Pine Orchard Vacations from $380

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Your Pine Orchard Vacation

Renowned for its coastal beaches and golfing, Pine Orchard draws visitors from here, there and everywhere. Let our Pine Orchard vacation packages give you a look into this neighborhood and everything it has to offer. Some leading nearby attractions to check out during your trip to Pine Orchard include Stony Creek Brewery, Double Beach and Polished. Expedia will help turn your dream Pine Orchard vacation into reality, no matter your travel plans or budget.

The Latest Pine Orchard Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Windrose On Hudson

Windrose On Hudson

3 out of 5
Price was $761, price is now $380 per person
$380
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
8.4/10 Very Good! (9 reviews)
Only one night so did not use the amenities. The refrigerator in the room died in the night so lost my leftovers. The room was clean and the staff was helpful. The shower function was strange. I would stay there again.

Reviewed on Aug 12, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $733, price is now $387 per person
$387
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
Very large room, well maintained hotel, friendly helpful staff.

Reviewed on Aug 25, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $2,792, price is now $1,488 per person
$1,488
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug 21, 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was $3,486, price is now $1,889 per person
$1,889
per person
Oct 22 - Oct 27
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,001 reviews)
Exceedingly above my expectations

Reviewed on Jul 31, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $1,336, price is now $756 per person
$756
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (561 reviews)
Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound

Reviewed on Aug 18, 2025

Pine Orchard Hotel Deals

Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $175 total per night from Sep 7 to Sep 8
$175 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (1,005 reviews)
"Excellent stay."

Reviewed on Aug 22, 2025

Trumbull Marriott Shelton
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St, Branford, CT
Fully refundable
$72 nightly
The price is $83 total per night from Sep 2 to Sep 3
$83 total
Sep 2 - Sep 3
Total with taxes and fees
6.8/10 (1,011 reviews)
"Great location, quiet & yet right near Rt 95. Clean, nice room, polite staff!!!"

Reviewed on Aug 25, 2025

Motel 6 New Haven - Branford, CT
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Sep 1 to Sep 2
$120 total
Sep 1 - Sep 2
Total with taxes and fees
7.8/10 Good! (1,305 reviews)
"Staff was very friendly and knowledgeable of the area."

Reviewed on Aug 22, 2025

Best Western Executive Hotel Of New Haven - West Haven
See all 898 properties in Pine Orchard
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Pine Orchard

Stony Creek - Thimble Islands Historic District

You can learn about the history of Branford when you stop by Stony Creek - Thimble Islands Historic District. Visit the area's shops, or simply enjoy its restaurants.

Stony Creek - Thimble Islands Historic District

Stony Creek Brewery

You can take time to visit Stony Creek Brewery during your travels to Branford. Experience the area's art scene and museums.

Stony Creek Brewery

Double Beach

Why not spend a carefree afternoon at Double Beach during your travels in Branford? Visit the area's shops, or simply enjoy its restaurants.

Double Beach

Things to do

Harkness Towner

Private Historic Yale Smart Phone Self Guided Walking Tour

$10
per adult
100% of travellers recommend
Private Historic Yale Smart Phone Self Guided Walking Tour
See all activities in Branford
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.