Chatham Holidays from £648

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Your Chatham Holiday

Our holiday packages to Chatham let you customize your own adventure. Tailor your getaway to your style and interests and make the most of your time in this fabulous city. A trip to Chatham is a great opportunity to take in the sights. Be sure to stop by well-known attractions like Art Omi International Arts Centre - Fields Sculpture Park, The Mac-Haydn Theatre and Martin Van Buren National Historic Site. Whoever you're taking time off with and whatever you want to spend, your ultimate Chatham holiday is just clicks away with Expedia.

The Latest Chatham Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

3 out of 5
per person
1 Sep - 7 Sep
found 13 hours ago
Return flight included
London (LON) to Albany (ALB)
9.2/10 Wonderful! (435 reviews)
The property is very well maintained. Roomes, inside and outside property very clean and well decorated. The staff helpfull and pleasant. Close to most of attraction and places of interst in Berkshire.

Reviewed on 8 Jun 2024

The Red Lion Inn

The Red Lion Inn

3.5 out of 5
per person
1 Sep - 7 Sep
found 13 hours ago
Return flight included
London (LON) to Albany (ALB)
8.8/10 Excellent! (888 reviews)
The Red Lion Inn has been a mainstay for travelers since the 18th C. Staying there was an important experience for my visit to the Berkshires. The use of corridors to display art, as well as cabinets of collections by one of the previous owners as well as new installations was delightful.

Reviewed on 14 Jun 2024

Chatham Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Albany Intl. Airport (ALB)
Population
1,700
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
The Mac-Haydn Theatre, Hudson Chatham Winery and Oakdale Beach

Our pick of the best Chatham Hotel Deals

Comfort Inn Glenmont - Albany South
Comfort Inn Glenmont - Albany South
2.5 out of 5
37 Route 9W, Glenmont, NY
Stay at this spa hotel in Glenmont. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the clean rooms in their reviews. ...
7.8/10 Good! (764 reviews)
Great bargain!
"The hotel was an absolute bargain for the price. Less than 10 min drive to downtown Albany. Room was clean and the decore was great. Front Staff was helpful. Slept in after a rock show so dudn't attend breakfast. Will stay at the hotel again in future trips"

Reviewed on 13 Jun 2024

Comfort Inn Glenmont - Albany South
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Stay at this 3.5-star lodge in Lenox. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (260 reviews)
Modern, friendly and clean
"From my kind greeting from Bobby to my checkout in the morning, my stay could not have been better. Clean and up to date rooms, a great bar and friendly staff. Will definitely come back."

Reviewed on 13 Jun 2024

Life House Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
9/10 Wonderful! (1,004 reviews)
Pleasantly surprised
"We had a good experience here! The staff was AWESOME! They were very helpful in checking in and gave us good info. They have a bar but it was not open during the times we were in and out. The breakfast was good and we enjoyed the omelet. Its only on the weekend--wish it was every day! The pool was ..."

Reviewed on 15 Jun 2024

The Yankee, Trademark Collection by Wyndham
See all 1,448 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 Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Chatham travel package cost?
From just £648, you can tailor your Chatham package the way you want. Simply combine hotels, flights and car rentals and be rewarded with discounts.
If I'm not able to travel, can I cancel my Chatham travel package?
Your situation can change unexpectedly, so yes, you can. You may be able to cancel or alter your Chatham travel package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still make changes, but your hotel, car rental company or airline may impose a charge. Want more information? Check out our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Chatham?
Our Chatham travel packages mean plenty of savings for the savvy wanderer. For the best deals, simply combine your hotel, flights and rental cars into a handy package. But bargain prices are only the start of your next unforgettable adventure. When you book with Expedia, you’ll have more than 550 air carriers and 1,000,000 hotel options around the globe to pick from. Whatever your style or budget, there’s a package that’s perfect for you.
Does Expedia offer Book Now, Pay Later Chatham holidays?
Expedia has joined forces with online lender Klarna to make booking your next break a little easier on the wallet. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more money to spend while you’re travelling. Klarna has several payment plans to pick from, so you’re sure to find something that fits into your budget. Consider these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday in multiple transactions.
  • Low deposit holidays: When you come across an awesome deal but don’t have the full amount yet, Klarna’s low deposit holiday plan will help you get what you want.

Where should I stay in Chatham?
A holiday in Chatham isn’t complete without visiting The Mac-Haydn Theatre. Why not book a hotel close to this interesting tourist attraction?
What are the top hotels in Chatham?
The Wick, Hudson, A Tribute Portfolio Hotel and St. Charles Hotel are a couple of the most sought-after properties in Chatham. Why not have a look at the facilities and amenities at each and then decide?
How far in advance should I book my Chatham holiday?
It can be difficult to know when the best time is to book your Chatham trip. But usually the earlier you book, the cheaper the prices. Sometimes, you can secure your flights and hotels up to 12 months before your departure date. If you’re thinking of a last-minute getaway, no need to stress! There are great deals featured on Expedia every single day.
What does an Expedia Chatham travel package include?
With Expedia, you can select any combination of car rentals, hotels and flights to create your ideal Chatham package. Once you’ve made your booking, you can add on all the fun stuff like activities and tours. Don’t forget — the more you bundle, the greater the savings!
What should I know before booking a Chatham travel package?
Bundling your bookings into a Chatham travel package is the most convenient way to organise your trip. Not only that, you’ll save big just for combining your hotels, flights and car rentals. Once you’ve booked, why not add on a tour or an activity?
Can I choose my airline with a Chatham Expedia travel package?
Expedia offers access to more than 550 partner airlines worldwide, so you certainly can. Simply select your preferred air carrier and create the perfect Chatham holiday.

Discover the most popular places to visit in Chatham

Image for The Mac-Haydn Theatre

The Mac-Haydn Theatre

You can make plans for a show at The Mac-Haydn Theatre during your trip to Chatham. Stroll along this trendy area's riverfront or simply enjoy its cafes.

The Mac-Haydn Theatre

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.