Eastham Vacation Packages

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Your Eastham Vacation

Lock in a Eastham vacation package and prepare for a wonderful getaway. Known for its coastal scenery and spectacular views, there's loads to keep you on the move in this city. Any trip to Eastham needs a well-planned itinerary. Fill yours with major attractions like Nauset Lighthouse, Nauset Beach and Skaket Beach. Don't put off your visit to this city any longer. The ultimate Eastham vacation is a few quick clicks away with Expedia.

Top Eastham Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 22 - Aug 25
found 5 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Great hotel terrific staff

Reviewed on Jul. 12, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
per person
Sep 4 - Sep 8
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 22 - Aug 25
found 5 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (118 reviews)
Beautiful facility and wonderful staff.

Reviewed on Jul. 10, 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Save 100% on your flight
per person
Sep 25 - Sep 28
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
It was a pleasant stay. The staffs were friendly. The room had both microwave and fridge. Although the room was neat, the cleaners did miss a couple of things.

Reviewed on Jun. 29, 2025

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2 out of 5
Back Bay
Save 100% on your flight
per person
Sep 25 - Sep 30
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very Good! (135 reviews)
Nobody on property to talk to

Reviewed on May 20, 2025

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 kilometres 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 travellers 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.

Ready to book your vacation to Eastham?

 

Choose your dates

Eastham Hotel Deals

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 CA $243 per night from Jul 13 to Jul 14
CA $243
CA $278 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (20 reviews)
"Friendly staff, good location, clean"

Reviewed on Jul. 7, 2025

Viking Shores Motor Inn
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
The price is CA $243 per night from Jul 14 to Jul 15
CA $243
CA $278 total
Jul 14 - Jul 15
includes taxes & fees
7.6/10 Good! (1,001 reviews)
"The staff is very nice and the rooms are clean. It’s also in a good location."

Reviewed on Jul. 7, 2025

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
The price is CA $244 per night from Jul 13 to Jul 14
CA $244
CA $279 total
Jul 13 - Jul 14
includes taxes & fees
7.8/10 Good! (1,005 reviews)
"We had a great vacation and enjoyed our stay! Comfy and clean rooms. Huge outdoor pool area and location is perfect. Everything is about a 15 minute or less drive away. Ptown is only 25 min away! Delicious breakfast restaurant right on sight."

Reviewed on Jul. 7, 2025

Blue Dolphin Inn
See all 460 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Eastham

Nauset Light Beach

Nauset Light Beach

If a restful vacation is part of your travel plans, Nauset Light Beach might be the perfect place to seek out during your trip to Eastham. Discover the area's seafood restaurants or seek out the biking trails.

Nauset Light Beach
Edward Penniman House and Barn

Edward Penniman House and Barn

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

Edward Penniman House and Barn

What to do in Eastham

Salem Puzzling Adventure

Plymouth Puzzling Adventure

CA $48
per traveller
Plymouth Puzzling Adventure
Private Professional Vacation Photoshoot in Cape Cod

Private Professional Vacation Photoshoot in Cape Cod

CA $1,581
per adult
Private Professional Vacation Photoshoot in Cape Cod
See all activities in Eastham

Frequently asked questions

How much does an Eastham vacation package cost?
You'll find cheap prices from CA $819 on Expedia for your Eastham escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Eastham costs.
What are the cheapest months to go to Eastham?
If you're hoping to score a cheap Eastham vacation package, consider planning a trip in December, January and February. You'll typically find lower rates on flights and hotels during these months --- ideal for budget-conscious travellers.
How many days is enough for Eastham?
Dedicate around 2 days for your Eastham vacation to really enjoy everything that makes this place special. Stroll around key areas, including East Orleans and South Orleans. Then head to the top sights such as Nauset Lighthouse and First Encounter Beach. With a well-organized itinerary, you can keep busy with room for some me-time too. Want to travel beyond Eastham? Consider squeezing in a day trip or two.
Is it worth booking a vacation package to Eastham?
From cool attractions such as Nauset Lighthouse and First Encounter Beach to its excellent coastal beaches, an Eastham vacation is sure to exceed your expectations. With so much to do and see, it's time to find out for yourself why Eastham is such a good vacation destination.
How to find the best Eastham package deals?
Use Expedia's handy filters to find some great Eastham package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Eastham package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book an Eastham vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights separately. Better still, you can tailor your Eastham getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Eastham?
If you're considering a spontaneous Eastham adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Eastham?

  1. Choose when to go: Check your diary and get packing. Your preferred time of year and the activities available will also help you decide when to escape to Eastham.
  2. Work out your budget: Ensure you have enough money to pay for everything from meals and transportation to activities and flights. Your accommodations will likely be the largest expense during your trip to Eastham.
  3. Decide your trip length: Think about how long you'd like to spend discovering Eastham. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find an Eastham vacation package that brings all your bookings together.

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