As the summer season winding down and Islanders are starting to think about the slow transition to fall, it can become difficult to go on one last summer vacation as kids head back to school and life starting back up for many families.
With all the East End has to offer, a weekend staycation in a boutique hotel is a better option for parents and families. These hotels offer cozy amenities and usually discount prices in the fall.
Whether you want a late family vacation that’s close to home or a change of pace for you and a significant other, this guide serves as your starting point to your next weekend getaway.
Voted the best hotel in New York on Conde Nast Traveler’s 2016 Hot 100 list, Baron’s Cove is boutique luxury hotel that faces both the harbor and downtown Village of Sag Harbor. They offer a multitude of amenities such as saltwater-heated pools, tennis courts and beach transportation. The on-site dining experience showcases the cuisine of chef Matty Brodeau. Diners can enjoy stunning views of the harbor on their outdoor terrace and second floor dining level. 31 W Water St, Sag Harbor. baronscove.com
The rustic chic hotel sends guests back in time to the days of a quieter Shelter Island community, offering country-vintage stylized rooms, complimentary breakfast with an ever-changing menu. On top of this, it has a New American restaurant, Red Maple and White Hill Café, a coffee shop that uses Jack’s Stir Brew Coffee, on its grounds. Exclusive for the season, guests can stay in The Summer House, a new addition to The Chequit which surrounds guests in the summer comfort of a whitewashed wood, cozy, country-style home. 23 Grand Ave., Shelter Island Heights. thechequit.com
Jedidiah Hawkins Inn
The five guest rooms and one suite on the premises and the Jedidiah Hawkins Inn creates a sense of closeness in a contemporary space. Originally built in 1863 as a home for the sailor, it was saved from demolition in 2004 and opened in September 2005. Today, the inn is a warm and welcoming place for guests to unwind, surrounded by all that the North Fork has to offer. The BBQs held at the inn on Thursdays and Lobster Bakes on Sundays shouldn’t be missed. 400 South Jamesport Ave., Riverhead. jedediahhawkinsinn.com
The Quogue Club at Hallock House
What was once a disheveled town landmark, The Quogue Club opened its doors in 2012 after 50 families from the community came together to renovate the historic house. The 14 guest rooms, including two multi-bedroom cottages, provide a backdrop to the intimate, friendly setting at the hotel. The in-house restaurant, with former 1770 House chef Matt Birnstill in the kitchen, is exclusively reserved for members and hotel guests only. 47 Quogue St., Quogue. quogueclub.com
Built in 1967, The Surf Lodge sits on Lake Montauk and is a staple example of modern coolness. Each room and community space is stylized in a chic beach houses style, with whitewashed walls and private sun decks in each room. On top of the architecture, the Surf Lodge holds concerts every week that feature popular up-and-coming artists. The restaurant at the lodge crafts organic, market-driven dishes created by Executive Chef Robert Sieber. 183 Edgemere St., Montauk. thesurflodge.com