Chatham Vacations from ₩3,019,795

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The Latest Chatham Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
per person
Sep 6 - Sep 13
found 5 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Boston (BOS)
9/10 Wonderful! (2,696 reviews)
Great food next door at Elephant and Castle . The potato and leek casserole was excellent. The elevator is small and the rooms are very close together. It gets loud if you have noisy neighbors.

Reviewed on Aug 5, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Sep 6 - Sep 13
found 5 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
I had high expectations since we have been to Raffles Singapore before and after the recent renovations and it is one of our favorite hotels in the world! Glad to say that Raffles Boston did not disappoint. The hotel decor is gorgeous, thoughtfully luxurious in every detail. Location is great. Service is professional but friendly. The room butler is a convenience that cannot be overstated. Also, the first hotel that actually kept the room temperature at 66 F during the whole night. Adios, Four Seasons! Raffles is my new home in Boston.

Reviewed on Aug 5, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Sep 6 - Sep 13
found 5 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on Aug 3, 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Sep 6 - Sep 13
found 5 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Boston (BOS)
8.8/10 Excellent! (1,013 reviews)
Beautiful hotel located right in the heart of the city! Nice big room with a big bathroom. Located near all the shopping and great restaurants. Also very close to the T station and very safe!

Reviewed on Jul 28, 2025

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
per person
Sep 6 - Sep 13
found 5 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Boston (BOS)
8.6/10 Excellent! (2,135 reviews)
Affordable and good location.

Reviewed on Aug 5, 2025

Find the Best Chatham Vacation Packages

Chatham Hotel Deals

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
The price is ₩1,154,338 per night from Sep 1 to Sep 2
₩1,154,338
₩1,387,198 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (777 reviews)
"Perfect!!"

Reviewed on Aug 2, 2025

Chatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St, Chatham, MA
The price is ₩360,436 per night from Sep 1 to Sep 2
₩360,436
₩468,041 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (533 reviews)
"Another fantastic year at Chatham Wayside Inn! Already looking forward to next summer!"

Reviewed on Aug 3, 2025

Chatham Wayside Inn
The Chatham Motel

The Chatham Motel

2 out of 5
1487 Main Street, Chatham, MA
The price is ₩221,029 per night from Sep 1 to Sep 2
₩221,029
₩252,971 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (614 reviews)
"Room was spacious and clean."

Reviewed on Jul 10, 2025

The Chatham Motel
See all 5,021 properties in 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.

Discover the most popular places to visit in Chatham

Veterans Field

Catch an event at Veterans Field during your trip to Chatham. Wander the beautiful beaches and seaside in the area.

Veterans Field

Frequently asked questions

How much does a Chatham vacation package cost?
Offering excellent value package deals from ₩3,019,795 on Expedia, you'll be pleasantly surprised at how much a vacation to Chatham costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chatham?
January, February and March are great times to search for cheap Chatham vacation packages. Choosing to travel in quieter periods means you'll typically find better prices on accommodations and flights.
How many days is enough for Chatham?
We'd recommend booking a Chatham vacation for a minimum of 3 days. This gives you time to tick off top attractions including Chatham Drama Guild and Monomoy National Wildlife Refuge, and also explore neighborhoods like South Chatham and South Harwich. You could even squeeze in one or two day trips beyond Chatham.
Is it worth booking a vacation package to Chatham?
Chatham has everything you need for a wonderful escape. Begin your Chatham vacation on a high note by checking out top attractions like Ridgevale Beach.
How to find the best Chatham package deals?
Start your search for a Chatham package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Chatham package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Chatham escape underway.
Is it cheaper to book a Chatham vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays individually. Better still, you can tailor your Chatham trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Chatham?
If you're planning a spur-of-the-moment Chatham adventure, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Chatham?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Chatham.
  2. Work out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and airfares. Your hotel will probably be the largest expense during your trip to Chatham.
  3. Determine how many days away: Start by compiling a list of the sights and activities you want to get to in Chatham. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Chatham vacation package.

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