Exclusive Chesterwood Vacation Deals

Chesterwood vacation package deals

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

The Motel Montreal

2 out of 5
Price was $891, price is now $752 per person
$752
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
An outdoor pool, free self parking, and barbecue grills are featured at this motel. WiFi in public areas is free. A terrace and a picnic area are also provided.
The Perch Hotel

The Perch Hotel

2 out of 5
Save 100% on your flight
Price was $1,228, price is now $847 per person
$847
per person
Sep 3 - Sep 7
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
This hotel 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 Old Catskill Game Farm Inn

The Old Catskill Game Farm Inn

3.5 out of 5
Save 100% on your flight
Price was $4,478, price is now $3,653 per person
$3,653
per person
Sep 3 - Sep 7
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
A sauna, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room, a picnic area, and free newspapers are also on offer.
Hilton Garden Inn Saratoga Springs

Hilton Garden Inn Saratoga Springs

3 out of 5
Price was $1,595, price is now $1,378 per person
$1,378
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Free self parking, a garden, and a lobby fireplace are also offered.
The Lake George Inn

The Lake George Inn

2 out of 5
Price was $950, price is now $825 per person
$825
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
A seasonal outdoor pool is featured at this hotel, along with laundry facilities. Take advantage of the free self parking.
Sundowner on Lake George

Sundowner on Lake George

2.5 out of 5
Price was $1,401, price is now $1,220 per person
$1,220
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
A private beach and a hot tub are featured at this smoke-free motel. Enjoy the seasonal outdoor pool and perks like free self parking. A terrace, a picnic area, and laundry facilities are also on offer.

Frequently asked questions

How much are vacation packages to Chesterwood?
Grab an express ticket to an impressive deal with Travelocity's $752 Chesterwood vacation package. Not only will you save serious money on your hotel stay and flights, you can also add on some fun local experiences or even a rental vehicle.
Where can I get the best vacation package deals for Chesterwood?
There are fantastic Chesterwood package deals to be snapped up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties worldwide? Remember this the next time you're ready to check another destination off the old bucket list.
Why should I purchase my Chesterwood vacation package with Travelocity?
We take the stress out of travel planning. Whether you're seeking an amazing new place to explore or want to ensure you get the best price on offer, we're here to assist. Our 24/7 customer support, quality service and Price Match Guarantee mean you can confidently book with Travelocity.

Top Chesterwood hotel deals

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
26 Glendale Road, RR 183 Stockbridge MA
$358 nightly
The price is $399 total per night
$399 total
Jul 12 - Jul 13
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
Classic Stockbridge Cottage

Classic Stockbridge Cottage

Stockbridge MA
This vacation home features a garden, laundry facilities, and barbecue grills.
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
$184 nightly
The price is $205 total per night
$205 total
Jul 1 - Jul 2
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
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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.