The Best Hotels Closest to Chatham Drama Guild in Chatham - 2026 Updated Prices

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Chatham Drama Guild hotels

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 circular wooden structure with illuminated edges in a garden setting.

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

1. Pleasant Bay Village Resort

1.9 mi from Chatham Drama Guild

sheila

£192

includes taxes & fees

29 Sept - 30 Sept

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

An outdoor patio with a fire feature, wicker furniture, and hanging flower baskets.

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

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

2. Old Harbor Inn

0.5 mi from Chatham Drama Guild

Adélaïde

£305

includes taxes & fees

15 Oct - 16 Oct

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

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.

A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

3. Chatham Bars Inn

0.8 mi from Chatham Drama Guild

Yousuf Hussain

£360

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

4. Chatham Wayside Inn

0.7 mi from Chatham Drama Guild

Ashley

£188

includes taxes & fees

29 Oct - 30 Oct

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.

5. Greyfinch Chatham Inn

0.2 mi from Chatham Drama Guild

Sara

£174

includes taxes & fees

18 Oct - 19 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 table set outdoors with a glass of iced tea, a glass of lemonade, and a bowl of fruit salad.

6. Candleberry Inn on Cape Cod

7.8 mi from Chatham Drama Guild

Susan

£234

includes taxes & fees

11 Oct - 12 Oct

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

7. Whalewalk Inn and Spa

7.9 mi from Chatham Drama Guild

Purav

£253

includes taxes & fees

9 Oct - 10 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 sandy beach with gentle waves and a clear sky.

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

8. Eagle Wing Inn - Cape Cod

8.3 mi from Chatham Drama Guild

Andrea

£103

includes taxes & fees

4 Oct - 5 Oct

A two-story house with a porch, surrounded by well-maintained gardens and trees.

A porch with white chairs and a planter with flowers.

A bedroom with a four-poster bed, a television on a wooden cabinet, a plant, and a tray with glasses and a bottle.

A dining area with a checkered floor, white tables, and chairs. There are bookshelves with books and decorative items.

9. The Captain Farris House B&B

11.4 mi from Chatham Drama Guild

Ruth Ann

£144

includes taxes & fees

4 Oct - 5 Oct

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 garden with a white pergola, various plants, and a large tree.

10. Brewster by the Sea Inn

9 mi from Chatham Drama Guild

Grace

£288

includes taxes & fees

12 Oct - 13 Oct

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 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.

11. Charm on Main by Ocean Edge

7.3 mi from Chatham Drama Guild

Kathleen

£157

includes taxes & fees

5 Oct - 6 Oct

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

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

12. A Beach Breeze Inn

7.4 mi from Chatham Drama Guild

Debra

£111

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 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.

13. Chatham Tides

3.7 mi from Chatham Drama Guild

Craig

£194

includes taxes & fees

28 Oct - 29 Oct

A wooden staircase leading to a beach with a clear view of the ocean.

A compact kitchen with a dining area, a bed, and a small living space.

A swimming pool with lounge chairs and a building with a curved roof.

A motel with a covered porch, a brick wall, and yellow flowers.

14. Doryman Motel

8.8 mi from Chatham Drama Guild

Nicole

£112

includes taxes & fees

9 Oct - 10 Oct

A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.

A hotel room with two beds, a view of the outdoors, and a balcony.

A traditional fireplace with a clock above it, surrounded by various decorative items and a modern refrigerator.

A kitchen with a brick stove, a white countertop, and a sign labeled "POOL TOWELS".

15. Olde Tavern Motel And Inn

6.7 mi from Chatham Drama Guild

Rosalie

£86

includes taxes & fees

1 Oct - 2 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 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.

16. The Villa Callo Inn

8.1 mi from Chatham Drama Guild

Shawn

£361

includes taxes & fees

4 Oct - 5 Oct

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.

17. Sesuit Harbor House

11 mi from Chatham Drama Guild

Natasha

£215

includes taxes & fees

1 Oct - 2 Oct

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

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

A pool area with lounge chairs, a hot tub, and string lights.

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

18. Dennis Port Surf Club (Boutique Hotel)

8.9 mi from Chatham Drama Guild

effie

£73

includes taxes & fees

30 Sept - 1 Oct

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

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.

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

19. Wequassett Resort and Golf Club

2.8 mi from Chatham Drama Guild

Angela

£374

includes taxes & fees

26 Oct - 27 Oct

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

A nighttime pool area with lounge chairs and a lifebuoy.

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

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

20. The Escape Inn

11.8 mi from Chatham Drama Guild

Toby

£81

includes taxes & fees

12 Oct - 13 Oct

View all properties

Compare popular hotels close to Chatham Drama Guild

Property	Property class	Guest rating
Pleasant Bay Village Resort	9.6 Exceptional 338 reviews	View
Old Harbor Inn	9.6 Exceptional 171 reviews	View
Chatham Bars Inn	9.2 Wonderful 866 reviews	View
Chatham Wayside Inn	9.2 Wonderful 738 reviews	View
Greyfinch Chatham Inn	8.8 Excellent 287 reviews	View

Top Chatham Drama Guild Hotel Reviews

Chatham Village - Adorable Studio Apartment in Antique Home

10/10 Excellent

"Really great place to stay. Clean. Beautiful. Walking distance to town. Lovely neighborhood. ZERO complaints."

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

10/10 Excellent

"The house is in a great location and has plenty of room for a group."

Captain's House Inn

10/10 Excellent

"Great place to stay for a wedding!"

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 Wayside Inn

10/10 Excellent

"Loved the Inn and will definitely stay there again in the future. Perfect location...just steps to the shops and eateries on Main Street. Our standard king room was lovely and spacious. The mattress and bedding was extremely comfortable and had everything we needed. The gym and pool looked beautiful but unfortunately we didn't have a chance to use them. Dinner our first night at the tavern on the property was excellent. The seafood pot pie was absolutely! The only slight downside for us was that the continental breakfast was a bit lacking. Considering the price of the rooms, I think the Inn could do a little better. However, this would not keep us from staying here again. A great experience overall."

Greyfinch Chatham Inn

10/10 Excellent

"This place is so cute! When we first pulled up we were unsure because it looks like an old roadside motel. But it’s quickly apparent that it’s been beautifully updated with fresh paint and hanging plants. The driveway and parking lot are spotless as are the rooms. The decor in the rooms is updated and coastal. The staff was lovely. I would absolutely stay here again!"

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."

Cozy Cape near Chatham Center

10/10 Excellent

"Great location! Within walking distance of the Pier, Chatham Bars Inn, Golf Course, Theater, Shops and restaurants. Also close to the bike trail! We had a wonderful 2 weeks!"

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.

See properties

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.

See properties

Chatham Railroad Museum

8.8/10 (3 reviews)

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

See properties

Mayo House

8.0/10 (3 reviews)

Learn about the local history of Chatham with a stop at Mayo House. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

See properties

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.

See properties

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.

See properties

Chase Park

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

See properties

Gallery Antonia

7.0/10 (2 reviews)

You can spend an afternoon browsing the exhibits at Gallery Antonia during your trip to Chatham. Stroll along the area's seaside or simply savour its seafood restaurants.

See properties

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, take a look at the 186 hotels and other accommodation options you'll find within a mile.

Where is 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 traveller 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 186 hotels and other accommodation options 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! The majority of hotel bookings are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of booking. Put your dates in and click on "Search", then use the "fully refundable" filter to view top deals close to Chatham Drama Guild.

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.

Search Hotels Near Chatham Drama Guild, Chatham

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chatham Drama Guild hotels

1. Pleasant Bay Village Resort

2. Old Harbor Inn

3. Chatham Bars Inn

4. Chatham Wayside Inn

5. Greyfinch Chatham Inn

6. Candleberry Inn on Cape Cod

7. Whalewalk Inn and Spa

8. Eagle Wing Inn - Cape Cod

9. The Captain Farris House B&B

10. Brewster by the Sea Inn

11. Charm on Main by Ocean Edge

12. A Beach Breeze Inn

13. Chatham Tides

14. Doryman Motel

15. Olde Tavern Motel And Inn

16. The Villa Callo Inn

17. Sesuit Harbor House

18. Dennis Port Surf Club (Boutique Hotel)

19. Wequassett Resort and Golf Club

20. The Escape Inn

Compare popular hotels close to Chatham Drama Guild

Top Chatham Drama Guild Hotel Reviews

Chatham Village - Adorable Studio Apartment in Antique Home

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

Captain's House Inn

Chatham Family Retreat w/ Heated Pool

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

Chatham Wayside Inn

Greyfinch Chatham Inn

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

Cozy Cape near Chatham Center

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