Eastham Vacations

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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! (1,003 reviews)
"Perfect one night stay"

Reviewed on 2025/8/3

Get rates
Captains Quarters Motel & Conference Center
Viking Shores Motor Inn

Viking Shores Motor Inn

2 out of 5
5200 State Highway Rte 6, Eastham, MA
Fully refundableReserve now, pay when you stay
The price is NT$2,939 per night from Sep 1 to Sep 2
NT$2,939
NT$3,364 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (48 reviews)
"Noisy"

Reviewed on 2025/8/1

Viking Shores Motor Inn
Endless Dunes, A Modern Motel

Endless Dunes, A Modern Motel

2 out of 5
3620 State Highway, Eastham, MA
The price is NT$4,018 per night from Sep 2 to Sep 3
NT$4,018
NT$4,599 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (117 reviews)
"Pros: very clean, staff are extremely nice/helpful, free loaner bikes/helmets, free loaner beach chairs, nice area outside of poor for sunbathing/outdoor dining, easy access to rail trail. Cons: rooms are much smaller than expected (tight for more than 2 people), poor renovation (looks a little bit ..."

Reviewed on 2025/8/6

Endless Dunes, A Modern Motel
See all 459 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.

Discover the most popular places to visit in Eastham

Built in 1868 and Sitting on Fort Hill in Eastham is the Captain Edward Penniman House and Barn. Captain Penniman was one of the most successful whaling captains in New England. This is a short #TroverDetour off the main road. There is a friendly and knowledgeable tour for anyone interested in history of cape cod. Notice the Whale Jawbone entrance that will send your Green Peace friends into a state of nervous excitement or agitation... otherwise referred to as a "TIZZY" ! Off of 6A take a right onto Governor Prence Rd. and then a right onto Fort Hill Road. Parking is on the left just past the house. #TroverDetour

Edward Penniman House and Barn

You can spend an afternoon studying the exhibits at Edward Penniman House and Barn in Eastham. Stroll along the seaside or seek out the hiking trails.

Edward Penniman House and Barn
Salt Pond Visitor Center

Salt Pond Visitor Center

If you want to learn more about Cape Cod National Seashore or simply need facilities, make this state-of-the-art visitor center in Eastham your first stop.

Salt Pond Visitor Center

Swift-Daley House

You can spend an afternoon exploring the galleries in Swift-Daley House in Eastham. Amble around the area's beautiful beaches or seek out the hiking trails.

Swift-Daley House

Frequently asked questions

How much does an Eastham vacation package cost?
Offering great value package deals 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.

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