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 staircase with ornate brass handrails and a mirror.

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

1. Whalewalk Inn and Spa

1.1 mi from First Encounter Beach

Purav

$215 nightly

$246 total

Oct 14 - Oct 15

Total with taxes and fees

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

A sandy beach with gentle waves and a clear sky.

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

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

2. Eagle Wing Inn - Cape Cod

1.6 mi from First Encounter Beach

Andrea

$132 nightly

$151 total

Oct 7 - Oct 8

Total with taxes and fees

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

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

3. Rodeway Inn Orleans - Cape Cod

1.8 mi from First Encounter Beach

amanda

$104 nightly

$120 total

Oct 7 - Oct 8

Total with taxes and fees

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

4. Sea Meadow Inn

6.9 mi from First Encounter Beach

Joanne

$237 nightly

$271 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 table set outdoors with a glass of iced tea, a glass of lemonade, and a bowl of fruit salad.

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

5. Candleberry Inn on Cape Cod

5.7 mi from First Encounter Beach

Susan

$319 nightly

$365 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 pool area with lounge chairs and umbrellas, surrounded by trees.

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

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

6. Charm on Main by Ocean Edge

4.6 mi from First Encounter Beach

Kathleen

$146 nightly

$167 total

Oct 19 - Oct 20

Total with taxes and fees

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 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

7.3 mi from First Encounter Beach

sheila

$217 nightly

$249 total

Oct 25 - Oct 26

Total with taxes and fees

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 bedroom with a fireplace, two armchairs, a bed, and a view of the outdoors.

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

8. Brewster by the Sea Inn

7.6 mi from First Encounter Beach

Grace

$304 nightly

$348 total

Nov 4 - Nov 5

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

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

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

9. Wequassett Resort and Golf Club

6.4 mi from First Encounter Beach

Angela

$433 nightly

$496 total

Oct 18 - Oct 19

Total with taxes and fees

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

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

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

10. Wilder Inn South Wellfleet, Outset Collection by Hilton

4.7 mi from First Encounter Beach

Elizabeth

$114 nightly

$130 total

Nov 1 - Nov 2

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

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

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

11. A Beach Breeze Inn

11.5 mi from First Encounter Beach

Debra

$129 nightly

$148 total

Oct 12 - Oct 13

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 playground with two blue slides and a climbing structure.

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

12. Brewster Green Resort

4.5 mi from First Encounter Beach

Margaret

$179 nightly

$205 total

Oct 19 - Oct 20

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

13. Chatham Tides

10.3 mi from First Encounter Beach

Craig

$194 nightly

$221 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

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.

14. Sesuit Harbor House

9.9 mi from First Encounter Beach

Natasha

$244 nightly

$279 total

Oct 6 - Oct 7

Total with taxes and fees

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

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

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.

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

15. Chatham Bars Inn

9.4 mi from First Encounter Beach

Yousuf Hussain

$391 nightly

$448 total

Nov 3 - Nov 4

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 covered patio with a round table and four chairs.

16. Skaket Beach Motel

2.5 mi from First Encounter Beach

Wayne

$108 nightly

$124 total

Oct 12 - Oct 13

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 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

9.7 mi from First Encounter Beach

Karen

$263 nightly

$300 total

Oct 6 - Oct 7

Total with taxes and fees

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

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

A traditional house with a garden pathway leading to the entrance, surrounded by lush greenery and a white picket fence.

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

18. The Villa Callo Inn

11.8 mi from First Encounter Beach

Shawn

$391 nightly

$447 total

Oct 20 - Oct 21

Total with taxes and fees

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

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

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 swimming pool with lounge chairs and a covered seating area.

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

A restaurant with long communal tables and booths, large windows, and a view of buildings outside.

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

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

20. Chatham Wayside Inn

9.6 mi from First Encounter Beach

Ashley

$217 nightly

$248 total

Oct 29 - Oct 30

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 113 reviews	View
Eagle Wing Inn - Cape Cod	9.8 Exceptional 461 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

Rodeway Inn Orleans - Cape Cod

8/10 Good

"Nice place"

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."

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 $120 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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Things to do in Cape Cod

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. Eagle Wing Inn - Cape Cod

3. Rodeway Inn Orleans - Cape Cod

4. Sea Meadow Inn

5. Candleberry Inn on Cape Cod

6. Charm on Main by Ocean Edge

7. Pleasant Bay Village Resort

8. Brewster by the Sea Inn

9. Wequassett Resort and Golf Club

10. Wilder Inn South Wellfleet, Outset Collection by Hilton

11. A Beach Breeze Inn

12. Brewster Green Resort

13. Chatham Tides

14. Sesuit Harbor House

15. Chatham Bars Inn

16. Skaket Beach Motel

17. Winstead Inn

18. The Villa Callo Inn

19. Pelham on Earle

20. Chatham Wayside Inn

Compare popular hotels close to First Encounter Beach

Top First Encounter Beach Hotel Reviews

Rodeway Inn Orleans - Cape Cod

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

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