Chatham Vacation Packages

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Your Chatham Vacation

The adventure-packed city of Chatham is calling. Delve into everything from its highlights to its hidden gems with a Chatham vacation package that's customized to you. Any trip to Chatham needs a well-planned itinerary. Fill yours with attractions like Martin Van Buren National Historic Site, Art Omi International Arts Center - Fields Sculpture Park and The Mac-Haydn Theatre. Browse Expedia's wide range of travel options and start organizing your ideal vacation to Chatham today.

Top Chatham Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Motel Luzerne

Motel Luzerne

2 out of 5
per person
Apr. 17 - Apr. 20
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
8.6/10 Excellent! (83 reviews)
The property was in a great location. The room was very clean. However, it was chilly on arrival. Did get the room top heat up. The room was spacious and could have had comfortable seating.

Reviewed on Dec. 13, 2024

The Motel Montreal

The Motel Montreal

2 out of 5
per person
Apr. 17 - Apr. 20
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
7.2/10 Good! (481 reviews)
They didn't do a good job on cleaning up the driveway from snow and ice was hard to walk around and not fall.

Reviewed on Feb. 28, 2025

The Hotel Saratoga, Ascend Hotel Collection

The Hotel Saratoga, Ascend Hotel Collection

3 out of 5
per person
Apr. 17 - Apr. 20
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
8.6/10 Excellent! (1,004 reviews)
It is a nice hotel. The beds are comfortable.

Reviewed on Feb. 23, 2025

Mohican Resort Motel

Mohican Resort Motel

2.5 out of 5
per person
Apr. 17 - Apr. 20
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
9/10 Wonderful! (127 reviews)
Excelent location and muy espacioso !!

Reviewed on Feb. 17, 2025

Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

3 out of 5
per person
Apr. 17 - Apr. 20
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
8.2/10 Very Good! (1,002 reviews)
The people were working at the restaurant and bar were spectacular

Reviewed on Feb. 23, 2025

Ready to book your vacation to Chatham?

 

Choose your dates

Chatham Hotel Deals

Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Mar. 9 to Mar. 10
CA $141
CA $169 total
includes taxes & fees
Mar 9 - Mar 10
8.6/10 Excellent! (1,780 reviews)
"Always a great place to stay!!"

Reviewed on Mar. 5, 2025

Vacation Village in the Berkshires
Comfort Inn Glenmont - Albany South
Comfort Inn Glenmont - Albany South
2.5 out of 5
37 Route 9W, Glenmont, NY
Fully refundable
The price is CA $138 per night from Apr. 6 to Apr. 7
CA $138
CA $157 total
includes taxes & fees
Apr 6 - Apr 7
7.8/10 Good! (940 reviews)
"Good"

Reviewed on Mar. 1, 2025

Comfort Inn Glenmont - Albany South
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Mar. 19 to Mar. 20
CA $139
CA $155 total
includes taxes & fees
Mar 19 - Mar 20
9/10 Wonderful! (511 reviews)
"The restaurant and lounge area is so inviting, and staff is all around excellent."

Reviewed on Mar. 2, 2025

Life House Berkshires
See all 1,541 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Chatham vacation package cost?
You’ll find cheap prices from CA $838 on Expedia for your Chatham getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Chatham costs.
What are the cheapest months to go to Chatham?
The off-season is the best time to visit Chatham if you’re trying to save. Another tip for getting cheap Chatham vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Chatham?
The ideal duration for your Chatham vacation depends on what you’d like to see and do. Usually, a few days to a week will give you enough time to go to all the top sights and discover some hidden gems along the way.
How to find the best Chatham package deals?
Begin your search for a Chatham package deal by entering your destination and preferred travel dates under our “Packages” tab. Then select some filters, like “Property type” and “Guest rating,” to tailor the results to your exact style. You can also sort by “Package discount” and browse offers that come with big savings. If you don’t find the perfect Chatham package deal straight away, simply tweak your dates and search again. Bear in mind 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 considerable savings when compared to booking accommodations and flights separately. Better still, you can tailor your Chatham escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Chatham?
Secure incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Chatham escape.
How to plan a trip to Chatham?

  1. Pick your dates: What you’d like to do in Chatham and your favorite season will help you decide when to get away.
  2. Plan your budget wisely: Besides the price of your hotel, you’ll need to factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may come up during your trip to Chatham.
  3. Decide your trip length: Think about how much time you’d like to spend exploring Chatham. Plan your itinerary so you can get to all the experiences and attractions you’re interested in at a comfortable pace.
  4. Combine your accommodations and airfare: After you’ve settled on your travel dates and duration, lock in the right Chatham vacation package for you.

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