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

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Our top choices for Chatham Drama Guild hotels

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

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

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

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.

1. Pleasant Bay Village Resort

3.1 km from Chatham Drama Guild

sheila

AED 727

AED 832 total

includes taxes & fees

12 Oct - 13 Oct

A sandy beach path with wooden fencing, leading to the ocean.

A sign for The Old Harbor Inn with a number 22 on the building.

A two-story house with a covered porch, a well-maintained garden, and a driveway.

A hotel room with a bed, a nightstand, a mirror, a shower area, and a lamp.

2. Old Harbor Inn

0.7 km from Chatham Drama Guild

Adélaïde

AED 1,295

AED 1,482 total

includes taxes & fees

18 Oct - 19 Oct

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.

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

3. Chatham Wayside Inn

1.2 km from Chatham Drama Guild

Ashley

AED 658

AED 913 total

includes taxes & fees

1 Nov - 2 Nov

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.

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.

4. Chatham Bars Inn

1.3 km from Chatham Drama Guild

Yousuf Hussain

AED 1,436

AED 1,644 total

includes taxes & fees

3 Nov - 4 Nov

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

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

5. Greyfinch Chatham Inn

0.4 km from Chatham Drama Guild

Jacob

AED 590

AED 810 total

includes taxes & fees

1 Nov - 2 Nov

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

A staircase with ornate brass handrails and a mirror.

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.

6. Whalewalk Inn and Spa

12.8 km from Chatham Drama Guild

Purav

AED 789

AED 903 total

includes taxes & fees

13 Oct - 14 Oct

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

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.

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

7. Candleberry Inn on Cape Cod

12.6 km from Chatham Drama Guild

Susan

AED 1,172

AED 1,341 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

8. Sea Meadow Inn

13.6 km from Chatham Drama Guild

Joanne

AED 1,105

AED 1,283 total

includes taxes & fees

21 Oct - 22 Oct

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

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

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

A sandy beach with gentle waves and a clear sky.

9. Eagle Wing Inn - Cape Cod

13.4 km from Chatham Drama Guild

Andrea

AED 511

AED 584 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

10. Brewster by the Sea Inn

14.5 km from Chatham Drama Guild

Grace

AED 1,117

AED 1,278 total

includes taxes & fees

4 Nov - 5 Nov

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.

11. Charm on Main by Ocean Edge

11.8 km from Chatham Drama Guild

Kathleen

AED 590

AED 675 total

includes taxes & fees

18 Oct - 19 Oct

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, 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.

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

12. A Beach Breeze Inn

11.9 km from Chatham Drama Guild

Debra

AED 474

AED 542 total

includes taxes & fees

12 Oct - 13 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 beachfront property with a wooden deck, a sign labeled "SHOWER," and surfboards stored outside.

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

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

13. Chatham Tides

5.9 km from Chatham Drama Guild

Craig

AED 655

AED 749 total

includes taxes & fees

8 Nov - 9 Nov

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

14. Wequassett Resort and Golf Club

4.5 km from Chatham Drama Guild

Angela

AED 1,486

AED 1,820 total

includes taxes & fees

18 Oct - 19 Oct

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

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

15. The Villa Callo Inn

13.1 km from Chatham Drama Guild

Shawn

AED 1,373

AED 1,782 total

includes taxes & fees

8 Nov - 9 Nov

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

Two people riding bicycles on a sidewalk 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 two-story white house with black shutters, a front door with a number 1421, and a well-maintained lawn.

16. Sesuit Harbor House

17.8 km from Chatham Drama Guild

Natasha

AED 866

AED 991 total

includes taxes & fees

12 Oct - 13 Oct

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

A spacious dining area with white chairs and a marble table, a staircase, and a TV in the background.

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

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

17. The Escape Inn

19 km from Chatham Drama Guild

Toby

AED 311

AED 356 total

includes taxes & fees

1 Nov - 2 Nov

A window with a view of the beach and ocean.

A room with a large window, a television, a dresser, and a chair.

A table set for two with a green vase of flowers and three glasses, overlooking a body of water.

A coastal property with a large grassy area, a parking lot, and buildings with a simple architectural style.

18. Nauset Beach Inn

11.3 km from Chatham Drama Guild

Peter

AED 862

AED 1,050 total

includes taxes & fees

2 Nov - 3 Nov

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.

19. Brewster Green Resort

10.5 km from Chatham Drama Guild

Margaret

AED 907

AED 1,038 total

includes taxes & fees

21 Oct - 22 Oct

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

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

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

20. Winstead Inn

8.9 km from Chatham Drama Guild

Karen

AED 1,074

AED 1,230 total

includes taxes & fees

19 Oct - 20 Oct

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Compare popular hotels close to Chatham Drama Guild

Property	Property class	Guest rating
Pleasant Bay Village Resort	9.6 Exceptional 339 reviews	View
Old Harbor Inn	9.6 Exceptional 172 reviews	View
Chatham Wayside Inn	9.2 Wonderful 746 reviews	View
Chatham Bars Inn	9.2 Wonderful 870 reviews	View
Greyfinch Chatham Inn	8.8 Excellent 289 reviews	View

Top Chatham Drama Guild Hotel Reviews

Chatham Wayside Inn

10/10 Excellent

"Great 3 night stay at The Chatham Wayside. Right in the heart of the town on Main Street. Didn’t need a car for restaurants. Very impressed with the area , so clean. Highly recommend this Hotel"

5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet

10/10 Excellent

"Nice location, walking distance to town and a small, quiet beach. Pet-friendly!"

Captain's House Inn

10/10 Excellent

"This is a beautiful b&b in beautiful Chatham. We had a lovely clean room with a comfortable queen bed, fireplace and jacuzzi tub. Homemade breakfast every morning was wonderful and a tea service in the afternoon. 20 minute walk to Main St. We thoroughly enjoyed our 3 night stay !"

The Hawthorne

8/10 Good

"Beautiful spot with wonderful views of Chatham Bars without the crazy experience of Chatham Bars Inn"

Brand New Four Bedroom Home Near Beach and Town

10/10 Excellent

"Beautiful home - both comfortable and immaculate. Thanks!"

Old Harbor Inn

10/10 Excellent

"This is a lovely inn with very friendly owners and staff. The snacks and baked goods were an added plus. Breakfast was delicious, and we enjoyed our conversations with the owner.The inn is very convenient to the downtown area of Chatham,as well. We will definitely stay here again while on the Cape."

Chatham Family Retreat w/ Heated Pool

10/10 Excellent

"Highly recommend! Proximity to town was amazing… walkable or 4 minute drive. Beautiful pool and deck area, and across the street from a pickleball court (surprise to us!). Everything was seamless and dealing with the host was simple and easy. We would absolutely stay here again!"

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

10/10 Excellent

"House was beautiful and just perfect. Had everything we needed and more. The location is excellent."

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

10/10 Excellent

"Great location, close to town, can walk everywhere.Plenty big enough for 2 people, well set up, loved the pine planked flooring and access to balcony for coffee and drinks.This property is well looked after."

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 AED 356

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Treat yourself

Be picky

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Our top choices for Chatham Drama Guild hotels

1. Pleasant Bay Village Resort

2. Old Harbor Inn

3. Chatham Wayside Inn

4. Chatham Bars Inn

5. Greyfinch Chatham Inn

6. Whalewalk Inn and Spa

7. Candleberry Inn on Cape Cod

8. Sea Meadow Inn

9. Eagle Wing Inn - Cape Cod

10. Brewster by the Sea Inn

11. Charm on Main by Ocean Edge

12. A Beach Breeze Inn

13. Chatham Tides

14. Wequassett Resort and Golf Club

15. The Villa Callo Inn

16. Sesuit Harbor House

17. The Escape Inn

18. Nauset Beach Inn

19. Brewster Green Resort

20. Winstead Inn

Compare popular hotels close to Chatham Drama Guild

Top Chatham Drama Guild Hotel Reviews

Chatham Wayside Inn

5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet

Captain's House Inn

The Hawthorne

Brand New Four Bedroom Home Near Beach and Town

Old Harbor Inn

Chatham Family Retreat w/ Heated Pool

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

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