The Best Hotels Closest to First Encounter Beach in Eastham for 2026

A sunset over a wet beach with reflections of the sky.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for First Encounter Beach hotels

A park with green grass, trees, and a clear blue sky.

A spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.

A spacious living room with a wooden ceiling, large windows, a dining area with a table set for four, and a sofa with cushions.

A staircase with ornate brass handrails and a mirror.

1. Whalewalk Inn and Spa

1.8 km from First Encounter Beach

Purav

AED 827

AED 946 total

includes taxes & fees

13 Oct - 14 Oct

A gazebo with a red roof and white trim, surrounded by a well-maintained lawn and a large tree with pink flowers.

A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

A sandy beach with gentle waves and a clear sky.

A kitchen with a white island, a fireplace, and a surfboard decoration.

2. Eagle Wing Inn - Cape Cod

2.6 km from First Encounter Beach

Andrea

AED 485

AED 555 total

includes taxes & fees

7 Oct - 8 Oct

A garden area with a welcome sign, outdoor seating, and a blue umbrella.

A dining area with multiple tables and chairs, some with flower centerpieces.

A hotel room with a large bed, two bedside tables, a wall-mounted painting, and a patterned carpet.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.

3. Rodeway Inn Orleans - Cape Cod

2.8 km from First Encounter Beach

Aldrick

AED 384

AED 439 total

includes taxes & fees

7 Oct - 8 Oct

A two-story house with a porch, a star decoration, and outdoor seating.

A dining area with a wooden table and chairs, large windows with a view of greenery, and a vase with flowers on the table.

A dining table with a plate of food, a mug, and a bowl of berries.

A house with a blue door and a number '187' on the front.

4. Sea Meadow Inn

11.1 km from First Encounter Beach

Joanne

AED 900

AED 1,045 total

includes taxes & fees

8 Oct - 9 Oct

A two-story house with a symmetrical facade, a central entrance, and a flag.

A neatly made bed with white bedding, two bedside tables with lamps, and a book on the bed.

A hotel room with a bed, nightstand, lamp, microwave, coffee maker, and a tray with snacks and a vase of flowers.

A table set outdoors with a glass of iced tea, a glass of lemonade, and a bowl of fruit salad.

5. Candleberry Inn on Cape Cod

9.2 km from First Encounter Beach

Susan

AED 1,172

AED 1,341 total

includes taxes & fees

2 Nov - 3 Nov

A table set with plates, glasses, a mug, and a blue hydrangea.

A garden with a white pergola, various plants, and a large tree.

A two-story building with a sign reading "The Orchard House."

A swimming pool with a fountain, surrounded by greenery and a gazebo.

6. Brewster by the Sea Inn

12.2 km from First Encounter Beach

Grace

AED 1,117

AED 1,278 total

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.

A covered porch with a lattice design, a stone pathway, and a view of a garden.

A house surrounded by dense trees and a gravel path leading to the front door.

A circular wooden structure with illuminated edges in a garden setting.

7. Pleasant Bay Village Resort

11.8 km from First Encounter Beach

sheila

AED 887

AED 1,015 total

includes taxes & fees

6 Oct - 7 Oct

A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

A wooden boardwalk leading to a covered area with a view of the sunset over the ocean.

A pool area with lounge chairs and umbrellas, surrounded by trees.

A spacious indoor dining area with multiple tables and wicker chairs, large windows with decorative plates, and an exit sign.

8. Charm on Main by Ocean Edge

7.3 km from First Encounter Beach

Kathleen

AED 590

AED 675 total

includes taxes & fees

12 Oct - 13 Oct

A room with nautical-themed decor, including a map, anchor-patterned rug, and a view of the sea through the window.

A Beach Breeze Inn sign with a lighthouse graphic, a vacancy sign, and a building with a brick flower bed in front.

A hotel room with a bed, two nightstands, a chair, a fireplace, and wall art.

A blue outdoor seating area with picnic tables and umbrellas, surrounded by a wooden fence and trees.

9. A Beach Breeze Inn

18.5 km from First Encounter Beach

Debra

AED 474

AED 542 total

includes taxes & fees

12 Oct - 13 Oct

A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

A room with a view of the sea, featuring a sofa, two chairs, a small table with a vase and a bottle, and a patterned carpet.

A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.

A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.

10. Wequassett Resort and Golf Club

10.4 km from First Encounter Beach

Angela

AED 1,486

AED 1,820 total

includes taxes & fees

18 Oct - 19 Oct

A corridor with a railing, a fire exit sign, and a door with a number.

A hotel room with a dining area, a flat-screen TV mounted on the wall, and a hallway leading to other rooms.

A hotel room with a large mirror, a wardrobe, a desk with a chair, and two beds.

An indoor swimming pool with a hot tub, surrounded by white chairs and potted plants.

11. Wilder Inn South Wellfleet, Outset Collection by Hilton

7.5 km from First Encounter Beach

Elizabeth

AED 419

AED 479 total

includes taxes & fees

1 Nov - 2 Nov

A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.

A beachfront property with a wooden deck, a sign labeled "SHOWER," and surfboards stored outside.

A white bicycle with brown tires parked outside a building with a wooden exterior.

A modern kitchen with white cabinets, a built-in oven, and a view of the ocean through large windows.

12. Chatham Tides

16.5 km from First Encounter Beach

Craig

AED 711

AED 813 total

includes taxes & fees

1 Nov - 2 Nov

A pathway flanked by vibrant flowers and greenery, leading to a house with large windows.

A deck with outdoor furniture, a large umbrella, and a view of a garden with flowers and a tree.

A living room with a sofa, a chair, a television, and a hallway leading to another room.

A bedroom with a large bed, a chair, a nightstand, and a window with curtains.

13. The Villa Callo Inn

19 km from First Encounter Beach

Shawn

AED 1,367

AED 1,775 total

includes taxes & fees

8 Oct - 9 Oct

A spacious living room with a large abstract painting, two chandeliers, and a coffee machine.

A dining area with a Monopoly board game, patterned chairs, and a large map on the wall.

A building with a flag, a sign, and a pathway lined with flowers.

A spacious hotel lobby with a reception desk, a dining area with chairs, and a patterned rug on the floor.

14. Brewster Green Resort

7.3 km from First Encounter Beach

Margaret

AED 623

AED 713 total

includes taxes & fees

21 Oct - 22 Oct

Two people seated on red chairs at a stone fire pit with a house in the background.

A two-story white house with black shutters, a front door with a number 1421, and a well-maintained lawn.

A double room with two beds, a small table with a lamp, a refrigerator, and a window with curtains.

Two people riding bicycles on a sidewalk with a house in the background.

15. Sesuit Harbor House

15.9 km from First Encounter Beach

Natasha

AED 885

AED 1,013 total

includes taxes & fees

6 Oct - 7 Oct

A pathway leading to a beach with boats in the background and a building with a tower.

A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.

A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".

16. Chatham Bars Inn

15.1 km from First Encounter Beach

Yousuf Hussain

AED 1,436

AED 1,644 total

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

A large, two-story house with a covered patio area, outdoor seating, and a stone waterfall feature.

A corner building with a curved roof, large windows, and a well-maintained garden with various plants and flowers.

A cozy living room with a fireplace, a Christmas tree, and festive decorations.

17. Winstead Inn

15.6 km from First Encounter Beach

Karen

AED 1,074

AED 1,230 total

includes taxes & fees

19 Oct - 20 Oct

A two-story house with a front porch, a mailbox, and a well-maintained garden.

A modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.

A hotel room with a bed, a bench, a desk, a microwave, and a television.

A swimming pool with lounge chairs and a covered seating area.

18. Pelham on Earle

18.7 km from First Encounter Beach

Colleen

AED 694

AED 858 total

includes taxes & fees

26 Oct - 27 Oct

A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.

A compact living space with a dining area, kitchenette, and a television.

A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.

A breakfast buffet with pastries, a lamp, and storage containers on a wooden table.

19. Skaket Beach Motel

4 km from First Encounter Beach

Wayne

AED 406

AED 465 total

includes taxes & fees

12 Oct - 13 Oct

A historic building with a sign reading "Isaiah Hall Inn" and the year "1857" on the front.

A dining room with a long wooden table and matching chairs, a chandelier, and a staircase leading to another level.

A two-story house with a number '1857' on the side, a front porch with white railings, and a garden with green plants and white Adirondack chairs.

A bedroom with a large bed, a nightstand, a chair, a table, and a window with curtains.

20. Isaiah Hall Bed & Breakfast Inn

17.8 km from First Encounter Beach

Matthew

AED 1,156

AED 1,323 total

includes taxes & fees

6 Oct - 7 Oct

View all properties

Compare popular hotels close to First Encounter Beach

Property	Property class	Guest rating
Whalewalk Inn and Spa	10.0 Exceptional 113 reviews	View
Eagle Wing Inn - Cape Cod	9.8 Exceptional 460 reviews	View
Rodeway Inn Orleans - Cape Cod	8.2 Very good 869 reviews	View
Sea Meadow Inn	10.0 Exceptional 27 reviews	View
Candleberry Inn on Cape Cod	10.0 Exceptional 149 reviews	View

Top First Encounter Beach Hotel Reviews

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

10/10 Excellent

"Could not have asked for a better experience. From the time we requested info to check out, Andrei was super-responsive and friendly. The cottage was clean, welcoming, and homey. We immediately felt welcomed. It had everything we could need for a relaxing week away from work and convenient to everything we love to do in the area. Highly recommend to anyone looking for a tranquil place to stay on the outer cape."

Endless Dunes, A Modern Motel

10/10 Excellent

"👍"

" The Eastham Cape House"

10/10 Excellent

"A pleasure to stay, in a lovely spot, and excellent communication from the owner. Thank you!"

Great waterfront property with wildlife views & walking distance to beach!

10/10 Excellent

"We found this property to be perfect for a larger group. It had amazing views and sunsets, perfect location for bay side and ocean side, great for kayaking and enjoying summer games on the lawn. Loads of kitchen and dining space. Plan to return next year!"

5 bedrooms ocean view estate overlooking cape cod bay

10/10 Excellent

"Second year in a row staying here and it did not disappoint! Absolutely spectacular morning and night views from the deck or by the fire pit! Lots of room to accommodate my friends for the baseball tournament."

Beautiful Spacious Family Retreat w/ Pool!

10/10 Excellent

"Our family had a very special time at the magical home. Thank you hosts! (:"

Luxury Waterfront Home with Pool and Dock NEW 5% Discount Until Feb. 28th

10/10 Excellent

"We highly recommend this beautiful property. The house was clean and fully stockedwith everything we needed for the week. The location was perfect. We spent the days at the nearby beaches, relaxing by the pool in the late afternoon. Kayaks and paddleboards were available for the kids to explore the cove from the dock. Mo was easy to contact and arrange the booking and then answer any additional questions. The family enjoyed this location so much we are hoping to book again next year. Bobby"

Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch

10/10 Excellent

"Ideal location, super comfortable, peaceful. Exactly what we were hoping for. Very clean."

Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

10/10 Excellent

"Just perfect all around!"

Other attractions near First Encounter Beach

A beach with people sitting on the sand, a sunset in the background, and green fields in the distance.

Rock Harbor Beach

9.6/10 (23 reviews)

Why not spend a lazy afternoon at Rock Harbor Beach during your trip to Orleans?

See properties

A beach with a wooden boardwalk and people relaxing on beach chairs.

Skaket Beach

9.4/10 (65 reviews)

If a restful vacation is part of your travel plans, Skaket Beach might be the perfect place to seek out during your trip to Orleans. Discover the sunsets while you're in the area.

See properties

Herring Brook Beach

10.0/10 (1 review)

Why not spend a lazy afternoon at Herring Brook Beach during your trip to North Eastham? Wander the beautiful beaches in this family-friendly area.

See properties

Church of the Transfiguration Orleans

6.0/10 (1 review)

Church of the Transfiguration Orleans is just one of the places to see in Orleans, so why not enjoy the other things to explore during your travels? Amble around the area's beautiful beaches or seek out the hiking trails.

See properties

Wiley Park Beach

Why not spend a lazy afternoon at Wiley Park Beach during your trip to North Eastham? Wander the beautiful beaches in this family-friendly area.

See properties

Cape Escape Adventure Golf

9.2/10 (10 reviews)

Enjoy a trip to Cape Escape Adventure Golf and popular activities like hiking in Orleans. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

See properties

Swift-Daley House

8.0/10 (4 reviews)

You can spend an afternoon exploring the galleries in Swift-Daley House in Eastham. Amble around the area's beautiful beaches or seek out the hiking trails.

See properties

Eastham Windmill

9.0/10 (40 reviews)

Eastham Windmill is just one of the places to see in Eastham, so why not enjoy the other things to explore during your travels? Stroll along the area's seaside, or simply savor its seafood restaurants.

See properties

Frequently asked questions

What's the area like around First Encounter Beach?

First Encounter Beach is located in Eastham. Travelers love the area for its beautiful beaches, top seafood restaurants, and hiking. If you're looking for a convenient place to stay, check out the 37 hotels and other accommodations you'll find within a mile.

What's the best place to stay close to First Encounter Beach?

The Seagrove Suites & Guest Rooms is one of the top choices for your stay based on our traveler data, and this guesthouse offers free parking and private yards. It's located 1.7 mi (2.7 km) from First Encounter Beach. Other good options within a few miles include Rodeway Inn Orleans - Cape Cod and Ocean Park Inn.

How many hotels are there close to First Encounter Beach?

Expedia has 37 hotels and other accommodations 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! You'll find that most hotel room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Enter your dates, click on "Search", then filter by "fully refundable" to get the top deals on offer near First Encounter Beach.

Where can I learn more about changing or cancelling my trip in the area near First Encounter Beach?

For more information about updating your stay near First Encounter Beach or cancelling it, head over to our customer service page.

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.

Find hotels near First Encounter Beach, Eastham from AED 439

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for First Encounter Beach hotels

1. Whalewalk Inn and Spa

2. Eagle Wing Inn - Cape Cod

3. Rodeway Inn Orleans - Cape Cod

4. Sea Meadow Inn

5. Candleberry Inn on Cape Cod

6. Brewster by the Sea Inn

7. Pleasant Bay Village Resort

8. Charm on Main by Ocean Edge

9. A Beach Breeze Inn

10. Wequassett Resort and Golf Club

11. Wilder Inn South Wellfleet, Outset Collection by Hilton

12. Chatham Tides

13. The Villa Callo Inn

14. Brewster Green Resort

15. Sesuit Harbor House

16. Chatham Bars Inn

17. Winstead Inn

18. Pelham on Earle

19. Skaket Beach Motel

20. Isaiah Hall Bed & Breakfast Inn

Compare popular hotels close to First Encounter Beach

Top First Encounter Beach Hotel Reviews

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

Endless Dunes, A Modern Motel

" The Eastham Cape House"

Great waterfront property with wildlife views & walking distance to beach!

5 bedrooms ocean view estate overlooking cape cod bay

Beautiful Spacious Family Retreat w/ Pool!

Luxury Waterfront Home with Pool and Dock NEW 5% Discount Until Feb. 28th

Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch

Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

Other attractions near First Encounter Beach

Rock Harbor Beach

Skaket Beach

Herring Brook Beach

Church of the Transfiguration Orleans

Wiley Park Beach

Cape Escape Adventure Golf

Swift-Daley House

Eastham Windmill

Frequently asked questions