First Encounter Beach Hotels (On the Beach) - Hotels Close to First Encounter Beach

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

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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 two-story house with a porch, surrounded by lush greenery and flowering bushes.

A staircase with ornate brass handrails and a mirror.

1. Whalewalk Inn and Spa

1.1 mi from First Encounter Beach

Purav

$212 nightly

$243 total

Oct 16 - Oct 17

Total with taxes and fees

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

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

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

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

2. Rodeway Inn Orleans - Cape Cod

1.8 mi from First Encounter Beach

Aldrick

$114 nightly

$130 total

Oct 20 - Oct 21

Total with taxes and fees

A balcony with a wooden railing, a potted plant, and a chair.

A swimming pool with a house in the background.

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

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

3. Wilder Inn South Wellfleet, Outset Collection by Hilton

4.7 mi from First Encounter Beach

Elizabeth

$106 nightly

$121 total

Nov 1 - Nov 2

Total with taxes and fees

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 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.

4. Charm on Main by Ocean Edge

4.6 mi from First Encounter Beach

Kathleen

$204 nightly

$234 total

Oct 19 - Oct 20

Total with taxes and fees

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

A spacious living room with large windows, a patterned rug, and two sofas.

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

5. Sea Meadow Inn

6.9 mi from First Encounter Beach

Joanne

$253 nightly

$290 total

Oct 21 - Oct 22

Total with taxes and fees

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

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

A living room with two armchairs, a sofa, a fireplace, and a window with curtains.

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

6. Candleberry Inn on Cape Cod

5.7 mi from First Encounter Beach

Susan

$303 nightly

$347 total

Oct 22 - Oct 23

Total with taxes and fees

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

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.

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

7. Skaket Beach Motel

2.5 mi from First Encounter Beach

Wayne

$113 nightly

$129 total

Nov 9 - Nov 10

Total with taxes and fees

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

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.

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

8. Wequassett Resort and Golf Club

6.4 mi from First Encounter Beach

Angela

$395 nightly

$452 total

Nov 11 - Nov 12

Total with taxes and fees

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

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

9. Four Points by Sheraton Eastham Cape Cod

2.3 mi from First Encounter Beach

Michelle

$135 nightly

$155 total

Oct 25 - Oct 26

Total with taxes and fees

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.

An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.

10. Chatham Bars Inn

9.4 mi from First Encounter Beach

Yousuf Hussain

$353 nightly

$404 total

Nov 12 - Nov 13

Total with taxes and fees

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

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

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

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

11. Chatham Tides

10.3 mi from First Encounter Beach

Anthony

$161 nightly

$184 total

Nov 9 - Nov 10

Total with taxes and fees

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

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

A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.

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

12. Pelham on Earle

11.6 mi from First Encounter Beach

Colleen

$204 nightly

$234 total

Oct 26 - Oct 27

Total with taxes and fees

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

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

13. A Beach Breeze Inn

11.5 mi from First Encounter Beach

Debra

$129 nightly

$148 total

Oct 18 - Oct 19

Total with taxes and fees

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

A beach with a fallen tree, clear blue water, and a forested shoreline.

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

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

14. Chatham Seafarer Inn

9.1 mi from First Encounter Beach

Ian

$233 nightly

$267 total

Oct 29 - Oct 30

Total with taxes and fees

An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.

Three children playing in shallow water on a beach.

A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.

A golf course with sand bunkers, trees, and a clear blue sky.

15. The Villages at Ocean Edge

4.3 mi from First Encounter Beach

Myunghee

$140 nightly

$161 total

Nov 8 - Nov 9

Total with taxes and fees

A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.

A living room with wicker furniture, a fireplace, and a staircase.

A garden with a pergola structure, a pathway, and a seating area.

An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.

16. Chatham Wayside Inn

9.6 mi from First Encounter Beach

Ashley

$217 nightly

$248 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

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

A playground with two blue slides and a climbing structure.

17. Brewster Green Resort

4.5 mi from First Encounter Beach

Margaret

$345 nightly

$394 total

Oct 18 - Oct 19

Total with taxes and fees

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

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.

A rustic outdoor seating area with wooden logs, white plastic chairs, and a fire pit.

18. Blue Dolphin Inn

4.3 mi from First Encounter Beach

Mary

$99 nightly

$113 total

Oct 29 - Oct 30

Total with taxes and fees

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

A modern kitchen with white cabinetry, a wooden island with two barstools, and a decorative wall art piece.

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

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

19. Greyfinch Chatham Inn

9.1 mi from First Encounter Beach

Jacob

$202 nightly

$231 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

A large swimming pool with a fountain, surrounded by lounge chairs and umbrellas, set against a stone building with multiple windows and a balcony.

20. Winstead Inn

9.7 mi from First Encounter Beach

Karen

$225 nightly

$258 total

Oct 21 - Oct 22

Total with taxes and fees

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Compare popular hotels close to First Encounter Beach

Property	Star rating	Guest rating
Whalewalk Inn and Spa	10.0 Exceptional 114 reviews	View
Rodeway Inn Orleans - Cape Cod	8.2 Very good 871 reviews	View
Wilder Inn South Wellfleet, Outset Collection by Hilton	9.2 Wonderful 10 reviews	View
Charm on Main by Ocean Edge	9.6 Exceptional 50 reviews	View
Sea Meadow Inn	10.0 Exceptional 27 reviews	View

Top First Encounter Beach Hotel Reviews

" 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! (:"

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."

Tranquil Eastham Waterfront Cottage Escape

8/10 Good

"I was very pleased with my stay, accomodations and location. A few constructive suggestions:As an older adult I found the launch area for the kayaks, canoe etc very challenging. Not sure if there is a remedy, The amenity is a huge positive, but as I mentioned I found getting in and out was challenging and awkward ..as I stepped in with the kayak, took a step from ankle deep then the next step plunged to waist deep before I could get in the kayak.Also The visibility to merge from the parking lot onto 6 is very scary...suggest weed wacking the shoulder to open up a better sightline to see the oncoming traffic."

Pet Friendly Eastham Beach Haven - Spacious 3-Bedroom Retreat in the Heart of Eastham, MA

10/10 Excellent

"It was as expected"

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

10/10 Excellent

"Just perfect all around!"

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

10/10 Excellent

"The property turned out to be just as showed in the pictures. We found it clean with supplies, even though the list indicated that there will none (or very few). The location was perfect. Minutes walk from Herring Pond, 5 minutes drive (or walk) to First Encounter, and close to Orleans and Eastham. We will try to return next year!"

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

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 like 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 exploring the galleries in Swift-Daley House 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 savor its seafood restaurants.

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Frequently asked questions

What are the top-rated hotels near First Encounter Beach?

Discover the top-rated hotels near First Encounter Beach that combine comfort and convenience for an unforgettable getaway.Eagle Wing Inn - Cape CodEagle Wing Inn - Cape Cod, rated 9.8 by travelers, is a delightful 3-star hotel located 2.9 miles from First Encounter Beach. Guests can relax by the outdoor pool or enjoy the sun on the terrace, while the complimentary buffet breakfast provides a great start to the day. With amenities like premium bedding and free toiletries, this inn ensures a comfortable stay. The nearby beach offers additional opportunities for relaxation and exploration.Whalewalk Inn and SpaWhalewalk Inn and Spa is a charming 3.5-star hotel, just 2.8 miles from First Encounter Beach, with an impressive review rating of 10. This inviting inn features an indoor pool and a full-service spa, ensuring travelers can unwind after a day of exploration. Enjoy complimentary breakfast options and indulge in the private hot tub or Swedish massages for ultimate relaxation. The well-equipped kitchenettes and cozy fireplaces make for a perfect home-away-from-home experience.Olde Tavern Motel And InnOlde Tavern Motel And Inn features a solid review rating of 9.4 and is situated 4.9 miles from First Encounter Beach. This inviting motel boasts a refreshing pool and offers easy access to nearby sandy beaches and ocean vistas. Guests can enjoy a complimentary continental breakfast and relax in the garden area. With air conditioning and free toiletries, this hotel provides a comfortable and enjoyable stay for all travelers.

How much is a hotel near First Encounter Beach?

Staying near First Encounter Beach is a treat, with plenty of hotels from $113 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a vacation during weekends or around public holidays.

What are the most popular family-friendly hotels near First Encounter Beach?

For families looking for a great getaway, these top-rated family-friendly hotels near First Encounter Beach offer the perfect blend of comfort and fun.Four Points by Sheraton Eastham Cape CodFour Points by Sheraton Eastham Cape Cod is a 3-star hotel located just 2.6 miles from First Encounter Beach, with an excellent review rating of 8.2. This family-friendly hotel features an indoor and outdoor pool, connecting rooms for larger families, and complimentary cribs and rollaway beds to ensure everyone's comfort. Guests can enjoy additional amenities like a 24-hour fitness center, electric car charging station, and on-site grocery store.Ocean Park InnOcean Park Inn is a cozy option situated 2.5 miles from First Encounter Beach, rated by travelers at 7.2. This hotel is ideal for families, offering daily housekeeping, a playground, and fun toys and games for children. Guests can also enjoy multiple pool options, including an indoor pool, and amenities such as free self-parking and access to beautiful nearby beaches.Captains Quarters Motel & Conference CenterCaptains Quarters Motel & Conference Center is located 3.5 miles from First Encounter Beach and boasts a traveler rating of 7.6. This family-friendly motel provides connecting rooms and complimentary cribs, making it a practical choice for families. Guests can take advantage of free self-parking, a deck or patio for relaxation, and convenient access to nearby golf and beach activities.

What are the best affordable hotels near First Encounter Beach?

For those seeking affordable and family-friendly options near First Encounter Beach, these hotels provide great value with excellent amenities.Eagle Wing Inn - Cape CodEagle Wing Inn - Cape Cod is a delightful 3-star hotel located just 2.9 miles from First Encounter Beach, featuring an impressive review rating of 9.8. This inviting inn offers family-friendly amenities including a complimentary buffet breakfast and free WiFi to keep everyone connected. Guests can relax at the outdoor pool or enjoy the sun on the patio, making it an ideal retreat for families looking to unwind after a day at the beach.The Seagrove Suites & Guest RoomsThe Seagrove Suites & Guest Rooms, a 3-star hotel situated just 2.9 miles from First Encounter Beach, has an excellent review rating of 9.2. This family-friendly hotel features convenient amenities such as free WiFi and a shared pool. Families can take advantage of the well-equipped kitchen in the suites for meal prep, plus the nearby beach and marina offer plenty of opportunities for fun-filled days in the sun.Olde Tavern Motel And InnOlde Tavern Motel And Inn is located 4.9 miles from First Encounter Beach and boasts a great traveler rating score of 9.4. This charming motel offers travelers a complimentary continental breakfast and free WiFi, perfect for families on the go. With a pool and nearby beach access, travelers can enjoy sun-filled days and refreshing swims, ensuring a fulfilling family getaway.

Are there any hotels with pools close to First Encounter Beach?

For travelers looking for top-rated hotels with pools near First Encounter Beach, there are excellent options in Eastham that cater to both relaxation and family fun.The Seagrove Suites & Guest RoomsThe Seagrove Suites & Guest Rooms, situated 2.9 miles from First Encounter Beach, has an impressive review rating of 9.2. This 3-star hotel offers a shared pool with sun loungers, making it perfect for relaxation. Guests will appreciate the spacious suites with full kitchens, along with amenities such as beach towels and access to nearby kayaking and windsurfing opportunities.Four Points by Sheraton Eastham Cape CodLocated 2.6 miles away from First Encounter Beach, Four Points by Sheraton Eastham Cape Cod boasts a great traveler rating score of 8.2 and is a 3-star hotel. This hotel is perfect for families, featuring both indoor and outdoor pools, as well as complimentary cribs and a fitness center. Guests can also take advantage of accessible parking and enjoy a comfortable stay with various dining options nearby.Ocean Park InnOcean Park Inn is just 2.5 miles from First Encounter Beach and has a review rating of 7.2. This family-friendly hotel features both indoor and outdoor pools, perfect for a refreshing dip. Guests can also enjoy amenities like a 24-hour fitness center, free self-parking, and a nearby white sand beach, making it an ideal stay for families with children.

What are the best pet-friendly hotels near First Encounter Beach?

Finding the perfect pet-friendly stay near First Encounter Beach is an exciting part of your travel planning. Here are some top-rated options that ensure both you and your furry companion enjoy a comfortable getaway.The Seagrove Suites & Guest RoomsThe Seagrove Suites & Guest Rooms is a charming 3-star hotel located just 2.9 miles from First Encounter Beach, featuring an impressive review rating of 9.2. This inviting hotel welcomes pets, offering essential amenities like in-room pet accommodations and nearby parks for walks. Guests can enjoy relaxing by the shared pool, cooking in their fully equipped kitchen, or taking advantage of the hydromassage showerheads for a soothing experience after a day at the beach.Endless Dunes, A Modern MotelEndless Dunes, A Modern Motel, located 2.8 miles from First Encounter Beach, boasts a great traveler rating score of 9.0. This modern motel is perfect for pet owners, as it provides pet-friendly accommodations and a welcoming atmosphere. Guests can enjoy daily housekeeping, free bicycle rentals for exploring the area, and a refreshing dip in the indoor pool. The garden space also offers a nice retreat after a day of adventure.Ocean Park InnOcean Park Inn is a delightful choice for travelers seeking a pet-friendly stay, located only 2.5 miles from First Encounter Beach and rated 7.2 by travelers. This family-friendly hotel welcomes pets and offers a variety of amenities including an indoor and outdoor pool, fitness facilities, and daily housekeeping. Children will love the on-site playground and toys, making it a great spot for families traveling with pets.

Can I book a fully refundable hotel close to First Encounter Beach?

Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "First Encounter Beach", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.

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Find hotels near First Encounter Beach, Eastham

Upfront pricing

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. Rodeway Inn Orleans - Cape Cod

3. Wilder Inn South Wellfleet, Outset Collection by Hilton

4. Charm on Main by Ocean Edge

5. Sea Meadow Inn

6. Candleberry Inn on Cape Cod

7. Skaket Beach Motel

8. Wequassett Resort and Golf Club

9. Four Points by Sheraton Eastham Cape Cod

10. Chatham Bars Inn

11. Chatham Tides

12. Pelham on Earle

13. A Beach Breeze Inn

14. Chatham Seafarer Inn

15. The Villages at Ocean Edge

16. Chatham Wayside Inn

17. Brewster Green Resort

18. Blue Dolphin Inn

19. Greyfinch Chatham Inn

20. Winstead Inn

Compare popular hotels close to First Encounter Beach

Top First Encounter Beach Hotel Reviews

" 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!

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

Tranquil Eastham Waterfront Cottage Escape

Pet Friendly Eastham Beach Haven - Spacious 3-Bedroom Retreat in the Heart of Eastham, MA

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

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

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

Explore a world of travel with Expedia