East Dennis Vacations from ￥207,260

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The Latest East Dennis Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Price was ￥237,325, price is now ￥207,260 per person
￥207,260
per person
Jan 20 - Jan 26
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (7,276 reviews)

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ￥266,557, price is now ￥213,441 per person
￥213,441
per person
Jan 20 - Jan 26
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (1,636 reviews)
Clean and convenient location

Reviewed on Nov 2, 2026

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was ￥265,639, price is now ￥215,603 per person
￥215,603
per person
Jan 20 - Jan 26
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (3,501 reviews)

Omni Parker House

Omni Parker House

4.5 out of 5
Downtown Boston
Price was ￥253,695, price is now ￥218,824 per person
￥218,824
per person
Jan 20 - Jan 26
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (3,731 reviews)
This hotel was so beautiful and historical. The staff were helpful and friendly. They really took great care of us during our stay. I highly recommend this property.

Reviewed on Nov 3, 2026

Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Price was ￥241,348, price is now ￥210,652 per person
￥210,652
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (2,312 reviews)
Hotel was great. I paid for an early check in and was able to get in very early at the 10am! Room was clean and got good service each day on the room. The only downside of it all was no refrigerator in the room, we like to keep a few drinks. And the WiFi was very slow, not able to stream Netflix a few of the nights due to this. The location is perfect if you are wanting to explore the city. We were able to walk to almost everything we anted to see!

Reviewed on Nov 3, 2026

Find the Best East Dennis Vacation Packages

East Dennis Hotel Deals

Sesuit Harbor House

Sesuit Harbor House

3 out of 5
1421 Main Street Dennis MA
9.6/10 Exceptional! (218 reviews)
"Very welcoming and helpful staff. Room was ideal and we loved the fire pit."

Reviewed on Oct 17, 2026

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Sesuit Harbor House
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
The price is ￥55,579 per night from Nov 8 to Nov 9
￥55,579
￥63,610 total
Nov 8 - Nov 9
includes taxes & fees
9.2/10 Wonderful! (876 reviews)
"Amazing place to stay. Can't wait to go back."

Reviewed on Oct 30, 2026

Chatham Bars Inn
Hyannis Travel Inn

Hyannis Travel Inn

2.5 out of 5
18 North St Hyannis MA
The price is ￥15,598 per night from Nov 9 to Nov 10
￥15,598
￥17,851 total
Nov 9 - Nov 10
includes taxes & fees
Hyannis Travel Inn
See all 5,516 properties in East Dennis
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.

Stay near popular East Dennis attractions

Eden Hand Arts

10.0/10 (2 reviews)
Take the family on an outing to Eden Hand Arts during your trip to East Dennis. Attend a sporting event or simply enjoy the seafood restaurants while you're in the area.
See properties

What to do in East Dennis

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

￥7,835
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
Private Hyannis Walking Food Tour with Local Tastings

Private Hyannis Walking Food Tour with Local Tastings

￥50,154
per adult
Private Hyannis Walking Food Tour with Local Tastings
See all activities in East Dennis

Frequently asked questions

How much does an East Dennis vacation package cost?
Offering excellent value package deals from ￥207,260 on Expedia, you'll be pleasantly surprised at how much a vacation to East Dennis costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to East Dennis?
Travel in the low season and you're likely to get cheap East Dennis vacation packages. Bear in mind that public holidays and major festivals and events can have an impact on prices, so do a little research before you go.
How many days is enough for East Dennis?
Usually, a handful of days is enough to see the major attractions during your East Dennis vacation. But if you want to have more time to kick back or go on day tours, consider extending your itinerary.
How to find the best East Dennis package deals?
Begin your search for an East Dennis package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect East Dennis package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your East Dennis escape off to a flying start.
Is it cheaper to book an East Dennis vacation as a package?
You can enjoy significant savings on your next East Dennis retreat by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to East Dennis?
Land fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment East Dennis escape.
How to plan a trip to East Dennis?

  1. Choose when to get away: Check your diary and pack your bags. Your favorite time of year and the available activities will also help you decide when to visit East Dennis.
  2. Set a budget: Factor in costs like flights, meals and transportation when working out how much to save for your trip to East Dennis. Then, select a hotel that suits your budget, whether that's a wallet-friendly stay or a high-end retreat.
  3. Work out your trip length: Think about how long you'd like to spend discovering East Dennis. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized East Dennis vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.