Deals on vacations and trips to Old Chatham

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The Wiltwyck

The Wiltwyck

3.5 out of 5
Price was $576, price is now $472 per person
$472
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Manchester Village Historic District
Price was $989, price is now $750 per person
$750
per person
Feb 27 - Mar 1
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

3 out of 5
Save 100% on your flight
Price was $967, price is now $755 per person
$755
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Luxury Private Estate w Pool Near Rhinebeck

Luxury Private Estate w Pool Near Rhinebeck

2 out of 5
Save 100% on your flight
Price was $2,434, price is now $1,949 per person
$1,949
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $738, price is now $605 per person
$605
per person
Feb 27 - Mar 1
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.

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 19 - Jan 20
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
$105 nightly
The price is $120 total per night
$120 total
Feb 5 - Feb 6
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.
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.
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.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $136 total per night
$136 total
Feb 16 - Feb 17
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.
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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 $472. 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