Title: Eastham Vacation Packages & Trips 2026/2026 from CA $751 | Expedia.ca

[Eastham Travel Guide](https://expedia.ca/Eastham.dx10844)[Hotels in Eastham](https://expedia.ca/Eastham-Hotels.d10844.Travel-Guide-Hotels)[Vacation Rentals in Eastham](https://expedia.ca/Eastham-Vacation-Rentals.d10844.Travel-Guide-VacationRentals)[Flights to Eastham](https://expedia.ca/Cheap-Flights-To-Eastham.d10844.Travel-Guide-Flights)[Eastham Car Rentals](https://expedia.ca/Car-Rentals-In-Eastham.d10844.Car-Rental-Guide)

![](https://images.trvl-media.com/place/10844/7bc8c590-93ee-44ab-85bc-d63f3947dbf9.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Eastham Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

#### 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](https://www.expedia.ca/Nauset-Lighthouse-Eastham.d6070195.Vacation-Attraction), [Nauset Beach](https://www.expedia.ca/Nauset-Beach-East-Orleans.d6070191.Vacation-Attraction) and [Skaket Beach](https://www.expedia.ca/Skaket-Beach-Orleans.d6070215.Vacation-Attraction). 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](https://images.trvl-media.com/lodging/22000000/21340000/21333100/21333029/d2b7feac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Lodge and Suites

Dorchester

CA $751

per person

Feb 12 - Feb 16

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

8.4/10 Very Good! (188 reviews)

Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Whitney Hotel

Beacon Hill

CA $1,453

per person

Feb 11 - Feb 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (482 reviews)

Phenomenon phenomenon will definitely will be back

Reviewed on Nov 26, 2025

![Cambria Hotel Boston Somerville](https://images.trvl-media.com/lodging/76000000/75900000/75893900/75893900/50a5a2bc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cambria Hotel Boston Somerville

Spring Hill

CA $915

per person

Feb 9 - Feb 16

found 12 hours ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

9.6/10 Exceptional! (1,003 reviews)

Good stay in Boston

Reviewed on Dec 8, 2025

![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Charles Hotel

West Cambridge

CA $2,436

per person

Feb 9 - Feb 16

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Boston (BOS)

9.4/10 Exceptional! (1,003 reviews)

Everything was great

Reviewed on Dec 9, 2025

![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Newbury Boston

Back Bay

CA $1,596

per person

Feb 11 - Feb 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (536 reviews)

Very friendly staff. Amazing location. The room was perfect. Didn’t go to Contessa, but we ran into the Chef in the elevator and he was super fun and courteous. The bar is cool, we ate there a couple nights. We had a very pleasant Thanksgiving week there. Festive and lively hotel. There’s Tatte around the corner and every store you can think of within walking distance. Looking forward to our next stay!

Reviewed on Dec 4, 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](https://www.expedia.ca/d10844-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent). Water views and refreshing sea air — what more could anyone want?
- Our private vacation homes, like [Four Points by Sheraton Eastham Cape Cod](https://www.expedia.ca/Eastham-Hotels-Four-Points-By-Sheraton-Eastham-Cape-Cod.h2159.Hotel-Information) and [Midway Motel and Cottages](https://www.expedia.ca/Eastham-Hotels-Midway-Motel-And-Cottages.h11687847.Hotel-Information), 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](null).
- 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

![Four Points by Sheraton Eastham Cape Cod](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/2bea73dd_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Four Points by Sheraton Eastham Cape Cod

3800 State Hwy Eastham MA

Fully refundableReserve now, pay when you stay

CA $163

CA $187 total

Dec 25 - Dec 26

includes taxes & fees

8/10 Very Good! (853 reviews)

The room was clean. When we arrived the TV did not work. When I tried to call the front desk from the room phone, the phone did not work. We went to the front desk and had maintenance show up immediately. The TV needed to be plug in, but the phone was dead, so we told them not to worry, we had cell ...

Reviewed on Nov 28, 2025

[](https://expedia.ca/Hotel-Search?startDate=25%2F12%2F2025&endDate=26%2F12%2F2025&selected=2159&PinnedHotelID=2159&HadPinnedHotel=true&regionId=10844)

![Endless Dunes, A Modern Motel](https://images.trvl-media.com/lodging/2000000/1120000/1113200/1113182/ecb93b35_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Endless Dunes, A Modern Motel

3620 State Highway Eastham MA

9/10 Wonderful! (138 reviews)

The room and staff were amazing, I would definitely stay here again!

Reviewed on Oct 20, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F12%2F2025&endDate=24%2F12%2F2025&selected=1113182&PinnedHotelID=1113182&HadPinnedHotel=true&regionId=10844)

[](https://expedia.ca/Hotel-Search?startDate=23%2F12%2F2025&endDate=24%2F12%2F2025&selected=1113182&PinnedHotelID=1113182&HadPinnedHotel=true&regionId=10844)

![Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!](https://images.trvl-media.com/lodging/69000000/68190000/68182000/68181998/c3da0361_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

 Eastham MA

10/10 Exceptional! (27 reviews)

Lovely house, amazing views and location, great stay!! Thanks so much!

Reviewed on Oct 27, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F12%2F2025&endDate=24%2F12%2F2025&selected=68181998&PinnedHotelID=68181998&HadPinnedHotel=true&regionId=10844)

[](https://expedia.ca/Hotel-Search?startDate=23%2F12%2F2025&endDate=24%2F12%2F2025&selected=68181998&PinnedHotelID=68181998&HadPinnedHotel=true&regionId=10844)

[See all 427 properties in Eastham](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F12%2F2025&endDate=11%2F12%2F2025&regionId=10844)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Eastham

![Nauset Light Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/444000/444518-Nauset-Light-Beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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. 

[](https://expedia.ca/Nauset-Light-Beach-Eastham.d6070193.Vacation-Attraction)

![Edward Penniman House and Barn](https://mediaim.expedia.com/destination/2/1965815a78063d206069b67cad9a63e6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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. 

[](https://expedia.ca/Edward-Penniman-House-And-Barn-Eastham.d6286871.Vacation-Attraction)

### What to do in Eastham

![Salem Puzzling Adventure](https://mediaim.expedia.com/localexpert/45936086/e2a93fff-6ac3-4a4c-a0fe-d7b6abb52588.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Plymouth Puzzling Adventure

CA $49

per traveller

[](https://expedia.ca/things-to-do/plymouth-puzzling-adventure.a45936086.activity-details)

[See all activities in Eastham](https://expedia.ca/things-to-do/search?rid=10844)

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- [Cape Cod National Seashore ](https://www.expedia.ca/Cape-Cod-National-Seashore-Massachusetts.d6127104.Vacation-Attraction)
- [Captain's Cove Golf Course ](https://www.expedia.ca/Captains-Cove-Golf-Course-Brewster.d6070161.Vacation-Attraction)
- [Chatham Drama Guild ](https://www.expedia.ca/Chatham-Drama-Guild-Chatham.d6311758.Vacation-Attraction)
- [Chatham Vacations ](https://www.expedia.ca/Chatham.d10743.Destination-Travel-Guides)
- [Coast Guard Beach ](https://www.expedia.ca/Coast-Guard-Beach-Massachusetts.d6070165.Vacation-Attraction)
- [Dennis Vacations ](https://www.expedia.ca/Dennis.d183325.Destination-Travel-Guides)
- [Edward Penniman House and Barn ](https://www.expedia.ca/Edward-Penniman-House-And-Barn-Eastham.d6286871.Vacation-Attraction)
- [Hardings Lighthouse ](https://www.expedia.ca/Hardings-Lighthouse-West-Chatham.d6070173.Vacation-Attraction)
- [Marconi Beach ](https://www.expedia.ca/Marconi-Beach-Wellfleet.d6287508.Vacation-Attraction)
- [Mayflower Beach ](https://www.expedia.ca/Mayflower-Beach-Dennis.d553248621561930301.Vacation-Attraction)
- [Mayo Beach ](https://www.expedia.ca/Mayo-Beach-Wellfleet.d6311792.Vacation-Attraction)
- [Monomoy Theatre ](https://www.expedia.ca/Monomoy-Theatre-Chatham.d6286898.Vacation-Attraction)
- [Nauset Beach ](https://www.expedia.ca/Nauset-Beach-Massachusetts.d6070191.Vacation-Attraction)
- [Nauset Light Beach ](https://www.expedia.ca/Nauset-Light-Beach-Eastham.d6070193.Vacation-Attraction)
- [Visit North Eastham ](https://www.expedia.ca/North-Eastham.dx6131864)
- [Orleans Bowling Center ](https://www.expedia.ca/Orleans-Bowling-Center-Orleans.d553248621532666579.Vacation-Attraction)
- [Visit East Orleans ](https://www.expedia.ca/Orleans-East-Orleans.dx99564)
- [Orleans Vacations ](https://www.expedia.ca/Orleans.d142149.Destination-Travel-Guides)
- [Visit Orleans ](https://www.expedia.ca/Orleans.dx142149)
- [Paine's Creek Beach ](https://www.expedia.ca/Paines-Creek-Beach-Brewster.d6311778.Vacation-Attraction)
- [Ridgevale Beach ](https://www.expedia.ca/Ridgevale-Beach-Massachusetts.d6287520.Vacation-Attraction)
- [Skaket Beach ](https://www.expedia.ca/Skaket-Beach-Orleans.d6070215.Vacation-Attraction)
- [South Orleans Vacations ](https://www.expedia.ca/South-Orleans.d183344.Destination-Travel-Guides)
- [Veterans Field ](https://www.expedia.ca/Veterans-Field-Chatham.d6070219.Vacation-Attraction)
- [West Dennis Beach ](https://www.expedia.ca/West-Dennis-Beach-West-Dennis.d6070221.Vacation-Attraction)
- [White Cedar Swamp ](https://www.expedia.ca/White-Cedar-Swamp-Wellfleet.d553248621532666633.Vacation-Attraction)
- [Wilbur Park ](https://www.expedia.ca/Wilbur-Park-South-Yarmouth.d6297911.Vacation-Attraction)

- [Car rental Orleans ](https://www.expedia.ca/Car-Rentals-In-Orleans.d142149.Car-Rental-Guide)

- [Orleans Vacation Rentals ](https://www.expedia.ca/Orleans-Vacation-Rentals.d142149.Travel-Guide-VacationRentals)

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