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Search Hotels Near First Encounter Beach, Eastham

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20 Dec - 21 Dec
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21 Dec - 22 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for First Encounter Beach hotels

Standard Room, 2 Queen Beds, Non Smoking | Premium bedding, desk, iron/ironing board, rollaway beds
Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
2.0 star property
2.8 km from First Encounter Beach
8.0 out of 10, Very good, (788)
"Clean and comfortable room very enjoyable stay"
United States
Douglas
The price is ฿3,298
฿3,775 total
includes taxes & fees
29 Dec - 30 Dec
Rodeway Inn Orleans - Cape Cod
Indoor pool, seasonal outdoor pool
Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod
3.0 star property
3.6 km from First Encounter Beach
8.2 out of 10, Very good, (857)
"Perfect overnight stay in every way!"
United States
Debra
The price is ฿3,706
฿4,242 total
includes taxes & fees
29 Dec - 30 Dec
Four Points by Sheraton Eastham Cape Cod
Deluxe Cottage, 2 Bedrooms, Non Smoking, Ocean View (Sunrise Cottage) | Beach/ocean view
Nauset Beach Inn

Nauset Beach Inn

Nauset Beach Inn
3.0 star property
6.2 km from First Encounter Beach
9.4 out of 10, Exceptional, (175)
"very accommodating. Great location. Loved my stay!"
United States
Peter
The price is ฿7,224
฿8,805 total
includes taxes & fees
29 Dec - 30 Dec
Nauset Beach Inn
Terrace/patio
The Mansion at Ocean Edge

The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
6.4 km from First Encounter Beach
8.2 out of 10, Very good, (1001)
"The hotel is beautifully decorated for the holiday season"
United States
Mary
The price is ฿4,999
฿7,519 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Mansion at Ocean Edge
Terrace/patio
Brewster by the Sea Inn

Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
12.2 km from First Encounter Beach
9.8 out of 10, Exceptional, (171)
"Brewster By the Sea has it all - great location, amazing innkeeper, unbelievable breakfasts, and great rooms with perfect amenities. "
United States
Donna
The price is ฿9,988
฿11,431 total
includes taxes & fees
3 Jan - 4 Jan 2026
Brewster by the Sea Inn
Front of property
Jonathan Edwards Motel

Jonathan Edwards Motel

Jonathan Edwards Motel
2.0 star property
19.9 km from First Encounter Beach
6.6 out of 10, (46)
"It’s was a really great place to stay and very clean. The staff was very nice we will return again"
United States
Joe
The price is ฿2,798
฿3,203 total
includes taxes & fees
21 Dec - 22 Dec
Jonathan Edwards Motel
Oceanfront Efficiency, 1 King Bed | Premium bedding, down duvets, iron/ironing board, free WiFi
Chatham Tides

Chatham Tides

Chatham Tides
2.5 star property
16.5 km from First Encounter Beach
9.4 out of 10, Exceptional, (668)
"We had such an amazing stay at Chatham Tides! The room was incredibly clean and very cozy. Check-in was easy and the staff was helpful and friendly. We were pleasantly surprised at the view and how quaint everything felt. We will definitely be visiting again!"
United States
Jessica
The price is ฿4,777
฿5,467 total
includes taxes & fees
29 Dec - 30 Dec
Chatham Tides
Beach nearby
Chatham Wayside Inn

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
15.5 km from First Encounter Beach
9.2 out of 10, Wonderful, (605)
"Great location and friendly staff. We really enjoyed our stay there."
United States
Peter D
Chatham Wayside Inn
Seasonal outdoor pool
Chatham Bars Inn

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
15.1 km from First Encounter Beach
9.2 out of 10, Wonderful, (799)
"Helpful staff & food & drinks were great ! "
United States
glen
The price is ฿8,166
฿9,813 total
includes taxes & fees
21 Dec - 22 Dec
Chatham Bars Inn
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Brewster Green Resort

Brewster Green Resort

Brewster Green Resort
2.5 star property
7.3 km from First Encounter Beach
The price is ฿21,986
฿25,163 total
includes taxes & fees
3 Jan - 4 Jan 2026
Brewster Green Resort
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.
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Top First Encounter Beach Hotel Reviews

Skaket Beach Motel

Skaket Beach Motel

10/10 Excellent
"Clean room, great price for the offseason"
Angeline 1-night trip
Posted 2 months ago
Skaket Beach Motel
Eagle Wing Inn - Cape Cod

Eagle Wing Inn - Cape Cod

10/10 Excellent
"Very clean and quaint"
Tracey 2-night trip
Posted 2 months ago
Eagle Wing Inn - Cape Cod

Hotels near other First Encounter Beach attractions

An evening at the Cape is just what the weather gods recommend. Come summer and most Bostonians don't lose a single opportunity to hit the coastline. These miles of pristine beaches make 100 days of summer absolutely worthwhile. Most people have a few cape stories, and so do we. Hoping to share them with you all over this summer. #CapeCod #VisitMA
Photo by Fun Travelog
Open Photo by Fun Travelog

Rock Harbor Beach

Why not spend a lazy afternoon at Rock Harbor Beach during your trip to Orleans?
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Sunset @ Skaket
Photo by Cristalyn Searles
Open Photo by Cristalyn Searles

Skaket Beach

4.6/5 (33 reviews)
Warm, clear waters make this beach destination ideal for casual swimming, watersports or a restorative rest on the white sandy shore.
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Frequently asked questions

What's the area like around First Encounter Beach?
First Encounter Beach is located in Eastham. Travellers love the area for its beautiful beaches, top seafood restaurants and hiking. If you're looking for a convenient place to stay, take a look at the 31 hotels and other accommodation options you'll find within a mile.
What's the best hotel to stay close to First Encounter Beach?
Whalewalk Inn and Spa is one of the top choices for your stay based on our traveller data, and this B&B offers free breakfast and an indoor pool. It's located 1.1 mi (1.8 km) from First Encounter Beach. Other good options within a few miles include Endless Dunes, A Modern Motel and Rodeway Inn Orleans - Cape Cod.
How many hotels will I be able to find close to First Encounter Beach?
Expedia has 31 hotels and other accommodation options within a mile from First Encounter Beach.
If I need to cancel the hotel reservation for my stay near First Encounter Beach, will I receive a refund?
Yes! Most hotel room reservations are refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within 24 hours of your booking. Add dates, click "Search", then use the "fully refundable" filter to view the best options available near First Encounter Beach.
What can I see and do near First Encounter Beach?
Edward Penniman House and Barn, French Cable Station Museum and Schoolhouse Museum feature a variety of fascinating exhibits to see while you're in town. Explore landmarks like Nauset Lighthouse, The Three Sisters Lighthouses and Swift-Daley House. You can catch a show at Academy Playhouse, Cape Rep Theatre and Wellfleet Cinemas.