Hamilton Hill Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Jun 19 - Jun 22

    Berkshire Mountain Lodge + Flight

    Pittsfield
    3 nights
    3.0 star property
    9.0/10 - Wonderful (939 reviews)
    "Nice for families, has kitchen facilities for cooking. Door to room needs attention. Had to slam hard to close. Nice big bathroom. Thought we were getting 2 beds but had king bed and pull out couch. Wouldn’t always work for everyone. Could hear dog barking in nearby room. Price was right"
    Reviewed May 17, 2026
    Roundtrip New York (JFK) - Boston (BOS)
    JFK - BOSNonstop BOS - JFKNonstop
    $432
    $311
    per traveler
    found 5 hours ago
    Berkshire Mountain Lodge
  • Jun 19 - Jun 22

    Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG + Flight

    South Lee
    3 nights
    3.5 star property
    9.2/10 - Wonderful (897 reviews)
    "Family friendly resort with amenities the whole family can enjoy!"
    Reviewed May 12, 2026
    Roundtrip New York (JFK) - Boston (BOS)
    JFK - BOSNonstop BOS - JFKNonstop
    Save 100% on your flight
    $649
    $457
    per traveler
    found 5 hours ago
    Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
  • Jul 30 - Aug 4

    The Yankee Inn + Flight

    Lenox
    5 nights
    2.5 star property
    9.2/10 - Wonderful (1,006 reviews)
    "Breakfast ok, coffee good, staff great"
    Reviewed May 19, 2026
    Roundtrip San Juan (SJU) - Boston (BOS)
    SJU - BOSNonstop BOS - SJUNonstop
    $1,061
    $753
    per traveler
    found 22 hours ago
    The Yankee Inn
  • Jul 23 - Jul 27

    Gedney Farm + Flight

    Great Barrington
    4 nights
    3.5 star property
    9.2/10 - Wonderful (137 reviews)
    "Had a great stay. Beautiful location."
    Reviewed May 15, 2026
    Roundtrip San Juan (SJU) - Hartford (BDL)
    SJU - BDLNonstop BDL - SJUNonstop
    $921
    $666
    per traveler
    found 1 day ago
    Gedney Farm
  • Jun 30 - Jul 3

    Hideaway Inn Lenox + Flight

    Lenox
    3 nights
    2.0 star property
    8.0/10 - Very Good (2 reviews)
    "After a little snafu with check-in (we had completed the form in advance and never received the room number text), we were able to get checked in with the virtual front desk. The inn was clean and well appointed and centrally located. The common areas felt inviting and useful for both the adults and kids. We would stay again."
    Reviewed May 12, 2026
    Roundtrip New York (LGA) - Albany (ALB)
    LGA - ALBNonstop ALB - LGANonstop
    $766
    $578
    per traveler
    found 16 hours ago
    Hideaway Inn Lenox

Where to stay in Hamilton Hill

Find the best Hamilton Hill areas and neighborhoods for the activities you enjoy most. Learn more about Hamilton Hill

Hamilton Hill Hotel Deals

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

3 out of 5
1749 Route 9 Clifton Park NY
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from May 25 to May 26
$108 total
May 25 - May 26
Total with taxes and fees
8.6/10 Excellent! (1,095 reviews)
"Room was clean."

Reviewed on May 17, 2026

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area
Microtel Inn by Wyndham Albany Airport

Microtel Inn by Wyndham Albany Airport

2 out of 5
7 Rensselaer Ave Latham NY
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $90 total per night from May 20 to May 21
$90 total
May 20 - May 21
Total with taxes and fees
7.6/10 Good! (1,414 reviews)
"Not the greatest. Bathroom counter broken. Just overall not a good choice."

Reviewed on May 18, 2026

Microtel Inn by Wyndham Albany Airport
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

2.5 out of 5
37 Route 9W Glenmont NY
Fully refundable
$93 nightly
The price is $107 total per night from May 31 to Jun 1
$107 total
May 31 - Jun 1
Total with taxes and fees
7.8/10 Good! (1,008 reviews)
"Room was great. Other areas were under construction so hard to say. Landscaping/entrance could be nicer. Staff was lovely and location is super convenient for downtown."

Reviewed on May 18, 2026

Comfort Inn Glenmont - Albany South
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.

Discover the most popular places to visit in Hamilton Hill

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.