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Check availability on Sag Harbor Hotels with Air Conditioning

Our top choices for Sag Harbor hotels with air conditioning

Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (576)
"Very clean, helpful staff and convenient location."
United States
Gordon
The price is 5.656.005 ₫
6.461.985 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Sag Harbor Inn
Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board
James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.0 out of 10, Wonderful, (23)
"My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!"
United States
Rachel
The price is 9.376.867 ₫
10.408.322 ₫ total
includes taxes & fees
20 Dec - 21 Dec
James Pharmacy Bed & Breakfast
Exterior
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is 4.708.953 ₫
6.432.325 ₫ total
includes taxes & fees
18 Dec - 19 Dec
American Beech Hotel
Aerial view
East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
United States
Dan
The price is 10.341.019 ₫
11.814.474 ₫ total
includes taxes & fees
17 Dec - 18 Dec
East Hampton Art House Bed & Breakfast
View from room
Hero Beach Club

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (202)
"Great weekend trip "
United States
Timothy
The price is 3.765.260 ₫
6.976.706 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hero Beach Club
Outdoor pool
Topping Rose House

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.2 out of 10, Wonderful, (136)
"Great rooms, staff and food"
United Kingdom
Alexandra
The price is 14.087.398 ₫
16.186.927 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Topping Rose House
Beach nearby, white sand, sun-loungers, beach umbrellas
The Roundtree, Amagansett

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
10.0 out of 10, Exceptional, (91)
"Located right in the center of town, the grounds on this property are wonderful with clean and comfortable suites. The staff are engaging and sweet. And the late night cookies are a sweet touch."
United States
adam
The price is 15.639.202 ₫
18.761.080 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Roundtree, Amagansett
Terrace/patio
Westbrook Inn B&B

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (175)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is 5.838.839 ₫
6.481.111 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Westbrook Inn B&B
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (443)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is 2.343.954 ₫
3.029.514 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Hamlet Inn
Seasonal outdoor pool
Head of Pond House

Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (3)
"Beautiful place with a very kind host. Highly recommend this place!"
United States
Michèle
The price is 13.021.965 ₫
14.877.595 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Head of Pond House
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.
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