West Dennis Vacations

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West Dennis Hotel Deals

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is AED 567 per night from Feb 10 to Feb 11
AED 567
AED 859 total
10 Feb - 11 Feb
includes taxes & fees
8.6/10 Excellent! (441 reviews)
Clean room, nice staff, the only problem was the internet was slow

Reviewed on 2 February 2026

Margaritaville Resort Cape Cod
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
The price is AED 1,337 per night from Feb 11 to Feb 12
AED 1,337
AED 1,530 total
11 Feb - 12 Feb
includes taxes & fees
9.2/10 Wonderful! (808 reviews)
Beautiful property

Reviewed on 24 January 2026

Chatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (629 reviews)
Courteous staff, helpful with dining suggestions. Loved the room. Very comfortable bed, warm and cozy.

Reviewed on 29 January 2026

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Chatham Wayside Inn
See all 5,403 properties in West 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.

Discover the most popular places to visit in West Dennis

West Dennis Beach showing a beach as well as a small group of people

West Dennis Beach

4.5/5(175 reviews)

If a restful vacation is part of your travel plans, West Dennis Beach might be the perfect place to seek out during your trip to West Dennis. Visit the shops in this family-friendly area, or simply enjoy its seafood restaurants.

West Dennis Beach

Jericho House and Barn Museum

You can spend an afternoon studying the exhibits at Jericho House and Barn Museum in West Dennis. Stroll along the beautiful beaches or attend a sporting event in this family-friendly area.

Jericho House and Barn Museum

Frequently asked questions

How do I find cheap flights to West Dennis that have flexible change policies?
Search for your cheap flights to West Dennis, then select "No change fee" underneath the "Flexible change policies" filter. It's as simple as that. We understand that travel plans change and flexibility matters, so you can book with confidence with Expedia.
Which airlines fly to West Dennis?
When you're ready to book your flight to or near West Dennis, these popular carriers look forward to welcoming you aboard:

  • Delta Air Lines - 3,701 flights to or near West Dennis each month, including 3,701 flights to Logan Intl. Airport (BOS) per month.
  • JetBlue Airways - 3,407 flights to or near West Dennis each month, including 3,407 flights to Logan Intl. Airport (BOS) per month.
  • American Airlines - 2,106 flights to or near West Dennis each month, including 2,106 flights to Logan Intl. Airport (BOS) per month.

How can I find cheap tickets to West Dennis?
Book well ahead, consider alternative airports, avoid peak travel periods — there are plenty of ways! One more is to make use of Expedia's "flexible dates" feature. Search for your West Dennis flight, then compare the cheapest prices for nearby dates. In the last seven days, the best price for a flight to West Dennis was .
How much is a flight to West Dennis?
If you were journeying one way from (), you could've scored a cheap seat for in the last seven days. Round-trip flights to West Dennis ranged from only to during this same period.
What are the most popular airports to fly into in West Dennis?
Prepare for adventure as you fly into one of these top West Dennis airports:

  • Logan Intl. Airport (BOS) - 12,948 flights per month.
  • Barnstable Municipal Airport (HYA) - 160 flights per month.

When is the cheapest time to fly to West Dennis?
Leave for West Dennis early in the week and you'll usually be rewarded with lower-cost fares. Tuesday is typically the cheapest day to get on a plane, followed by Monday. If you're hoping to avoid the most expensive flights, stay away from Saturdays.
How much is a plane ticket to West Dennis?
In the last seven days, fares varied between and . Swipe through our great deals to West Dennis, make a booking and then start packing your suitcase.
What months are the cheapest to book a flight to West Dennis?
An excellent month to book affordable airfares to West Dennis is February. Remember that in the USA, the most expensive time to reserve a seat is during the busy month of December.
How long is a flight to West Dennis?
It depends on a couple of factors, such as where you take off from and whether you're traveling on a direct or multi-stop flight. Listed below are some of the busiest domestic routes to West Dennis and their average flight times:

  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 1 hour and 48 minutes
  • New York, NY (LGA-LaGuardia) to Logan Intl. Airport (BOS) - 1 hour and 35 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Logan Intl. Airport (BOS) - 1 hour and 25 minutes