Chatham Holidays

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Chatham Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
per person
11 Feb - 15 Feb
found 1 day ago
Return direct flight included
Allentown (ABE) to Boston (BOS)
9.4/10 Exceptional! (3,579 reviews)
Staff was ALWAYS friendly, happy and helpful!

Reviewed on 21 Dec,2024

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
Government Center
per person
11 Feb - 15 Feb
found 1 day ago
Return direct flight included
Allentown (ABE) to Boston (BOS)
9.2/10 Wonderful! (4,432 reviews)
Very close to everything including parking, food, entertainment.

Reviewed on 22 Dec,2024

Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel

4 out of 5
Back Bay
per person
11 Feb - 15 Feb
found 1 day ago
Return direct flight included
Allentown (ABE) to Boston (BOS)
8.2/10 Very Good! (1,757 reviews)
Place was clean and safe. Perfect place to stay when going to the pops

Reviewed on 20 Dec,2024

Chatham Beach Holiday

There's nothing that can beat a Chatham holiday. Whether you're indulging in fancy cocktails at a local hot spot or flipping through a book by the shore, your trip to Chatham is the perfect time to live out your beachy dreams. Many travellers will tell you to stay near Ridgevale Beach, located just 3 kilometres from the town centre. However, you'll also find a fantastic range of Chatham holiday packages close to Hardings Beach and Cockle Cove Beach, two other well-loved nearby options.

Top hotels in Chatham

Chatham Bars Inn
Chatham Bars Inn
5 out of 5
297 Shore Rd, Chatham, MA
The price is S$541 per night from 16 Jan to 17 Jan
S$541
includes taxes & fees
16 Jan - 17 Jan,2025
9/10 Wonderful! (736 reviews)
"Great service. Beautiful location and had the best room"

Reviewed on 16 Dec,2024

Chatham Bars Inn
Chatham Wayside Inn
Chatham Wayside Inn
4 out of 5
512 Main St, Chatham, MA
The price is S$317 per night from 2 Jan to 3 Jan
S$317
includes taxes & fees
2 Jan - 3 Jan,2025
9.2/10 Wonderful! (455 reviews)
Comfortable Cape Cod Inn
"Quaint, comfortable and very friendly. Also provided an EV charging station in the parking lot. This is really helpful to those of who travel by EV."

Reviewed on 4 Dec,2024

Chatham Wayside Inn
Chatham Seafarer Inn
Chatham Seafarer Inn
3.5 out of 5
2079 Main St, Chatham, MA
9/10 Wonderful! (284 reviews)
"I really liked my stay at the Seafarer! Such a cute spot and the people were super nice. I was in town visiting family, so my room was the perfect convenience with a cute little spot to sit outside my room and sip coffee in the morning and watch the world go by. The bed was comfortable, and it was ..."

Reviewed on 7 Oct,2024

Get rates
Chatham Seafarer Inn
See all 4,660 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.

Frequently asked questions

How much does a Chatham holiday package cost?
Offering excellent value package deals from S$764 on Expedia, you’ll be pleasantly surprised at how much a holiday 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 holiday packages. Choosing to travel in quieter periods means you’ll typically find better prices on accommodation and flights.
How many days is enough for Chatham?
We’d recommend booking a Chatham holiday 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 neighbourhoods like South Chatham and South Harwich. You could even squeeze in one or two day trips beyond Chatham.
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 holiday as a package?
An Expedia holiday 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 holiday 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 customised Chatham holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.