Eastham Holidays

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Eastham Beach Holiday

An Eastham holiday 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 kilometres away. We also offer Eastham holiday 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 holiday homes, like Four Points by Sheraton Eastham Cape Cod and Midway Motel and Cottages, are popular with travellers of all sorts. Consider the amenities and get ready for your holiday 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 holiday deals to save on your hotels and experiences.

Top hotels in Eastham

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! (1,009 reviews)
"Perfect for a quick weekend stay"

Reviewed on 1 Aug, 2025

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 S$145 per night from 1 Sept to 2 Sept
S$145
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (43 reviews)
"I was pleasantly surprised how nice this stay was. The rooms were completely remodeled and clean. The beds were comfortable. I would recommend staying here."

Reviewed on 28 Jul, 2025

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 S$185 per night from 2 Sept to 3 Sept
S$185
2 Sept - 3 Sept
includes taxes & fees
9/10 Wonderful! (114 reviews)
"It was a nice stay. Room was fine and beds were so comfy soft so Great sleep. Staff was great! The pool water needed cleaning a number of bugs floating on top. I like that it’s pet friendly But too many ridiculous rules. Overall a good stay."

Reviewed on 31 Jul, 2025

Endless Dunes, A Modern Motel
See all 456 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.

What to do in Eastham

Salem Puzzling Adventure

Plymouth Puzzling Adventure

S$45
per traveller
Plymouth Puzzling Adventure
See all activities in Eastham

Frequently asked questions

How much does an Eastham holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Eastham costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Eastham?
December, January and February are great times to search for cheap Eastham holiday 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 holiday 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 neighbourhoods 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 holiday package to Eastham?
Boasting a host of highlights starting with its excellent coastal beaches, Eastham is a good holiday 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 holiday.
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 travelling on a weekday, when prices are generally lower.
Is it cheaper to book an Eastham holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking hotels and flights individually. Better still, you can personalise 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 holiday package to Eastham?
If you've got your Eastham holiday 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 favourite time of year and the activities on offer will also help you decide when to holiday 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 personalised Eastham holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.