The Best Hotels Closest to Chatham Drama Guild in Chatham for 2026

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Our top choices for Chatham Drama Guild hotels

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

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

1. Greyfinch Chatham Inn

0.4 km from Chatham Drama Guild

Nahleena

SAR 634

SAR 863 total

includes taxes & fees

1 Nov - 2 Nov

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

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

2. Charm on Main by Ocean Edge

11.8 km from Chatham Drama Guild

Kathleen

SAR 576

SAR 660 total

includes taxes & fees

29 Oct - 30 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 covered patio with a round table and four chairs.

3. Skaket Beach Motel

10.5 km from Chatham Drama Guild

Alan

SAR 429

SAR 491 total

includes taxes & fees

24 Nov - 25 Nov

A hotel with a white facade, a covered outdoor seating area with white chairs and tables, and a view of the sunset.

A sign for the Escape Inn Hotel with the address 1237.

A nighttime pool area with lounge chairs and a lifebuoy.

A two-story building with a white picket fence, a 'No Lifeguard on Duty' sign, and a 'Shallow Water No Diving' warning sign.

4. The Escape Inn

19 km from Chatham Drama Guild

Marcegui

SAR 337

SAR 386 total

includes taxes & fees

2 Nov - 3 Nov

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

A resort with a swimming pool, beach area, and a large building with a dome structure.

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.

5. Wequassett Resort and Golf Club

4.5 km from Chatham Drama Guild

Uk Jin

SAR 1,369

SAR 1,676 total

includes taxes & fees

8 Nov - 9 Nov

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

A hotel room with a bed, a desk, a chair, a fireplace, and artwork on the walls.

A compact room with a kitchenette, a dining table with four chairs, a lamp, and a painting on the wall.

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

6. A Beach Breeze Inn

11.9 km from Chatham Drama Guild

William

SAR 484

SAR 554 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

7. Candleberry Inn on Cape Cod

12.6 km from Chatham Drama Guild

Dvir

SAR 1,137

SAR 1,302 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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.

8. Pelham on Earle

11.3 km from Chatham Drama Guild

Colleen

SAR 709

SAR 877 total

includes taxes & fees

27 Oct - 28 Oct

A hotel room with a large bed, a small table with chairs, a green armchair, a dresser, and a balcony with a view of trees.

A row of white, two-story buildings with a white fence in front, likely a motel or small hotel.

A sign for Blue Rock Golf Course surrounded by a variety of colorful flowers.

9. Blue Rock Resort

17.6 km from Chatham Drama Guild

Rosamond

SAR 356

SAR 411 total

includes taxes & fees

26 Oct - 27 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 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.

10. Rodeway Inn Orleans - Cape Cod

11.8 km from Chatham Drama Guild

Aldrick

SAR 414

SAR 473 total

includes taxes & fees

27 Oct - 28 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 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.

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

11. Chatham Tides

5.9 km from Chatham Drama Guild

Chad

SAR 605

SAR 692 total

includes taxes & fees

15 Nov - 16 Nov

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

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

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

A modern kitchen with a large island, wooden cabinets, a white refrigerator, and pendant lighting.

12. The Villages at Ocean Edge

11.5 km from Chatham Drama Guild

Myunghee

SAR 434

SAR 669 total

includes taxes & fees

19 Nov - 20 Nov

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

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

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

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

13. Brewster by the Sea Inn

14.5 km from Chatham Drama Guild

louis

SAR 1,141

SAR 1,306 total

includes taxes & fees

5 Nov - 6 Nov

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 restaurant with hexagonal patterned flooring, booth seating, and pendant lighting.

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

14. Four Points by Sheraton Eastham Cape Cod

17.7 km from Chatham Drama Guild

Michelle

SAR 459

SAR 526 total

includes taxes & fees

15 Nov - 16 Nov

A two-story building with a sign for 'Ambassador Inn & Suites'.

An indoor swimming pool with clear water, surrounded by wooden walls and a lifebuoy on the wall.

A hotel room with a large bed, a headboard with built-in lighting, a bedside table with a phone and a remote control, and a wall-mounted painting of a beach scene.

A hotel with a row of windows, a parking lot, and a garden with marigold flowers.

15. Ambassador Inn & Suites

18.5 km from Chatham Drama Guild

Kevin

SAR 499

SAR 603 total

includes taxes & fees

25 Oct - 26 Oct

An indoor swimming pool with a clear view of the outside, a wooden wall with greenery, and a seating area with chairs.

A gym with various exercise equipment, large windows, and a view of the outside.

A spacious lobby with a brick fireplace, seating area, and a large window providing natural light.

A two-story building with a black awning reading "AllSeasons Resort on Cape Cod."

16. All Seasons Resort, Trademark Collection by Wyndham

19.1 km from Chatham Drama Guild

Dilma

SAR 355

SAR 451 total

includes taxes & fees

2 Nov - 3 Nov

A two-story house with a white picket fence, a blue door, and a porch with white railings.

A residential building with a white picket fence, a mailbox, and a variety of flowering plants.

A two-story house with a white picket fence, a porch with outdoor furniture, and a mailbox.

A living room with a sofa, two armchairs, a glass coffee table, and a rug.

17. An English Garden Bed & Breakfast

13.3 km from Chatham Drama Guild

Donna M.

SAR 723

SAR 934 total

includes taxes & fees

7 Nov - 8 Nov

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

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

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.

18. The Villa Callo Inn

13.1 km from Chatham Drama Guild

Shawn

SAR 1,387

SAR 1,803 total

includes taxes & fees

26 Oct - 27 Oct

A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.

A beach with numerous blue umbrellas and lounge chairs.

An outdoor bar area with multiple screens displaying sports, surrounded by patrons.

A rooftop bar with outdoor seating and a view of the water.

19. The Mansion at Ocean Edge

11.8 km from Chatham Drama Guild

Pamela

SAR 645

SAR 953 total

includes taxes & fees

25 Oct - 26 Oct

A motel with a swimming pool, parking lot, and a small gazebo.

A living room with a fireplace, a television displaying a nature scene, and a dining area with a table and chairs.

A bedroom with a large bed, a TV mounted on the wall, and a skylight.

A residential area with a blue and white lighthouse-like structure, a picnic table, and outdoor seating.

20. Jonathan Edwards Motel

14 km from Chatham Drama Guild

Katerin

SAR 330

SAR 377 total

includes taxes & fees

15 Nov - 16 Nov

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Compare popular hotels close to Chatham Drama Guild

Property	Property class	Guest rating
Greyfinch Chatham Inn	9.0 Wonderful 297 reviews	View
Charm on Main by Ocean Edge	9.6 Exceptional 52 reviews	View
Skaket Beach Motel	9.2 Wonderful 505 reviews	View
The Escape Inn	9.4 Exceptional 802 reviews	View
Wequassett Resort and Golf Club	9.4 Exceptional 280 reviews	View

Top Chatham Drama Guild Hotel Reviews

The Hawthorne

10/10 Excellent

"An old motel with a great quiet location in Chatham. Nice big room with amazing view. Motel has beach access on the channel. Possible to walk to town but only 10 minutes by car. Management are most helpful and knowledgeable. Great place to stay."

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

10/10 Excellent

"We loved our stay! The town is beautiful and easy to explore on foot, and having a park right next door was a great bonus. We’d definitely stay here again!"

Chatham Village - Adorable Studio Apartment in Antique Home

10/10 Excellent

"Great location to the main strip! Allison was very communicative and our stay was excellent."

Captain's House Inn

10/10 Excellent

"Staff was great and the property is well maintained and beautiful. Great stay."

Chatham Bars Inn

10/10 Excellent

"Amazing property and staff."

Old Harbor Inn

10/10 Excellent

"We thoroughly enjoyed or 25th anniversary weekend at the Old Harbor inn! The staff and owner’s were amazing. The inn was well maintained the atmosphere and amenities were on point. The room was super and clean. The breakfast was great. Thanks to all who made our stay very enjoyable! We will be recommending this inn to our friends."

The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything

10/10 Excellent

"Overall excellent facilities. Scott / Host was very accessible with pool and facilities instructions. Outdoor shower mechanism for opening once in the shower didn’t work. The cord was not attached correctly. One of us was “trapped” for a short time. Really a delightful house and equipped beyond our expectations. We were sorority sisters since 1966 and gathered comfortably. We enjoyed our privacy (with individual suites) and several areas to gather for time together. Bonus was being able to walk into town."

Cozy Cape near Chatham Center

10/10 Excellent

"The property was perfect for our needs for a family visiting the area for an event Easy pleasant walk to the town and beach"

Spacious w/ Large Outdoor Area Fire Pit!

10/10 Excellent

"We LOVED LOVED this house!! It was so perfect for our girls long weekend. The house and property were beautiful and we thank the owners for sharing their home."

Other attractions near Chatham Drama Guild

A baseball game at night with players on the field and a house in the background.

Veterans Field

9.6/10 (9 reviews)

Catch an event at Veterans Field during your trip to Chatham. Wander the beautiful beaches and seaside in the area.

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A calm sea with several boats anchored near the shore.

Chatham Fish Pier

9.4/10 (107 reviews)

After visiting Chatham Fish Pier, make a plan to see the other sights and activities in Chatham. Wander the beautiful beaches and seaside in the area.

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Chatham Railroad Museum

8.8/10 (3 reviews)

You can spend an afternoon browsing the exhibits at Chatham Railroad Museum during your travels in Chatham. Stroll along the area's seaside, or simply savor its seafood restaurants.

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Mayo House

8.0/10 (3 reviews)

Learn about the local history of Chatham when you take a trip to Mayo House. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

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Chatham Shark Center

10.0/10 (1 review)

You can spend time exploring the galleries in Chatham Shark Center during your trip to North Chatham. Wander the beautiful beaches and seaside in the area.

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Chatham Seaside Links

9.2/10 (20 reviews)

Enjoy a round of golf in Chatham at Chatham Seaside Links. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

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Chase Park

You can take time to visit Chase Park during your travels to Chatham. Wander the beautiful beaches in this trendy area.

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Gallery Antonia

7.0/10 (2 reviews)

You can spend an afternoon studying the exhibits at Gallery Antonia during your travels in Chatham. Stroll along the area's seaside, or simply savor its seafood restaurants.

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Frequently asked questions

What's the area like around Chatham Drama Guild?

Chatham Drama Guild is located in an area of Chatham known for its beautiful beaches, top seafood restaurants, and sporting events. If you're looking for a convenient place to stay, check out the 183 hotels and other accommodations you'll find within a mile.

What's the best place to stay near Chatham Drama Guild?

Adjacent to Chatham Drama Guild, Greyfinch Chatham Inn is one of the top choices for your stay based on our traveler data. Other good choices within a short distance include Chatham Bars Inn and Queen Anne Inn.

How many hotels are there near Chatham Drama Guild?

Expedia has 183 hotels and other accommodations within a mile from Chatham Drama Guild.

If I need to cancel the hotel reservation for my stay near Chatham Drama Guild, will I receive a refund?

Yes, most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, you may still be able to cancel and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then you can filter by "fully refundable" to review the top deals on offer near Chatham Drama Guild.

Where can I learn more about changing or cancelling my trip in the area near Chatham Drama Guild?

To find more details about rescheduling or cancelling your stay near Chatham Drama Guild, go to https://www.expedia.com/service/.

What can I see and do near Chatham Drama Guild?

You might want to spend some time browsing the exhibits at Chatham Railroad Museum, Chatham Shark Center, or Atwood House Museum. Chatham Lighthouse, Chatham Lighthouse Beach, and Mayo House are well-known local landmarks worth a visit. Hardings Beach, Ridgevale Beach, and Red River Beach are great spots if you want to spend some time by the water during your stay.

Find hotels near Chatham Drama Guild, Chatham from SAR 377

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Treat yourself

Be picky

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Star rating

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Our top choices for Chatham Drama Guild hotels

1. Greyfinch Chatham Inn

2. Charm on Main by Ocean Edge

3. Skaket Beach Motel

4. The Escape Inn

5. Wequassett Resort and Golf Club

6. A Beach Breeze Inn

7. Candleberry Inn on Cape Cod

8. Pelham on Earle

9. Blue Rock Resort

10. Rodeway Inn Orleans - Cape Cod

11. Chatham Tides

12. The Villages at Ocean Edge

13. Brewster by the Sea Inn

14. Four Points by Sheraton Eastham Cape Cod

15. Ambassador Inn & Suites

16. All Seasons Resort, Trademark Collection by Wyndham

17. An English Garden Bed & Breakfast

18. The Villa Callo Inn

19. The Mansion at Ocean Edge

20. Jonathan Edwards Motel

Compare popular hotels close to Chatham Drama Guild

Top Chatham Drama Guild Hotel Reviews

The Hawthorne

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

Chatham Village - Adorable Studio Apartment in Antique Home

Captain's House Inn

Chatham Bars Inn

Old Harbor Inn

The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything

Cozy Cape near Chatham Center

Spacious w/ Large Outdoor Area Fire Pit!

Other attractions near Chatham Drama Guild

Veterans Field

Chatham Fish Pier

Chatham Railroad Museum

Mayo House

Chatham Shark Center

Chatham Seaside Links

Chase Park

Gallery Antonia

Frequently asked questions