A calm river with boats, wooden docks, and buildings along the shore.

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Check availability on Chester All Inclusive Resorts and Hotels

Tonight
Aug 10 - Aug 11
Tomorrow
Aug 11 - Aug 12
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Chester all-inclusive hotels

Lobby
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
Free daily buffet breakfast
Desk, laptop workspace, blackout drapes, iron/ironing board

1. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
CA $141
CA $162 total
includes taxes & fees
Aug 30 - Aug 31
Quality Inn Old Saybrook - Westbrook
Property grounds
Miscellaneous
Desk, iron/ironing board, WiFi (free), bed sheets
Exterior

2. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
CA $137
CA $158 total
includes taxes & fees
Aug 11 - Aug 12
Pier Blue Inn Old Saybrook - Essex
Property grounds
Free self parking
Cribs (free), rollaway beds (surcharge), WiFi (free), bed sheets
Seasonal outdoor pool

3. Clinton Motel

Clinton Motel
Clinton
CA $123
CA $141 total
includes taxes & fees
Aug 30 - Aug 31
Clinton Motel
Desk, laptop workspace, iron/ironing board, rollaway beds (surcharge)
Lobby sitting area
Exterior
Pool

4. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
Old Saybrook
CA $112
CA $129 total
includes taxes & fees
Aug 16 - Aug 17
Econo Lodge Inn & Suites Old Saybrook Westbrook
Free daily continental breakfast
Desk, iron/ironing board, WiFi (free), alarm clocks
Lobby sitting area
Front of property

5. Spark by Hilton Guilford

Spark by Hilton Guilford
Guilford
CA $147
CA $170 total
includes taxes & fees
Aug 30 - Aug 31
Spark by Hilton Guilford
View from property
Interior
Desk, laptop workspace, bed sheets
View from property

6. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
East Haddam
CA $201
CA $359 total
includes taxes & fees
Sep 8 - Sep 9
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Property grounds
Lobby
Breakfast area
Standard Room, Accessible, Non Smoking

7. Liberty Inn

Liberty Inn
Old Saybrook
CA $124
CA $143 total
includes taxes & fees
Aug 11 - Aug 12
Liberty Inn
Exterior
Room, 1 King Bed
Double Room, 2 Double Beds
Exterior

8. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
Clinton
CA $110
CA $127 total
includes taxes & fees
Aug 11 - Aug 12
Lamplighter Motel - Clinton, Connecticut
Breakfast and dinner served
Luxury Room, 1 Bedroom, Non Smoking (Room 314)
Interior entrance
Exterior

9. Copper Beech Inn

Copper Beech Inn
Ivoryton
CA $389
CA $447 total
includes taxes & fees
Aug 20 - Aug 21
Copper Beech Inn
Indoor pool, a heated pool
Exterior
Standard Room, 1 King Bed with Sofa bed, Non Smoking
Lobby

10. Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North
Niantic
CA $130
CA $150 total
includes taxes & fees
Sep 8 - Sep 9
Sleep Inn & Suites Niantic North
View all properties

Choose what matters most at all-inclusive hotels in Chester

5 stars
4 stars
Adult-only
Pool
Family-friendly

Top Chester Hotel Reviews

Frequently asked questions

Looking for Chester all-inclusive resorts?
Chester offers a host of things to see and do such as Connecticut River and Chester Creek Marina. View our all-inclusive accommodations where you can enjoy a host of amenities such as entertainment, kid's clubs, and of course food and beverages all included in the price. Many of our all-inclusive resorts also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional cost.
What is there to do near my all-inclusive resort in Chester?
If you want to explore the area around your all-inclusive resort, visit Connecticut River and Chester Creek Marina and see why travelers like Chester! Other attractions include Norma Terris Theater, Connecticut Valley Railroad State Park Trail, and Gillette Castle State Park.
When's the best time for an all-inclusive stay in Chester?
There's nothing like an all-inclusive vacation in Chester to rejuvenate you, especially when you know what kind of weather to expect. Here's some info to help you choose when to book: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 35°F. February and May are the driest months while October and December are the rainiest months.

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