The Best Hotels Closest to First Encounter Beach in Eastham - 2026 Updated Prices

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

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Our top choices for First Encounter Beach hotels

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

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

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

A building with a red door, black shutters, and hanging flower baskets.

1. Eagle Wing Inn - Cape Cod

1.6 mi from First Encounter Beach

Andrea

£103

includes taxes & fees

4 Oct - 5 Oct

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

A hotel reception area with a blue wall, a reception desk, a large window, and a welcome mat.

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

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

2. Rodeway Inn Orleans - Cape Cod

1.8 mi from First Encounter Beach

amanda

£90

includes taxes & fees

5 Oct - 6 Oct

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

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

A bedroom with a large bed, two wall-mounted picture frames, a window with a view, and a wicker chair.

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

3. Charm on Main by Ocean Edge

4.6 mi from First Encounter Beach

Kathleen

£154

includes taxes & fees

19 Oct - 20 Oct

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

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.

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

4. Skaket Beach Motel

2.5 mi from First Encounter Beach

Wayne

£96

includes taxes & fees

14 Oct - 15 Oct

A hotel room with two beds, a nightstand, a lamp, an air conditioning unit, and a door leading to another room.

A signpost with 'OFFICE' written on it, surrounded by various plants and trees.

A row of motel rooms with individual air conditioning units, a covered parking area, and a forested backdrop.

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

5. Wilder Inn South Wellfleet, Outset Collection by Hilton

4.7 mi from First Encounter Beach

Jessica

£120

includes taxes & fees

11 Oct - 12 Oct

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

A bedroom with a large bed, two side tables with lamps, a wooden nightstand, a wooden dresser, and a large window with a view of greenery.

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

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

6. Pleasant Bay Village Resort

7.3 mi from First Encounter Beach

sheila

£192

includes taxes & fees

5 Oct - 6 Oct

An indoor swimming pool with wooden walls, white chairs, and potted plants.

An outdoor patio with wooden tables and chairs, green umbrellas, and potted plants.

A pathway lined with red and purple flowers leading to a building.

A restaurant with multiple dining tables and chairs, large windows with umbrellas, and artwork on the walls.

7. Wellfleet Lodge

4.7 mi from First Encounter Beach

Deborah

£120

includes taxes & fees

5 Oct - 6 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 living room with two armchairs, a sofa, a fireplace, and a window with curtains.

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

8. Candleberry Inn on Cape Cod

5.7 mi from First Encounter Beach

Susan

£262

includes taxes & fees

28 Oct - 29 Oct

A house with a brick exterior, white exterior walls, and a front porch with white chairs.

A bedroom with a bed, a nightstand, a lamp, a window with curtains, a hat, and a magazine on the bed.

An outdoor patio with white metal chairs and a table, surrounded by blooming pink trees.

A white desk with a woven hat, a vase with white flowers, and two glasses of white wine.

9. Chatham Seafarer Inn

9.1 mi from First Encounter Beach

Ian

£168

includes taxes & fees

7 Oct - 8 Oct

A backyard with a fire pit, outdoor seating, string lights, and a hammock.

A modern living room with a large blue sectional sofa, a woven coffee table, and a large window offering a view of the street.

A modern living room with a blue sofa, a coffee table, a large window, and a surfboard decoration.

A room with arcade games, a TV, a large window, and a plant.

10. Dennis Port Surf Club (Boutique Hotel)

12.4 mi from First Encounter Beach

effie

£85

includes taxes & fees

6 Oct - 7 Oct

An indoor swimming pool with clear blue water, lounge chairs, and potted plants.

A pirate-themed playground with a slide and a climbing structure.

A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

A small, single-story building with a flat roof, a front door, and a small porch area.

11. The Even'tide

5.6 mi from First Encounter Beach

Matthew

£115

includes taxes & fees

1 Oct - 2 Oct

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

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

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

A room with a large window overlooking the sea, a white desk, and nautical-themed decor.

12. Chatham Tides

10.3 mi from First Encounter Beach

Craig

£194

includes taxes & fees

28 Oct - 29 Oct

A beach with a house on a dune, clear skies, and calm sea.

A bedroom with a bed, nightstands, a wall-mounted shelf, and a window with curtains.

A two-story building with a red awning labeled "Office" on the ground floor and a white balcony on the upper floor.

A swimming pool with lounge chairs and a house in the background.

13. Viking Shores Motor Inn

3.6 mi from First Encounter Beach

Rhonda

£64

includes taxes & fees

11 Oct - 12 Oct

An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.

A spacious lobby with a blue patterned carpet, a sofa with blue and white pillows, a glass coffee table, and a blue armchair.

A hotel room with a bed, a desk, a sofa, a window with a view of a pool, and framed pictures on the wall.

A modern bar area with a central island, bar stools, and hanging pendant lights.

14. Four Points by Sheraton Eastham Cape Cod

2.3 mi from First Encounter Beach

Michelle

£124

includes taxes & fees

19 Oct - 20 Oct

A reception area with a counter, a bulletin board, a plant, and a door leading outside.

A campground with multiple cabins, surrounded by tall pine trees and a dirt path.

A hotel room with two beds, a desk, a chair, a wardrobe, and a window with curtains.

A room with two wicker chairs, a small white table, and a window with a view.

15. Blue Dolphin Inn

4.3 mi from First Encounter Beach

Stephanie

£65

includes taxes & fees

31 Oct - 1 Nov

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

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

A clear blue swimming pool with a metal ladder, surrounded by lounge chairs and an American flag.

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

16. A Beach Breeze Inn

11.5 mi from First Encounter Beach

Debra

£111

includes taxes & fees

19 Oct - 20 Oct

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

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.

A dining area with tables set for two, overlooking a body of water with a sailboat.

17. Wequassett Resort and Golf Club

6.4 mi from First Encounter Beach

Angela

£374

includes taxes & fees

19 Oct - 20 Oct

Four sun loungers aligned along a poolside with a tiled floor.

A covered porch with white columns and a pathway leading to a door.

A modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.

A white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.

18. Greyfinch Chatham Inn

9.1 mi from First Encounter Beach

Sara

£174

includes taxes & fees

18 Oct - 19 Oct

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

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

A cozy living room with a striped sofa, a small white table, and a round side table with flowers.

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

19. Sesuit Harbor House

9.9 mi from First Encounter Beach

Natasha

£209

includes taxes & fees

4 Oct - 5 Oct

An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and a view of greenery outside.

A hotel with a sign indicating 'South Fork Motor Inn'.

A room with two blue armchairs, a small table, and a glass partition.

A room with a ping pong table, a small table with a chair, and a mural of a beach scene.

20. Southfleet Motor Inn

6.2 mi from First Encounter Beach

"We would come back again. We enjoyed the nice lobby area and the large indoor pool. We didn't use the outdoor pool, but it looked nice and inviting also. Our room was larger than we expected and very clean. Everything worked like it was supposed to. The decor was a little dated, but in a charming, non-trendy way. The staff was very helpful. The price was reasonable compared to other motels in the area."

Brenda

£115

includes taxes & fees

1 Oct - 2 Oct

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Compare popular hotels close to First Encounter Beach

Property	Property class	Guest rating
Eagle Wing Inn - Cape Cod	9.8 Exceptional 459 reviews	View
Rodeway Inn Orleans - Cape Cod	8.2 Very good 867 reviews	View
Charm on Main by Ocean Edge	9.6 Exceptional 47 reviews	View
Skaket Beach Motel	9.2 Wonderful 500 reviews	View
Wilder Inn South Wellfleet, Outset Collection by Hilton	9.6 Exceptional 7 reviews	View

Top First Encounter Beach Hotel Reviews

Four Points by Sheraton Eastham Cape Cod

10/10 Excellent

"Very nice place and town"

Eagle Wing Inn - Cape Cod

10/10 Excellent

"Lovely clean place . Nice continental breakfast . And who knew about the backyard deck! The bathroom was spotless but really small is my only critique."

Rodeway Inn Orleans - Cape Cod

8/10 Good

"Orleans location! Moderately comfortable. Could use a bed upgrade. Good value for price"

Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house

10/10 Excellent

"This house is absolutely fabulous! We had a family getaway and had multiple ages from 10 months to 60 years. The house was perfect for all!! The backyard and pool house were a highlight for us but the whole place is stunning. Jill is extremely responsive and went out of her way to give us suggestions and information about the area. I would highly recommend."

On Town Cove with salt water access! Kayaks and paddle board available for use!

10/10 Excellent

"Perfect location and great space!"

The Seagrove Suites & Guest Rooms

10/10 Excellent

"The property was perfect we had a room on the second floor and it was very private. The room was nicely appointed it will be very hard to beat, the bed was so comfortable and the bedding was dressed with great linens . I asked for the brand on all of the bedding down to the mattress and they shared them with me. I felt like the princess and the pea! We had the room for three nights but decided to stay longer this place is a hidden treasure don’t miss out on this one. The management has been very prompt with all of my question they have gone above and beyond We will definitely be back and share with our family & friends"

" The Eastham Cape House"

10/10 Excellent

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

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! (:"

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?

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A sandy beach with people relaxing in colorful beach chairs, a calm sea, and a cloudy sky.

Skaket Beach

9.4/10 (65 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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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.

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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.

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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.

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Cape Escape Adventure Golf

9.2/10 (10 reviews)

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

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Swift-Daley House

8.0/10 (4 reviews)

You can spend an afternoon studying the exhibits at Swift-Daley House during your travels in Eastham. Amble around the area's beautiful beaches or seek out the hiking trails.

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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 savour its seafood restaurants.

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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 37 hotels and other accommodation options you'll find within a mile.

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

The Seagrove Suites & Guest Rooms is one of the top choices for your stay based on our traveller data, and this guest house offers free parking and private gardens. 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 will I be able to find close to First Encounter Beach?

Expedia has 37 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.

Search Hotels Near First Encounter Beach, Eastham

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for First Encounter Beach hotels

1. Eagle Wing Inn - Cape Cod

2. Rodeway Inn Orleans - Cape Cod

3. Charm on Main by Ocean Edge

4. Skaket Beach Motel

5. Wilder Inn South Wellfleet, Outset Collection by Hilton

6. Pleasant Bay Village Resort

7. Wellfleet Lodge

8. Candleberry Inn on Cape Cod

9. Chatham Seafarer Inn

10. Dennis Port Surf Club (Boutique Hotel)

11. The Even'tide

12. Chatham Tides

13. Viking Shores Motor Inn

14. Four Points by Sheraton Eastham Cape Cod

15. Blue Dolphin Inn

16. A Beach Breeze Inn

17. Wequassett Resort and Golf Club

18. Greyfinch Chatham Inn

19. Sesuit Harbor House

20. Southfleet Motor Inn

Compare popular hotels close to First Encounter Beach

Top First Encounter Beach Hotel Reviews

Four Points by Sheraton Eastham Cape Cod

Eagle Wing Inn - Cape Cod

Rodeway Inn Orleans - Cape Cod

Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house

On Town Cove with salt water access! Kayaks and paddle board available for use!

The Seagrove Suites & Guest Rooms

" The Eastham Cape House"

5 bedrooms ocean view estate overlooking cape cod bay

Beautiful Spacious Family Retreat w/ Pool!

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