Deals on vacations and trips to Old Chatham

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Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2 out of 5
Price was $888, price is now $579 per person
$579
per person
Mar 16 - Mar 20
found 20 hours ago
Roundtrip non-stop flight included
Fayetteville (XNA) to Albany (ALB)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and dry cleaning are also on offer.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,278, price is now $862 per person
$862
per person
Mar 15 - Mar 20
found 20 hours ago
Roundtrip non-stop flight included
Fayetteville (XNA) to Albany (ALB)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $1,087, price is now $798 per person
$798
per person
Mar 15 - Mar 20
found 20 hours ago
Roundtrip non-stop flight included
Fayetteville (XNA) to Albany (ALB)
A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.
The Dewey

The Dewey

3.5 out of 5
Price was $907, price is now $667 per person
$667
per person
Mar 15 - Mar 20
found 20 hours ago
Roundtrip non-stop flight included
Fayetteville (XNA) to Albany (ALB)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Nothside
Price was $809, price is now $617 per person
$617
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
A casino, 5 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking is free for guests, and you can enjoy a meal in one of the 2 coffee shops/cafes.

Top Old Chatham hotels deals

Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!

Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!

Old Chatham NY
Get rates
This vacation home features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and childcare is an added bonus. A garden, a library, and laundry facilities are also on offer.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $141 total per night
$141 total
Jan 13 - Jan 14
Total with taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
82 MONTGOMERY STREET Albany NY
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $116 total per night
$116 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Breakfast included
Pet friendly
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

2.5 out of 5
37 Route 9W Glenmont NY
Free Cancellation
$81 nightly
The price is $93 total per night
$93 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Free Cancellation
$98 nightly
The price is $109 total per night
$109 total
Jan 23 - Jan 24
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $113 total per night
$113 total
Jan 20 - Jan 21
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
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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.

Popular places to visit

Shaker Museum and Library

You can spend time browsing the exhibits at Shaker Museum and Library in Old Chatham. While you're in the area, wander around the gardens.

Shaker Museum and Library

Frequently asked questions

How much are vacation packages to Old Chatham?
Treat yourself to a memorable travel experience in Old Chatham with a vacation package starting at just $579. Organizing your flights, tours and hotels with Travelocity is so easy. On top of that, our packages will leave you with more savings in your pocket for loads of fun times.
How long should my Old Chatham vacation be?
If you're looking for some guidance, most visitors spend approximately 2 nights vacationing in Old Chatham. But to discover the true spirit of this place, stay a few extra days. You'll be able to check off more attractions and really take in the local culture.
Where can I get the best vacation package deals for Old Chatham?
With as many as 400 partner airlines and 1,000,000 hotels around the world, it's hard to go past Travelocity. Scroll through our impressive range and create your dream Old Chatham package deal. Don't you love it when trip planning is that easy?
Why should I book my Old Chatham vacation bundle with Travelocity?
Savings, support and a stress-free booking are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you can rely on our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you can rest easy knowing you'll always get the best deal available.
Will I save money on my Old Chatham car rental if I bundle it with hotels and flights?
Combining your flight, car and hotel into an Old Chatham vacation package is the best way to score the best deal. Plus, having your own wheels gives you freedom to get to all those big sights you're hoping to explore. Sitting 120 mi away from Old Chatham, Times Square is one attraction that should have a place on your itinerary. Fill up the tank and make a day trip of it.
Which airport is best for Old Chatham?
One top option is Bradley Intl. Airport (BDL). From here, you'll need to travel northwest for about 55 mi to reach inner Old Chatham. Another convenient choice is Albany Intl. Airport (ALB), 25 mi away from central Old Chatham.
Where should I stay when visiting Old Chatham?
The Chatham Travel Lodge is the number one choice of many visitors. Book now to avoid missing out.

Photos of local treasures

Browse Old Chatham vacation photos for more inspiration