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 Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
per person
Nov 1 - Nov 3
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
The Boston Harbor Hotel continues to be my absolute favorite place to stay in Boston, and my recent visit reminded me exactly why. From the moment I walked through the doors, I was greeted by the same welcoming and professional staff that makes this property truly special. The team went above and beyond by upgrading me to a suite, which was an unexpected and much-appreciated gesture that really enhanced my stay. The suite itself was beautifully appointed and comfortable, providing the perfect retreat after busy days exploring the city. What really sets this hotel apart is its unbeatable location. You simply cannot find a better spot in Boston - it's perfectly positioned for both business and leisure activities, with easy access to everything the city has to offer while maintaining that sense of waterfront tranquility. Every stay here has been delightful, and the consistency in service quality is remarkable. The Boston Harbor Hotel has earned my loyalty through their attention to detail and genuine hospitality. I'm already looking forward to my next visit!

Reviewed on Aug. 11, 2025

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
per person
Oct 30 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.4/10 Exceptional! (360 reviews)
The property wasn’t at the level we expected of the Mandarin Oriental, however the location was good and walkable to Bay Bay restaurants and shopping.

Reviewed on Aug. 4, 2025

The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
Back Bay
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (1,326 reviews)
Great stay as always! Miss the room service coming on actual plates but other than that it was excellent!

Reviewed on Aug. 12, 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (2,055 reviews)
Great hotel in back bay with rooftop pool walkable to Fenway

Reviewed on Aug. 17, 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

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 $122 per night from Sep 3 to Sep 4
CA $122
CA $139 total
Sep 3 - Sep 4
includes taxes & fees
7.6/10 Good! (1,003 reviews)
"Perfect one night stay"

Reviewed on Aug. 3, 2025

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 CA $122 per night from Sep 15 to Sep 16
CA $122
CA $139 total
Sep 15 - Sep 16
includes taxes & fees
8.6/10 Excellent! (59 reviews)
Great option
"Renovations have made a difference! Will definitely stay again for short trips down Cape."

Reviewed on Aug. 12, 2025

Viking Shores Motor Inn
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 $123 per night from Sep 7 to Sep 8
CA $123
CA $141 total
Sep 7 - Sep 8
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Clean and comfortable !"

Reviewed on Aug. 4, 2025

Blue Dolphin Inn
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.
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 seaside 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
See all activities in Eastham

Frequently asked questions

How much does an Eastham vacation package cost?
You'll find cheap prices from CA $760 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.