Eastham Vacations from ￥81,508

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The Latest Eastham Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
per person
Aug 9 - Aug 11
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (1,886 reviews)
Always an excellent experience!

Reviewed on Jun 15, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 9 - Aug 11
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,007 reviews)
We loved everything about the hotel!

Reviewed on Jun 14, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
Sep 8 - Sep 11
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
very good stay , already booked again for september

Reviewed on Jun 10, 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
per person
Aug 9 - Aug 11
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.6/10 Excellent! (1,588 reviews)
This place is AMAZING! This is my first time in Boston and when I just casually mentioned that when I was checking in, the front desk host upgraded me to a water view room! Every single interaction from the minute I walked in the front doors has been so friendly and so kind. I live in NYC and sometimes you just don't get this kind of kindness there. I love this town, and this hotel was just wonderful! I'll be back!

Reviewed on Jun 15, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
Aug 9 - Aug 11
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (407 reviews)
Lobby smells of food because of the restaurant in the hotel. They need to change the menu or have a stronger exhaust.

Reviewed on Jun 6, 2025

Find the Best Eastham Vacation Packages

Eastham Beach Vacation

An Eastham vacation makes it easy to relax and unwind. Whether you like the thought of sitting around by the water or ambling along the shoreline in search of treasures, a trip to Eastham will leave you refreshed and rejuvenated. If you want to be near the downtown area, find a hotel near First Encounter Beach. This well-known stretch of coast is only 3 kilometers away. We also offer Eastham vacation deals within easy reach of Thumpertown Beach and Sunken Meadow Beach, two other stunning nearby options.

Things You Should Know About Eastham

  • If you're chasing that beach lifestyle, take a look at our Eastham beach hotels. Water views and refreshing sea air — what more could anyone want?
  • Our private vacation homes, like Four Points by Sheraton Eastham Cape Cod and Midway Motel and Cottages, are popular with travelers of all sorts. Consider the amenities and get ready for your vacation in Eastham!
  • Eastham has a population of approximately 5,500 people. Why not get out and say hello to a few of them? It's a great way to get a bit of inside info on the place! You can also look up our Eastham things to do page.
  • If you're searching for things to see and do while you're in town, add The Three Sisters Lighthouses, Edward Penniman House and Barn and Buttonbush Trail to your travel itinerary. Also, look up our Eastham vacation deals to save on your hotels and experiences.

Eastham Hotel Deals

Captains Quarters Motel & Conference Center
Captains Quarters Motel & Conference Center
2 out of 5
5000 State Highway/Route 6, Eastham, MA
Fully refundableReserve now, pay when you stay
7.6/10 Good! (1,000 reviews)
"Very pleasant and quick check in. Immediate resolution resulting in room change. Quiet and neat property."

Reviewed on Jun 9, 2025

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Captains Quarters Motel & Conference Center
Blue Dolphin Inn
Blue Dolphin Inn
2 out of 5
5950 State Highway rt 6 n., Eastham, MA
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,001 reviews)
"Great location, responsive and friendly staff, surprisingly large clean room, all for a very reasonable price. I was on a 14 day road trip, and the 4 nights at the Blue Dolphin were the best of the trip, which included hotels costing twice as much."

Reviewed on Jun 14, 2025

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Blue Dolphin Inn
Four Points by Sheraton Eastham Cape Cod
Four Points by Sheraton Eastham Cape Cod
3 out of 5
3800 State Hwy, Eastham, MA
Fully refundableReserve now, pay when you stay
The price is ￥30,543 per night from Jun 22 to Jun 23
￥30,543
￥34,957 total
Jun 22 - Jun 23
includes taxes & fees
8/10 Very Good! (810 reviews)
"Very great and family friendly place to stay"

Reviewed on May 27, 2025

Four Points by Sheraton Eastham Cape Cod
See all 437 properties in Eastham
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.

Frequently asked questions

How much does an Eastham vacation package cost?
Offering great value package deals from ￥81,508 on Expedia, you’ll be thrilled with how little a vacation to Eastham costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Eastham?
December, January and February are great times to search for cheap Eastham vacation packages. Opting to travel in quieter periods means you can usually find lower prices on flights and hotels.
How many days is enough for Eastham?
We’d suggest booking an Eastham vacation for a minimum of 2 days. This will give you time to visit top sights such as Sunken Meadow Beach and Cooks Brook Beach, and explore neighborhoods like East Orleans and South Orleans. You could even make time for a day trip (or two) outside of Eastham.
Is it worth booking a vacation package to Eastham?
Boasting a host of highlights starting with its excellent coastal beaches, Eastham is a good vacation destination. Whether you want to discover attractions like Nauset Lighthouse and First Encounter Beach or take the road less traveled, you’ll have loads to see and do on your Eastham vacation.
How to find the best Eastham package deals?
Landing a cheap Eastham package deal is a breeze with Expedia. Once you’ve entered your destination and preferred dates under our “Packages” tab, set your budget, add a couple of filters and browse what’s available. You can tweak your search by “Popular locations,” “Property type,” “Guest rating” and more. Sort the results by “Price: low to high” to view the most wallet-friendly Eastham package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book an Eastham vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking hotels and flights individually. Better still, you can personalize your Eastham getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Eastham?
If you’ve got your Eastham vacation dates confirmed, book early to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Eastham?

  1. Choose when to get away: Check your schedule and get packing. Your favorite time of year and the activities on offer will also help you decide when to vacation in Eastham.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and activities. Your hotel will likely be the largest expense during your trip to Eastham.
  3. Decide your trip length: Think about how much time you’d like to spend exploring Eastham. Plan your days so you can get to all the attractions and experiences you’re interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized Eastham vacation package.

What to do in Eastham

Salem Puzzling Adventure

Plymouth Puzzling Adventure

￥5,060
per traveler
Plymouth Puzzling Adventure
See all activities in Eastham
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.