Book Bed and Breakfast in Shelter Island Heights

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Featured B&B in Shelter Island Heights

The Sagaponack

The Sagaponack

3 out of 5
3720 Montauk Hwy Wainscott NY
$205 nightly
The price is $230 total per night
$230 total
Apr 12 - Apr 13
Total with taxes and fees
Guests of The Sagaponack enjoy free WiFi in public areas, a seasonal outdoor pool, and a water dispenser. If you drive, put free parking to good use. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a gift shop, a communal living room, and a porter/bellhop.
Pool
Pet friendly
Harpoon House

Harpoon House

3 out of 5
136 Main St Southampton NY
$169 nightly
The price is $193 total per night
$193 total
Apr 15 - Apr 16
Total with taxes and fees
Harpoon House features free WiFi in public areas, coffee in a common area, and a meeting room. If you decide to drive, there's free parking. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and concierge services. Additional amenities include express check-in, express check-out, and a terrace.
Pet friendly
Parking included
Inn at Harbor Hill Marina

Inn at Harbor Hill Marina

3.5 out of 5
60 Grand St Niantic CT
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $194 total per night
$194 total
Apr 12 - Apr 13
Total with taxes and fees
Guests of Inn at Harbor Hill Marina enjoy features like a marina, free WiFi in public areas, and meeting rooms. There's free parking if you drive. Front-desk staff can assist with luggage storage and tours/tickets. Other amenities at this beach bed & breakfast include conference space, a refrigerator in a common area, and free use of bicycles.
Breakfast included
Parking included
Carole's Place B & B

Carole's Place B & B

3 out of 5
478 Montauk Highway East Quogue NY
Guests of Carole's Place B & B enjoy free WiFi in public areas, a seasonal outdoor pool, and a garden. Free parking is available if you drive. Multilingual staff is on hand to answer questions.
Pool
Breakfast included
The Huntting Inn

The Huntting Inn

3.5 out of 5
94 Main St East Hampton NY
$441 nightly
The price is $503 total per night
$503 total
May 3 - May 4
Total with taxes and fees
The Huntting Inn features free WiFi in public areas, refrigerator in a common area, and a meeting room. If you decide to drive, there's free valet parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Additional amenities include a TV in a common area and a garden.
Breakfast included
Parking included
Westbrook Inn B&B

Westbrook Inn B&B

3 out of 5
976 Boston Post Rd Westbrook CT
$204 nightly
The price is $227 total per night
$227 total
Apr 9 - Apr 10
Total with taxes and fees
Westbrook Inn B&B features free WiFi in public areas, conference space, and coffee in a common area. Free parking is included with your stay. Helpful staff is there to provide luggage storage, as well as offer insight about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a refrigerator in a common area, free use of bicycles, and an arcade/game room.
Breakfast included
Pet friendly
The Captain Stannard

The Captain Stannard

3 out of 5
138 South Main Street Westbrook CT
Free Cancellation
Reserve now, pay when you stay
$200 nightly
The price is $222 total per night
$222 total
Apr 19 - Apr 20
Total with taxes and fees
Guests of The Captain Stannard enjoy free WiFi in public areas, refrigerator in a common area, and free use of bicycles. There's free parking and an airport shuttle for a fee. Additional amenities include a terrace, local meal delivery service, and a picnic area.
Breakfast included
Parking included
Vine & Sand

Vine & Sand

3 out of 5
47100 New York 25 Southold NY
$378 nightly
The price is $432 total per night
$432 total
Apr 9 - Apr 10
Total with taxes and fees
Guests of Vine & Sand enjoy access to free WiFi in public areas, a seasonal outdoor pool, and refrigerator in a common area. If you plan to drive, free parking is available. A multilingual staff is on hand to help with luggage storage, and offer sightseeing advice. Additional amenities include free use of bicycles, a terrace, and a fireplace in the lobby.
Pool
Breakfast included
James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
323 Main St Old Saybrook CT
$254 nightly
The price is $282 total per night
$282 total
Apr 19 - Apr 20
Total with taxes and fees
Guests staying at James Pharmacy Bed & Breakfast enjoy free WiFi in public areas, express check-out, and a garden. If you drive, take advantage of free parking.
Breakfast included
Parking included
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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.

Hotel Options in Shelter Island Heights

    Gurney's Montauk Resort & Seawater Spa

    Gurney's Montauk Resort & Seawater Spa

    290 Old Montauk Highway Montauk NY
    $535 nightly
    The price is $611 total per night from Apr 21 to Apr 22
    $611 total
    Apr 21 - Apr 22
    Total with taxes and fees
    8.4/10 Very Good! (753 reviews)
    Montauk Manor

    Montauk Manor

    236 Edgemere St. Montauk NY
    $168 nightly
    The price is $192 total per night from Apr 21 to Apr 22
    $192 total
    Apr 21 - Apr 22
    Total with taxes and fees
    9.2/10 Wonderful! (1,312 reviews)
    Water's Edge Resort & Spa

    Water's Edge Resort & Spa

    1525 Boston Post Road Westbrook CT
    $274 nightly
    The price is $315 total per night from Apr 9 to Apr 10
    $315 total
    Apr 9 - Apr 10
    Total with taxes and fees
    8.8/10 Excellent! (1,000 reviews)

Bed and Breakfast

Book a bed and breakfast in Shelter Island Heights
A romantic getaway awaits when you book a bed and breakfast in Shelter Island Heights. The beauty of renting a B&B is that each one is unique. A farm B&B is cozy and rustic, while a luxury B&B provides top-of-the-line luxuries, including in-room jet tubs and thousand thread-count sheets. And let’s not forget the most important part of its name…breakfast! Bed & breakfasts are famous for putting out a great spread each morning. Fill your plate with fluffy pancakes with maple syrup, hot eggs right from the pan, and a cup of hot coffee to help get you ready for the rest of your day.

All are welcome at Shelter Island Heights bed n breakfasts
Some cheap accommodations are designed to simply give travelers a roof overhead and a comfortable bed to sleep on between adventures or business meetings. This definitely isn’t the case with a bed and breakfast (also known as a breakfast inn). The right B&B doesn’t just host your vacation to Shelter Island Heights, it becomes part of it. In many cases, travelers get to know the manager of the B&B, as well as mingle with other guests. Many B&Bs also arrange activities for guests, such as hikes in the area, bird watching outings, or fun game nights. 

B&B hotels have a reputation as a romantic retreat for couples. However, B&Bs are actually for all sorts of travelers. Book one with a parent, child, or your favorite travel buddy. Want to take your fur child on your adventure to Shelter Island Heights? A quick search through Orbitz will bring up pet-friendly B&B options so your best friend can come along.

Shelter Island Heights B&B essential information

Accommodation
39 B&B
Lowest Price
$192
Highest Price
$611
Popular accommodation
The Sagaponack, Harpoon House, Inn at Harbor Hill Marina, Carole's Place B & B, The Huntting Inn, Westbrook Inn B&B, The Captain Stannard, Vine & Sand, James Pharmacy Bed & Breakfast