham holiday dates finalized, book as soon as you can to snap up some incredible deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to South Chatham?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to South Chatham.
  2. Set a budget: Factor in expenses such as flights, transportation and food when working out how much to save for your trip to South Chatham. Then, choose a property that suits your budget, whether that's an economical option or a high-end retreat.
  3. Decide how long to go for: Now that you know more about South Chatham, you can figure out the ideal length of your holiday. Create a draft itinerary and give yourself enough time for all the things you want to do.
  4. Combine your airfare and accommodation: Once you've nailed down your dates and duration, book the ideal South Chatham holiday package for you.

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