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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Cutchogue bed & breakfast

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
9.2 out of 10, Wonderful, (22)
"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 AED 1,109
AED 1,231 total
includes taxes & fees
11 Dec - 12 Dec
James Pharmacy Bed & Breakfast
Front of property - evening/night
Mill House Inn

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (73)
"We stayed at the Inn for our anniversary last weekend. We are devotees of bed and breakfast hotels and loved this one. We arrived to find a huge, and I mean, huge, bouquet of the most beautiful white roses waiting for us in the suite that they upgraded us to. Totally unexpected. These folks could not do enough for us. Breakfast was extremely nice, cooked to order with quality ingredients. Bed was extremely warm and comfortable. The management, the staff, can't say anything negative about...
United States
margaret
The price is AED 1,102
AED 1,385 total
includes taxes & fees
11 Dec - 12 Dec
Mill House Inn
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 AED 1,444
AED 1,649 total
includes taxes & fees
11 Dec - 12 Dec
East Hampton Art House Bed & Breakfast
IPod dock, MP3 dock
The Captain Stannard

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (258)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard
Exterior
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (211)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is AED 547
AED 772 total
includes taxes & fees
15 Dec - 16 Dec
The Sagaponack
Interior entrance
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
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 AED 791
AED 878 total
includes taxes & fees
15 Dec - 16 Dec
Westbrook Inn B&B
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 AED 1,818
AED 2,077 total
includes taxes & fees
5 Jan - 6 January 2026
Head of Pond House
Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down comforters
The Homestead

The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (89)
"This is our 2nd year staying at the Homestead B & B. We absolutely love it here! Great food, amenities galore, and just an awesome getaway!"
United States
Cynthia
The price is AED 930
AED 1,032 total
includes taxes & fees
4 Jan - 5 January 2026
The Homestead
Garden
The Huntting Inn

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (104)
"Staff and management was very welcoming!"
United States
Sanailer
The price is AED 1,405
AED 1,642 total
includes taxes & fees
24 Dec - 25 Dec
The Huntting Inn
Porch
Harpoon House

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
Harpoon House
Interior
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Southold
10.0 out of 10, Exceptional, (1)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
United States
Jessica P.
The price is AED 1,307
AED 1,691 total
includes taxes & fees
1 Jan - 2 January 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Outdoor dining
Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home
Sag Harbor
The price is AED 2,099
AED 3,028 total
includes taxes & fees
11 Dec - 12 Dec
Large Room w use of pool/tennis in Spacious home
Interior
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Southold
10.0 out of 10, Exceptional, (1)
"Great experience. Wonderful hosts. "
United States
Mark L.
The price is AED 1,192
AED 1,542 total
includes taxes & fees
1 Jan - 2 January 2026
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Exterior
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Southold
The price is AED 1,192
AED 1,542 total
includes taxes & fees
7 Jan - 8 January 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Interior
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Southold
The price is AED 1,307
AED 1,691 total
includes taxes & fees
1 Jan - 2 January 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
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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Top Cutchogue Hotel Reviews

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Everything was excellent. "
John 2-night trip
Posted 18 hours ago
Hilton Garden Inn Riverhead

Frequently asked questions

Searching for B&Bs in Cutchogue?
If you're looking for something a little more offbeat than the traditional hotel experience, a stay at a bed and breakfast could be a great option for your trip. If your ideal vacation to Cutchogue includes spending lots of time outside, Cutchogue Village Green is a good spot to enjoy the scenery.
How do you know if a B&B is a good option for your stay?
With attentive service, opportunities to mingle with other guests, and breakfast served on site, B&Bs provide a unique setting.
What are the best B&Bs in Cutchogue?
You might consider checking out these B&Bs in Cutchogue: The Farmhouse Bed and Breakfast: 3 rooms. Enjoy the free full breakfast and unique décor. North Fork Guest House: 3 rooms. Enjoy the free full breakfast and patio area.
What's the best time of year to book my B&B in Cutchogue?
When you're dreaming of a escape to Cutchogue, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Cutchogue is 57 inches.
What is there to do in Cutchogue?
When you want to spend some time in the great outdoors, Cutchogue Village Green and Fisherman Beach are some notable spots. You might put Peconic Bay Winery and Bedell Cellars on your list if you want to see more of the area.
How can I get to and around Cutchogue?
Mapping out your trip in and around Cutchogue is easy with these transportation options. Fly into East Hampton, NY (HTO), which is located 12.8 mi (20.7 km) from the city center. Otherwise, look for flights into Westhampton, NY (FOK-Francis S. Gabreski), which is 14.2 mi (22.9 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.