Nantucket Vacations from $744
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The Latest Nantucket Vacation Packages
- By the Sea Guests Bed & Breakfast & Suites
Aug 27 - Aug 31By the Sea Guests Bed & Breakfast & Suites + Flight
Dennis Port4 nights3.5 star property9.4/10 - Exceptional (198 reviews)"The property was well maintained and close to good restaurants. We had a cooked breakfast every day."Reviewed July 16, 2026Roundtrip • Chicago (CHI) - Boston (BOS)ORD - ACK • 1 stop ACK - ORD • 1 stop - Nantucket Inn
Aug 27 - Aug 31Nantucket Inn + Flight
Nantucket4 nights3.5 star property9.2/10 - Wonderful (741 reviews)"Adorable, quaint place. Appreciated the shuttle. Staff at July 5 BBQ was awesome! However the check in staff was rude and definitely not helpful."Reviewed July 12, 2026Roundtrip • Chicago (CHI) - Boston (BOS)ORD - ACK • 1 stop ACK - ORD • 1 stop - Good Hotels Boston
Sep 24 - Sep 29Good Hotels Boston + Flight
South End5 nights2.0 star property8.0/10 - Very Good (55 reviews)"This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order."Reviewed May 23, 2026Roundtrip • Chicago (CHI) - Boston (BOS)ORD - BOS • Nonstop BOS - RFD • 1 stop - Boston Harbor Hotel
Aug 17 - Aug 20Boston Harbor Hotel + Flight
North End2 nights5.0 star property9.8/10 - Exceptional (1,001 reviews)"Great location and very helpful staff"Reviewed July 16, 2026Roundtrip • Burbank (BUR) - Boston (BOS)BUR - BOS • 1 stop BOS - BUR • 1 stop - Summer House Hotel
Aug 27 - Aug 31Summer House Hotel + Flight
Nantucket4 nights2.0 star property8.0/10 - Very Good (4 reviews)"Helpful staff! Make sure to review the check in information, there is a specific window of time! My room and bed were absolutely cozy and cute. I’d advise against staying in a cottage close to the restaurant in the summer if you are looking for absolute quiet due to the fact some are in immediate proximity to the outdoor dining area. Overall amazing stay, especially being so close to a beach with attached dining!"Reviewed July 15, 2026Roundtrip • Chicago (CHI) - Boston (BOS)ORD - ACK • 1 stop ACK - ORD • 1 stop
Where to stay in Nantucket
Downtown Nantucket
Downtown Nantucket captures New England's maritime past with exceptionally preserved 18th-century architecture. Cobblestone streets lead to cedar-shingled boutiques and the iconic Whaling Museum. The harbor buzzes with activity as boats come and go beside waterfront restaurants. Step back in time at historic sites like Nantucket Atheneum and First Congregational Church. Art enthusiasts will appreciate the Artists' Association galleries and performances at Dreamland Film Center. The compact district is perfect for walking tours through this living museum of American whaling heritage.
Brant Point
Brant Point welcomes visitors to the historic heart of Nantucket. This prestigious neighborhood features the iconic lighthouse guiding ships since 1746. Well-preserved captain's houses and weathered cedar-shingled cottages line streets that whisper tales of maritime heritage. Sandy beaches and waterfront paths offer perfect spots for watching sailboats glide into the harbor. The neighborhood balances luxury with coastal charm through its upscale vacation homes and pristine beaches. Jetties Beach provides a family-friendly swimming area with harbor views. Summer brings a gentle buzz of activity while winters offer peaceful seclusion. Most visitors explore on foot or bicycle along flat, scenic routes.
Nantucket Town
Discover the charm of Nantucket, a historic New England seaport town, with its museums like the Nantucket Whaling Museum and picturesque landscapes. Enjoy local shops, restaurants, and explore key localities such as Surfside and Siasconset.
West of Town
While visiting West of Town, you might make a stop by sights like Nantucket Historical Association and Loines Observatory.
Cliff
Cliff neighborhood offers a serene escape with some of Nantucket's most exclusive oceanfront estates. This upscale residential haven features weathered cedar shingled homes with classic white trim set against dramatic Atlantic vistas. Historic streets lead to pristine beaches and scenic coastal pathways perfect for contemplative walks. Visitors can explore the historic Jethro Coffin House and Founder's Cemetery nearby. While the neighborhood has no restaurants or shops, its appeal lies in peaceful seclusion and unobstructed ocean views. Downtown Nantucket's amenities are just a short drive away.
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What to do in Nantucket
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Frequently Asked Questions
How much does a Nantucket vacation package cost?
You'll find cheap prices from $744 on Expedia for your Nantucket escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Nantucket costs.
What are the cheapest months to go to Nantucket?
September, November and December are great times to search for cheap Nantucket vacation packages. Choosing to travel in less busy months means you can generally find lower prices on accommodations and flights.
How many days is enough for Nantucket?
We'd recommend booking a Nantucket vacation for at least 3 days. This will give you time to check off major attractions including Madaket Beach and Cisco Beach, and also check out neighborhoods like Nantucket Town and Brant Point. You could even slot in a day trip (or two) beyond Nantucket.
Is it worth booking a vacation package to Nantucket?
Nantucket is a good vacation destination with attractions like Surfside Beach among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Nantucket vacation promises fun for everyone.
How to find the best Nantucket package deals?
Use Expedia's handy filters to find some terrific Nantucket package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Nantucket package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Nantucket vacation as a package?
You can enjoy significant savings on your Nantucket retreat by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Nantucket?
Score incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Nantucket getaway.
How to plan a trip to Nantucket?
- Choose your dates: The things you want to do in Nantucket and your favorite season will help you decide when to go.
- Budget wisely: As well as the cost of your stay, you'll need to factor in other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that may crop up during your trip to Nantucket.
- Discover Nantucket with Expedia's trip planning tool: Gain insights into the top attractions and best hotels for your trip to Nantucket. You can also save your favorite locations, collaborate with family and friends and manage all your plans in one place.
- Determine how many days away: Start by listing all the activities and attractions you want to get to in Nantucket. Then, estimate how long you'll need at each, along with any travel time.
- Combine your airfare and accommodations: Once you've nailed down your dates and duration, lock in the right Nantucket vacation package for you.
- Book activities and experiences ahead of time: Whether it's a ticket to a big attraction or a day trip in nature, you won't have to worry about missing out on Nantucket's best offerings. Find all the exciting things to do in Nantucket with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Nantucket vacation packages?
Jet off on your dream escape to Nantucket with help from our Book Now, Pay Later vacations. There's no need to save up or wait for payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to budget for your trip and snap up bargains while they last.
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Things to do in and around Nantucket
Nantucket is a perfect destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a variety of activities. Enjoy a relaxing beach vacation, embark on day trips, or spend quality time with family on fun rides. Don't miss the chance to explore local shopping spots and golf courses, making it an ideal getaway for all. Whether you seek adventure or relaxation, Nantucket has something for everyone.
Shopping
Nantucket offers charming shopping experiences, including local boutiques and gift shops. For a unique find, visit Summer House Natural Soaps. If you're up for a drive, check out Chatham Fish Pier and Mashpee Commons for a mix of city vibes and family-friendly entertainment.
Recreation
Sankaty Head Golf Club offers a luxurious golfing experience with stunning coastal views, perfect for relaxation and leisure. Miacomet Golf Course provides an outdoor haven for sports enthusiasts, featuring beautiful landscapes. Loines Observatory invites families to explore the universe, combining education and entertainment in a captivating setting.
Adventure
Experience the thrills at Cape Cod Inflatable Park, where water slides and inflatable attractions await 26 miles from Nantucket. For a scenic hike, explore the Cape Cod Rail Trail, located 28 miles away, offering beautiful views and outdoor adventure. Don't miss the fun at Cape Cod Baseball & Bumper Boats, 27 miles away, perfect for family-friendly excitement.
Nightlife
Nantucket's nightlife offers a charming mix of cozy pubs and lively bars. Start your evening at The Brotherhood of Thieves for a laid-back vibe, then head to Cisco Brewers for local craft brews and live music. Don’t miss the atmosphere at The Dreamland Theater for a unique film experience.
Find the best attractions in Nantucket
Nantucket is perfect for beach lovers and outdoor enthusiasts, offering stunning scenery and a rich cultural experience. Explore the island's beautiful beaches, visit local museums, and discover historic lighthouses. Whether you're taking a trip to Nantucket or simply enjoying the island's charm, there's plenty to do that caters to your interests in culture and outdoor adventure.
- Surfside Beach: Experience the quintessential beach vibes at Surfside Beach, where soft sands meet gentle waves. Perfect for sunbathing, swimming, and beachcombing, this picturesque spot offers a relaxing retreat and stunning ocean views.
- Nantucket Atheneum: Dive into a world of knowledge and culture at the Nantucket Atheneum. This historic library is a hub for families, offering a rich selection of books, art exhibits, and community events, making it a delightful stop for all ages.
- Whaling Museum: Discover Nantucket's maritime heritage at the Whaling Museum. With engaging exhibits and fascinating artifacts, this cultural gem showcases the island's whaling history, providing a unique glimpse into its past.
Best time to go to Nantucket
The best time to visit Nantucket can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Nantucket falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Nantucket falls in February, visitor numbers are average and weather is mostly cloudy with light rain.
Tips to save on your trip to Nantucket
- Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Nantucket.
- Consider traveling to Nantucket during the low season (January to March) for more affordable options.
- Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
- Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.