Deals on vacations and trips to Chatham
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Chatham flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Church Des Artistes Guest House
Roundout
Save 100% on your flight
per person
Jun 16 - Jun 20
found 23 hours ago
Roundtrip flight included
Jacksonville (JAX) to Albany (ALB)
This guesthouse features an area shuttle, free self parking, and free WiFi in public areas. Enjoy the free continental breakfast each morning. A business center, a terrace, and a garden are also on offer.
Brookmere
per person
Aug 1 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Albany (ALB)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Hasbrouck House
per person
Jun 16 - Jun 20
found 23 hours ago
Roundtrip flight included
Jacksonville (JAX) to Albany (ALB)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free valet parking. Enjoy the sauna and free perks like continental breakfast and free self parking.
La Quinta Inn & Suites by Wyndham Latham Albany Airport
per person
Jul 5 - Jul 9
found 22 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Albany (ALB)
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 continental breakfast and free self parking.
Top Chatham hotels deals
Comfort Inn Glenmont - Albany South
37 Route 9W, Glenmont, NY
Free Cancellation
The price is $107 per night
$107
includes taxes & fees
$94 per night
May 25 - May 26
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
Life House Berkshires
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $115 per night
$115
includes taxes & fees
$103 per night
May 7 - May 8
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-in is provided and the front desk is staffed around-the-clock.
Pet friendly
Parking included
The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
Free Cancellation
Reserve now, pay when you stay
The price is $123 per night
$123
includes taxes & fees
$111 per night
May 11 - May 12
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a picnic area, and laundry facilities are also on offer.
Breakfast included
Pet friendly
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $120 per night
$120
includes taxes & fees
$107 per night
May 6 - May 7
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
The price is $127 per night
$127
includes taxes & fees
$114 per night
May 19 - May 20
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.
Pool
Parking included
Comfort Inn & Suites East Greenbush - Albany
99 Miller Rd, Castleton-on-Hudson, NY
Free Cancellation
Reserve now, pay when you stay
The price is $103 per night
$103
includes taxes & fees
$93 per night
May 26 - May 27
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
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
The Mac-Haydn Theatre
You can enjoy a show at The Mac-Haydn Theatre on your trip to Chatham. Stroll along this trendy area's riverfront, or simply enjoy its coffeehouses.
Photos of local treasures
Browse Chatham vacation photos for more inspiration