A guesthouse that feels like a deep breath: golf course views, garden serenity, and a terrace that invites you to linger
House on Chase Creek highlights
The House on Chase Creek in The Heights offers a quiet escape from the daily grind. Guests can unwind in the garden, lounge on the terrace, or pedal off to explore on rented bikes. WiFi keeps you connected, while the 24-hour front desk ensures someone's always there to help.
The House on Chase Creek in The Heights offers a quiet escape from the daily grind. Guests can unwind in the garden, lounge on the terrace, or pedal off to explore on rented bikes. WiFi keeps you connected, while the 24-hour front desk ensures someone's always there to help.
Coffee and comfort converge at this inviting retreat, where mornings start with a freshly brewed cup and relaxation is always on the menu
The Chequit highlights
Tucked away in The Heights, The Chequit offers a laid-back escape with a dash of charm. Guests can sip coffee at the on-site cafe, grab a bite at the restaurant, and unwind in smoke-free surroundings. Wi-Fi keeps everyone connected, while free parking adds a welcome convenience.
Tucked away in The Heights, The Chequit offers a laid-back escape with a dash of charm. Guests can sip coffee at the on-site cafe, grab a bite at the restaurant, and unwind in smoke-free surroundings. Wi-Fi keeps everyone connected, while free parking adds a welcome convenience.
A tranquil retreat awaits, where guests can lounge by the pool or pedal through nature, finding respite from the daily grind
West Neck Guesthouse highlights
West Neck Guesthouse offers a quiet getaway amidst greenery. Visitors start their day with continental breakfast, then choose between poolside relaxation or bicycle rides. The peaceful vibe extends to in-room WiFi and a lobby stocked with coffee and tea.
West Neck Guesthouse offers a quiet getaway amidst greenery. Visitors start their day with continental breakfast, then choose between poolside relaxation or bicycle rides. The peaceful vibe extends to in-room WiFi and a lobby stocked with coffee and tea.
Coastal retreat offers private beach bliss, fireside relaxation, and a chance to soak up the sun in a tranquil setting
Hotel Moraine highlights
Hotel Moraine sits near 67 Steps Beach, serving up continental breakfast and gym yoga classes. Guests can lounge on the private beach, borrow bikes, or catch the sunset by the firepit. It's a Wi-Fi-equipped hideaway for those seeking seaside serenity without the fuss.
Hotel Moraine sits near 67 Steps Beach, serving up continental breakfast and gym yoga classes. Guests can lounge on the private beach, borrow bikes, or catch the sunset by the firepit. It's a Wi-Fi-equipped hideaway for those seeking seaside serenity without the fuss.
In the heart of Montauk, a boutique hotel offers more than just a place to crash—it's a launchpad for coastal adventures and culinary delights
The Menhaden highlights
The Menhaden blends seaside charm with urban convenience. Enjoy a free breakfast, explore Montauk on hotel bikes, and take in scenic views from the rooftop terrace. On-site restaurant and coffee shop keep you fueled. Attentive staff add a personal touch.
The Menhaden blends seaside charm with urban convenience. Enjoy a free breakfast, explore Montauk on hotel bikes, and take in scenic views from the rooftop terrace. On-site restaurant and coffee shop keep you fueled. Attentive staff add a personal touch.
Ocean views and local cuisine set the stage for relaxation, whether by the outdoor fire or on sun loungers after a game of racquetball
The Pridwin Hotel highlights
The Pridwin Hotel offers a tranquil rural escape. Guests can soak up the sun at the private beach, sip drinks at the poolside bar, or indulge in spa treatments. For the active traveler, there's a gym and racquetball court to keep the blood pumping.
The Pridwin Hotel offers a tranquil rural escape. Guests can soak up the sun at the private beach, sip drinks at the poolside bar, or indulge in spa treatments. For the active traveler, there's a gym and racquetball court to keep the blood pumping.
Rural retreat offers vineyard views and local wines, blending tranquility with attentive service in a setting that feels worlds away from the daily grind
The Shoals Suites and Slips highlights
The Shoals Suites and Slips provides a peaceful escape in wine country. Guests can start their day with continental breakfast, browse on-site shops, or grab a coffee. The property's bar serves local vintages, perfect for sipping while using the in-room WiFi.
The Shoals Suites and Slips provides a peaceful escape in wine country. Guests can start their day with continental breakfast, browse on-site shops, or grab a coffee. The property's bar serves local vintages, perfect for sipping while using the in-room WiFi.
A poolside retreat with a spa tub for ultimate relaxation, plus attentive staff to smooth out the wrinkles of your getaway
What guests liked
The pool area was a highlight, offering great vibes, a fun experience, and a beautiful, well-maintained space.
Greenporter Hotel highlights
Tucked into a shopping district, this hotel offers a garden oasis and a 24-hour gym for those who can't sit still. The in-room WiFi keeps guests connected, while the helpful staff ensures a hassle-free stay. It's like a choose-your-own-adventure book, but for relaxation.
Tucked into a shopping district, this hotel offers a garden oasis and a 24-hour gym for those who can't sit still. The in-room WiFi keeps guests connected, while the helpful staff ensures a hassle-free stay. It's like a choose-your-own-adventure book, but for relaxation.
Find your perfect haven where relaxation meets great food and beautiful scenery. Enjoy a warm fire with your favorite book.
What guests liked
Delicious buffet breakfast was a highlight, with many reviewers praising the quality and variety of the food.
The 1770 House Restaurant & Inn highlights
Escape to The 1770 House Restaurant & Inn, an upscale retreat near the stunning beaches of The Hamptons. Unwind in the charming garden, cozy up by the fireplace in the lobby, or explore a good book from its library - all while enjoying American cuisine and more at one of its two on-site restaurants.
Escape to The 1770 House Restaurant & Inn, an upscale retreat near the stunning beaches of The Hamptons. Unwind in the charming garden, cozy up by the fireplace in the lobby, or explore a good book from its library - all while enjoying American cuisine and more at one of its two on-site restaurants.
Cozy fireplace, continental breakfast, and poolside lounging create a haven of relaxation near the train station
What guests liked
The continental breakfast was very good, with many options and a lovely view.
The pool area was nice and the perfect spot to relax.
Sag Harbor Inn highlights
The Sag Harbor Inn offers a blend of comfort and convenience. Guests can unwind by the lobby fireplace, enjoy a continental breakfast, and take advantage of free in-room WiFi. A nearby health club provides workout options for those inclined to stay active.
The Sag Harbor Inn offers a blend of comfort and convenience. Guests can unwind by the lobby fireplace, enjoy a continental breakfast, and take advantage of free in-room WiFi. A nearby health club provides workout options for those inclined to stay active.
Unwind in style near Clearwater Beach. Lounge by one of two pools or soak up some culture on your bicycle ride.
What guests liked
Breakfast was delicious and served with a view, with great hosts and staff.
East Hampton Art House Bed & Breakfast highlights
Experience a beachside retreat at East Hampton Art House Bed & Breakfast, where you can unwind in the spa tub and enjoy a full breakfast on the sunny terrace. Relax by the outdoor or indoor pool with sun loungers and umbrellas, challenge friends to billiards, or explore Clearwater Beach on complimentary bicycles.
Experience a beachside retreat at East Hampton Art House Bed & Breakfast, where you can unwind in the spa tub and enjoy a full breakfast on the sunny terrace. Relax by the outdoor or indoor pool with sun loungers and umbrellas, challenge friends to billiards, or explore Clearwater Beach on complimentary bicycles.
Experience seaside luxury where designer shopping meets beachside relaxation.
The Roundtree, Amagansett highlights
Near Amagansett Square, The Roundtree, Amagansett is a haven for relaxation. Unwind with a massage or spa service and enjoy the daily manager's reception while taking in the art gallery on site. With continental breakfast, free WiFi, bicycle rentals and self parking available to you.
Near Amagansett Square, The Roundtree, Amagansett is a haven for relaxation. Unwind with a massage or spa service and enjoy the daily manager's reception while taking in the art gallery on site. With continental breakfast, free WiFi, bicycle rentals and self parking available to you.
East Hampton's historic charm meets modern comfort in this inviting inn, just a stone's throw from the beach and village center
What guests liked
The property is located just 2 minutes away from the main beach, offering a calm and relaxing atmosphere.
Breakfast was tasty with many options and a great start to the day.
The Hedges Inn highlights
The Hedges Inn offers a perfect blend of old-world ambiance and contemporary amenities. Guests start their day with a hearty breakfast before lounging in the sun-dappled garden or warming up by the lobby fireplace. The nearby Main Beach beckons for afternoon exploration.
The Hedges Inn offers a perfect blend of old-world ambiance and contemporary amenities. Guests start their day with a hearty breakfast before lounging in the sun-dappled garden or warming up by the lobby fireplace. The nearby Main Beach beckons for afternoon exploration.
Pedal through scenic routes or bask in nature's tranquility: this hotel lets guests set their own rhythm for relaxation
What guests liked
Breakfast was a charming experience with a delivered picnic basket offering fresh coffee, bagels, yogurt, fruit, and more.
American Beech Hotel highlights
At this modern retreat, nature and comfort coexist in harmony. Guests grab breakfast to-go, wander through gardens, or browse on-site designer stores. Free bikes and public WiFi add convenience, making it feel less like a hotel and more like a stylish friend's guesthouse.
At this modern retreat, nature and comfort coexist in harmony. Guests grab breakfast to-go, wander through gardens, or browse on-site designer stores. Free bikes and public WiFi add convenience, making it feel less like a hotel and more like a stylish friend's guesthouse.
Sun-drenched pool deck and nature reserve beckon at this bayside retreat, where modern comforts meet the great outdoors
What guests liked
The beach at this property is extraordinary with plenty of space, comfortable amenities, and breathtaking sunsets.
Cliffside Resort Condominiums highlights
Cliffside Resort Condominiums offers a perfect blend of natural beauty and convenience. Guests can lounge by the pool, explore the nearby nature reserve, or fire up the barbecue grills. With laundry facilities, free WiFi, and self-parking, it's an effortless escape.
Cliffside Resort Condominiums offers a perfect blend of natural beauty and convenience. Guests can lounge by the pool, explore the nearby nature reserve, or fire up the barbecue grills. With laundry facilities, free WiFi, and self-parking, it's an effortless escape.
Charming retreat offers a garden oasis, cozy firepit, and spa services for ultimate relaxation in a tranquil setting
What guests liked
The pool area was a highlight, offering a relaxing and enjoyable experience for guests.
The on-site restaurant offered good food with an ample selection of choices and a cozy atmosphere.
Breakfast was great and the food was enjoyed by guests.
Baron's Cove highlights
Baron's Cove offers an upscale escape with a picturesque garden and outdoor entertainment area. Guests can practice yoga, lounge by the firepit, or enjoy the seasonal pool with cabanas. The attentive staff adds a personal touch to the serene atmosphere.
Baron's Cove offers an upscale escape with a picturesque garden and outdoor entertainment area. Guests can practice yoga, lounge by the firepit, or enjoy the seasonal pool with cabanas. The attentive staff adds a personal touch to the serene atmosphere.
Oceanfront serenity meets modern comfort at this coastal inn, where sun-soaked loungers and panoramic views set the stage for relaxation
What guests liked
The pool was clean, heated, and a great bonus for a quick dip or lounging during the summer months.
Recommended dining places were great and the breakfast was excellent.
The continental breakfast was consistently described as good, fresh, and delicious with a nice variety of choices.
The Harbor Front Inn highlights
This waterfront retreat offers tranquility and convenience. Guests enjoy a continental breakfast, a 24-hour health club, and a seasonal outdoor pool. The terrace is perfect for ocean gazing.
This waterfront retreat offers tranquility and convenience. Guests enjoy a continental breakfast, a 24-hour health club, and a seasonal outdoor pool. The terrace is perfect for ocean gazing.
Rooftop views and spa treatments elevate the Hamptons experience at this luxe retreat near the beach
What guests liked
The on-site restaurant offers excellent service and superb dining experience.
Topping Rose House highlights
Topping Rose House blends modern comfort with elegant charm. Guests can unwind with a spa treatment or soak in Hamptons views from the rooftop terrace. The attentive staff and made-to-order breakfast add to the upscale vibe of this beachside getaway.
Topping Rose House blends modern comfort with elegant charm. Guests can unwind with a spa treatment or soak in Hamptons views from the rooftop terrace. The attentive staff and made-to-order breakfast add to the upscale vibe of this beachside getaway.
Beachside retreat offers a refreshing pool for invigorating dips and a tranquil garden for leisurely strolls, setting the stage for a perfect seaside getaway
What guests liked
The property offers a beach pass for guests to access an amazing nearby beach.
A Room At The Beach highlights
A Room At The Beach provides a calm escape near the shore. Guests can cool off in the outdoor pool or wander through the peaceful garden. The property offers WiFi in common areas, free parking, and newspapers. Concierge services are available to enhance the stay.
A Room At The Beach provides a calm escape near the shore. Guests can cool off in the outdoor pool or wander through the peaceful garden. The property offers WiFi in common areas, free parking, and newspapers. Concierge services are available to enhance the stay.
East Hampton's garden oasis beckons with a cozy firepit and complimentary bikes for scenic rides through this charming getaway
Journey East Hampton highlights
Journey East Hampton offers a slice of upscale small-town life. The staff's warmth sets the tone, while the lush garden provides a backdrop for morning coffee. Guests can start their day with a to-go breakfast before pedaling off to explore or simply lounging fireside.
Journey East Hampton offers a slice of upscale small-town life. The staff's warmth sets the tone, while the lush garden provides a backdrop for morning coffee. Guests can start their day with a to-go breakfast before pedaling off to explore or simply lounging fireside.
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.
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.
Other landmarks in Shelter Island
Sylvester Manor
You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.
You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.
You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.
Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.
What are the best hotels near Shelter Island Whale's Tail?
Guests love staying at West Neck Guesthouse, which is a bed & breakfast near Shelter Island Whale’s Tail.
Another highly rated bed & breakfast is The Rams Head Inn, which is 7 minutes away by car.
In fact, you’ll have plenty of options to choose from with 5,889 hotels, vacation rentals, and other accommodation options in the area.
How much does it cost to stay in a hotel near Shelter Island Whale's Tail?
On Hotels.com, you can find the best options for your travel budget by entering your search criteria and sorting by price. Remember that pricing varies based on where and when you plan to go.
Search for the lowest price per night $250
What cheap hotels are close to Shelter Island Whale's Tail?
The Chequit is an economical hotel close to Shelter Island Whale’s Tail and offers free parking, free in-room WiFi, and a restaurant.
A second low-cost choice is Sunset Beach, which is 5 minutes away by car.
Can I find hotels close to Shelter Island Whale's Tail that are fully refundable?
Yes, you’ll find many hotels that offer refundable room rates as long as you cancel by the cancellation deadline. Find refundable rates using the “Fully refundable” filter when you search for hotels.
What are the best romantic hotels near Shelter Island Whale's Tail?
For travelers looking for a romantic stay, The Rams Head Inn offers a beach, 2 restaurants, and couples/private dining. It’s a short 7-minute drive from Shelter Island Whale’s Tail.
What are the best family hotels close to Shelter Island Whale's Tail?
Keep the family happy with a stay at Shelter Island House which offers free cribs, a seasonal outdoor pool, and free parking. Shelter Island Whale’s Tail is 4 minutes away by car.
What are the best luxury hotels near Shelter Island Whale's Tail?
Treat yourself when you stay at Mill House Inn, which is a 34-minute drive from Shelter Island Whale’s Tail and offers a free cooked-to-order breakfast, proposal/romance packages, and private picnics.
A second luxurious choice is Topping Rose House, which is 29 minutes away by car.
What are the best hotels near Shelter Island Whale's Tail with free parking?
Travelers looking to drive and park with ease should consider a stay at West Neck Guesthouse, which offers free parking. You’ll be a short 4-minute drive from Shelter Island Whale’s Tail.
Another property that offers free parking is House on Chase Creek, which is 3 minutes away by car.
What are the best hotels near Shelter Island Whale's Tail with a pool?
If swimming is at the top of your list, The Pridwin Hotel has a seasonal outdoor pool. Shelter Island Whale’s Tail is a short 6-minute drive from the hotel.
Another great choice for a hotel with a pool is Baron’s Cove.
What cheap motels can I book close to Shelter Island Whale's Tail?
To stay economically near Shelter Island Whale’s Tail, you can book A Room At The Beach, which offers an outdoor pool and parking.