Smith Point Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Smith Point Vacation Packages
- Fairmont Copley Plaza, Boston
Dec 10 - Dec 13Fairmont Copley Plaza, Boston + Flight
Back Bay3 nights4.5 star property9.2/10 - Wonderful (1,355 reviews)Roundtrip • Toronto (YTO) - Boston (BOS)YKF - BOS • 1 stop BOS - YKF • 1 stopCA $1,349CA $1,004found 1 day agoper traveller - Boston Harbor Hotel
Dec 10 - Dec 13Boston Harbor Hotel + Flight
North End3 nights5.0 star property9.8/10 - Exceptional (1,006 reviews)Roundtrip • Toronto (YTO) - Boston (BOS)YKF - BOS • 1 stop BOS - YKF • 1 stopCA $2,121CA $1,126found 1 day agoper traveller - Four Seasons Hotel Boston
Jan 29 - Feb 1Four Seasons Hotel Boston + Flight
Bay Village3 nights5.0 star property9.4/10 - Exceptional (497 reviews)"The best location and the beat service! The best swimming pool"Reviewed November 9, 2026Roundtrip • Toronto (YTO) - Boston (BOS)YTZ - BOS • 1 stop BOS - YYZ • NonstopCA $2,397CA $1,548found 1 day agoper traveller - Raffles Boston
Jan 14 - Jan 17Raffles Boston + Flight
Back Bay3 nights5.0 star property9.6/10 - Exceptional (354 reviews)"Amazing hotel Great rooms and helpful, professional staff. Couldn’t fault it."Reviewed November 8, 2026Roundtrip • Toronto (YTO) - Boston (BOS)YTZ - BOS • 1 stop BOS - YTZ • Nonstop - The Newbury Boston
Jan 14 - Jan 17The Newbury Boston + Flight
Back Bay3 nights5.0 star property9.4/10 - Exceptional (747 reviews)"Beautiful hotel and the staff was wonderful. They gave us a corner room with a great view of the city. The room was spacious with a comfortable seating area."Reviewed November 7, 2026Roundtrip • Toronto (YTO) - Boston (BOS)YTZ - BOS • 1 stop BOS - YTZ • Nonstop
Where to stay in Smith Point
Nantucket Town
West of Town
Downtown Nantucket
Madaket
Cliff
Smith Point Hotel Deals
"Property is conveniently located across from airport. The hotel shuttle service was not running when we visited but the Wave transport station was easy to walk to from hotel. We visited on “off-season” so it was very quiet. The price was reasonable and the cafe in lobby was a plus because there isn’t much else around. The pool area is beautiful and we used the spa. We were pleasantly surprised to see they refreshed our room without us asking so that was wonderful. Only wish was the towels...
"This is a lovely property in a nice neighborhood very close to downtown. Monica was very helpful and had our room ready a little early for us. The location allowed us to walk around downtown without worrying about parking. There was also a lovely breakfast available for the morning. Very nice place and we would stay here again!"
Nantucket Resort Collection
Nantucket Resort Collection
"Enjoyed our stay-great location, staff was attentive and breakfast was delicious."
"Fantastic overnight stay for our November getaway ❤️"
"Will definitely return for my next stay on the island."
"Couldn’t have asked for a lovelier stay. Perfectly located. About a 10 minute walk to ferry and various eating establishments. Every amenity imaginable plus a few welcome gifts. Room was bright, spacious and comfortable. Highly recommend."
Frequently Asked Questions
How much does a Smith Point vacation package cost?
Explore the best of Smith Point from just CA $1,004. We offer a great selection of hotels, flights and rental cars to suit your travel style. You can pick up even better deals when you add some sightseeing activities to your package.
How do I get a cheap travel package to Smith Point?
Crafting your own Smith Point vacation package with Expedia is one of the best ways to save. We have more than 550 air carriers and 1,000,000 hotels worldwide. With such an awesome range to choose from, you'll have no difficulty creating your dream getaway.
Where should I stay in Smith Point?
With interesting attractions like Cisco Beach and Madaket Beach in this area, look for a hotel situated near either of them. Hummock Pond is another Smith Point sight that draws the crowds.
How far in advance should I book my Smith Point vacation?
It's tricky picking the best time for airfares, but we normally say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to a year in advance. If you're booking last minute, don't stress. Budget prices appear from time to time just weeks before departure dates.
What does an Expedia Smith Point travel package include?
It depends on what type of getaway you're contemplating. Smith Point vacation deals can include hotels, flights and car rentals. You can mix and match to find the package that suits your budget and style. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Smith Point travel package?
You'll score big savings when you combine your hotels, flights and rental cars into a package. Not only that, booking everything in one place simply makes planning easier. So why waste your time or money? Whether you're organizing a fancy romantic getaway or a budget solo adventure, explore our package deals today.
Can I choose my airline with a Smith Point Expedia vacation package?
You can, and with more than 550 airlines to choose from globally, you've got lots of choice. Search the available options and find out which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Smith Point vacation package?
Because we understand life can throw you a few curveballs, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it free of charge. Your airline, hotel or car rental company may charge a fee if your booking is older than that.